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An Updated Review on Synthesis and Biological Activities of Thiosemicarbazide Analogs: A Review
Corresponding Author(s) : Rakhi Mishra
Asian Journal of Chemistry,
Vol. 33 No. 9 (2021): Vol 33 Issue 9, 2021
Abstract
This review paper focuses on the different synthetic methodologies that researchers have adopted to synthesize various thiosemicarbazide derivatives with different biological activities of synthesized compounds in the last 20 years. Most of the investigations available in the literature are directed to the biological activities of thiosemicarbazide derivatives with less discussion on its synthetic schemes. This review article presents various reaction scheme, which has been adopted for thiosemicarbazide derivative synthesis along with the reported pharmacological activities of synthesized analogs. The available literature in the article aims to encourage more studies on the synthesis of thiosemicarbazide derivatives, which will help for drug discovery having thiosemicarbazide nucleus.
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- J.S. Casas, M.S. Garcia-Tasende and J. Sordo, Coord. Chem. Rev., 209, 197 (2000); https://doi.org/10.1016/S0010-8545(00)00363-5
- M.A. Metwally, S. Bondock, H. El-Azap and E.-E.M. Kandeel, J. Sulfur Chem., 32, 489 (2011); https://doi.org/10.1080/17415993.2011.601869
- M.A. Metwally, M.E. Khalifa and M. Koketsu, Am. J. Chem., 2, 38 (2012); https://doi.org/10.5923/j.chemistry.20120202.09
- N.P. Prajapati and H.D. Patel, Synth. Commun., 49, 2767 (2019); https://doi.org/10.1080/00397911.2019.1649432
- M.A. Metwally, S. Bondock, H. El-Azap and E.-E.M. Kandeel, J. Sulfur Chem., 32, 489 (2011); https://doi.org/10.1080/17415993.2011.601869
- S.A. Anand, K. George, N.S. Thomas and S. Kabilan, Phosphorus Sulfur Silicon Rel. Elem., 195, 821 (2020); https://doi.org/10.1080/10426507.2020.1757672
- O.K. Nehar, R. Mahboub, S. Louhibi, T. Roisnel and M. Aissaouid, J. Mol. Struct., 1204, 127566 (2020); https://doi.org/10.1016/j.molstruc.2019.127566
- A.A. Aly, A.A. Hassan and E.-S.S.M. Abd El-latief, J. Heterocycl. Chem., 55, 2196 (2018); https://doi.org/10.1002/jhet.3295
- M.A. Bhat, A.A. Khan, H.A. Ghabbour, C.K. Quah and H.-K. Fun, Trop. J. Pharm. Res., 15, 1751 (2016); https://doi.org/10.4314/tjpr.v15i8.22
- G.D. Andreetti, P. Domiano, G.F. Gasparri, M. Nardelli and P. Sgarabotto, Acta Crystallogr. B, 26, 1005 (1970); https://doi.org/10.1107/S0567740870003497
- T.S. Lobana, R. Sharma, G. Bawa and S. Khanna, Coord. Chem. Rev., 253, 977 (2009); https://doi.org/10.1016/j.ccr.2008.07.004
- S. Padhye and G.B. Kauffman, Coord. Chem. Rev., 63, 127 (1985); https://doi.org/10.1016/0010-8545(85)80022-9
- B. Prathima, Y.S. Rao, S.A. Reddy, Y.P. Reddy and A. Varada Reddy, Spectrochim. Acta A Molecul. Biomol. Spectrosc., 77, 248 (2010); https://doi.org/10.1016/j.saa.2010.05.016
- T. Plech, M. Wujec, A. Siwek, U. Kosikowska and A. Malm, Eur. J. Med. Chem., 46, 241 (2011); https://doi.org/10.1016/j.ejmech.2010.11.010
- V.K. Sharma and S. Srivastava, J. Coord. Chem., 61, 178 (2008); https://doi.org/10.1080/00958970701318426
- N.D. Thanh, N.T. Giang, T.H. Quyen, D.T. Huong and V.N. Toan, Eur. J. Med. Chem., 123, 532 (2016); https://doi.org/10.1016/j.ejmech.2016.07.074
- K.S. Abou-Melha, J. Coord. Chem., 61, 2053 (2008); https://doi.org/10.1080/00958970701862167
- N. Trotsko, U. Kosikowska, A. Paneth, T. Plech, A. Malm and M. Wujec, Molecules, 23, 1023 (2018); https://doi.org/10.3390/molecules23051023
- A. Paneth, P. Staczek, T. Plech, A. Strzelczyk, K. Dzitko, M. Wujec, E. Kuœmierz, U. Kosikowska, A. Grzegorczyk and P. Paneth, J. Enzyme Inhib. Med. Chem., 31, 14 (2016); https://doi.org/10.3109/14756366.2014.1003214
- B.M. Paterson and P.S. Donnelly, Chem. Soc. Rev., 40, 3005 (2011); https://doi.org/10.1039/c0cs00215a
- S.K. Haraguchi, A.A. Silva, G.J. Vidotti, P.V. Dos Santos, F.P. Garcia, R.B. Pedroso, C.V. Nakamura, C.M.A. De Oliveira and C.C. Da Silva, Molecules, 16, 1166 (2011); https://doi.org/10.3390/molecules16021166
- G.R. Subhashree, J. Haribabu, S. Saranya, P. Yuvaraj, D.A. Krishnan, R. Karvembu and D. Gayathri, J. Mol. Struct., 1145, 160 (2017); https://doi.org/10.1016/j.molstruc.2017.05.054
- S. Sardari, S. Feizi and A.H. Rezayan, Iran. J. Pharm. Res., 16, 1128 (2017).
- S. Alegaon, K. Kashniyal, S. Kuncolienkar, R. Kavalapure, P. Salve, M. Palled, S. Suryawanshi and S. Jalalpure, Futur. J. Pharm. Sci., 6, 2 (2020); https://doi.org/10.1186/s43094-019-0016-7
- M. Islam, A. Khan, M.T. Shehzad, A. Hameed, N. Ahmed, S.A. Halim, M. Khiat, M.U. Anwar, J. Hussain, R. Csuk, Z. Shafiq and A. Al-Harrasi, Bioorg. Chem., 87, 155 (2019); https://doi.org/10.1016/j.bioorg.2019.03.008
- A. Hameed, K.M. Khan, S.T. Zehra, R. Ahmed, Z. Shafiq, S.M. Bakht, M. Yaqub, M. Hussain, A. de la Vega de León, N. Furtmann, J. Bajorath, H.A. Shad, M.N. Tahir and J. Iqbal, Bioorg. Chem., 61, 51 (2015); https://doi.org/10.1016/j.bioorg.2015.06.004
- V.A. Kumar, Y. Sarala, A. Siddikha, S. Vanitha, S. Babu and A.V. Reddy, J. Appl. Pharm. Sci., 8, 71 (2018); https://doi.org/10.7324/JAPS.2018.8410
- D.T. Nguyen, T.H. Le and T.T. Bui, Eur. J. Med. Chem., 60, 199 (2013); https://doi.org/10.1016/j.ejmech.2012.10.004
- N. Bharti, K. Husain, M.T. Gonzalez-Garza, D.E. Cruz-Vega, J. CastroGarza, B.D. Mata-Cardenas, F. Naqvi and A. Azam, Bioorg. Med. Chem. Lett., 12, 3475 (2002); https://doi.org/10.1016/s0960-894x(02)00703-5
- E. Namieciñska, M. Sobiesiak, M. Malecka, P. Guga, B. Rozalska and E. Budzisz, Curr. Med. Chem., 26, 664 (2019); https://doi.org/10.2174/0929867325666180228164656
- T. Khan, S. Dixit, R. Ahmad, S. Raza, I. Azad, S. Joshi and A.R. Khan, J. Chem. Boil., 10, 91 (2017); https://doi.org/10.1007/s12154-017-0167-y
- A. Kshirsagar, M.P. Toraskar and V.M. Kulkarni, Int. J. Chemtech Res., 1, 696 (2009).
- J. Liu, W. Yi, Y. Wan, L. Ma and H. Song, Bioorg. Med. Chem., 16, 1096 (2008); https://doi.org/10.1016/j.bmc.2007.10.102
- P. Heffeter, V.F. Pape, É.A. Enyedy, B.K. Keppler, G. Szakacs and C.R. Kowol, Antioxid. Redox Signal., 30, 1062 (2019); https://doi.org/10.1089/ars.2017.7487
- S. Singhal, S. Arora and S. Agarwal, World J. Pharm. Pharm. Sci., 2, 4661 (2013).
- G.A. Gazieva, P.A. Poluboyarov, L.D. Popov, N. Kolotyrkina, A. Kravchenko and N. Makhova, Synthesis, 44, 3366 (2012); https://doi.org/10.1055/s-0032-1317194
- M.H. Abd ElAzim, M.G. Assy, M.I. Khalil and Y.A. Selim, J. Heterocycl. Chem., 57, 3153 (2020); https://doi.org/10.1002/jhet.4022
- S.M. Mustafa, V.A. Nair, J.P. Chittoor and S. Krishnapillai, Mini Rev. Org. Chem., 1, 375 (2004); https://doi.org/10.2174/1570193043403082
- A.S. Fouda, M.N. Moussa, F.I. Taha and A.I. Elneanaa, Corros. Sci., 26, 719 (1986);https://doi.org/10.1016/0010-938X(86)90035-1
- S. Mohebbi, M. Hassan, R. Ghaffari, S. Sardari and Y.F. Farahani, Res. Pharm. Sci., 15, 281 (2020); https://doi.org/10.4103/1735-5362.288435
- A.E. Grzegorzewicz, J. Korduláková and V. Jones, J. Biol. Chem., 287, 38434 (2012); https://doi.org/10.1074/jbc.M112.400994
- A.E. Grzegorzewicz, N. Eynard, A. Quémard, E.J. North, A. Margolis, J.J. Lindenberger, V. Jones, J. Korduláková, P.J. Brennan, R.E. Lee, D.R. Ronning, M.R. McNeil and M. Jackson, ACS Infect. Dis., 1, 91 (2015); https://doi.org/10.1021/id500032q
- G. Cihan-Üstündag, E. Gürsoy, L. Naesens, N. Ulusoy-Güzeldemirci and G. Çapan, Bioorg. Med. Chem., 24, 240 (2016); https://doi.org/10.1016/j.bmc.2015.12.008
- A.M. Tsimberidou, Y. Alvarado and F.J. Giles, Expert Rev. Anticancer Ther., 2, 437 (2002); https://doi.org/10.1586/14737140.2.4.437
- A. Siwek, P. St¹czek and J. Stefañska, Eur. J. Med. Chem., 46, 5717 (2011); https://doi.org/10.1016/j.ejmech.2011.09.034
- H. Hosseinpoor, S.M. Farid, A. Iraji, S. Askari, N. Edraki, S. Hosseini, A. Jamshidzadeh, B. Larijani, M. Attarroshan, S. Pirhadi, M. Mahdavi and M. Khoshneviszadeh, Bioorg. Chem., 104979 (2021); https://doi.org/10.1016/j.bioorg.2021.104979
- M. Pitucha, Z. Karczmarzyk, M. Swatko-Ossor, W. Wysocki, M. Wos, K. Chudzik, G. Ginalska and A. Fruzinski, Molecules, 24, 251 (2019); https://doi.org/10.3390/molecules24020251
- R.J. Nevagi, A.S. Dhake and H.I. Narkhede, Bioorg. Chem., 54, 68 (2014); https://doi.org/10.1016/j.bioorg.2014.04.002
- J. He, X. Wang, X. Zhao, Y.J. Liang, H. He and L. Fu, Eur. J. Med. Chem., 54, 925 (2012); https://doi.org/10.1016/j.ejmech.2012.06.003
- B. Šarkanj, M. Molnar, M. Èaèic and L. Gille, Food Chem., 139, 488 (2013); https://doi.org/10.1016/j.foodchem.2013.01.027
- R. Matsa, P. Makam, M. Kaushik, S.L. Hoti and T. Kannan, Eur. J. Pharm. Sci., 137, 104986 (2019); https://doi.org/10.1016/j.ejps.2019.104986
- L.E. Bermudez, P. Kolonoski, L.E. Seitz, M. Petrofsky, R. Reynolds, M. Wu and L.S. Young, Antimicrob. Agents Chemother., 48, 3556 (2004); https://doi.org/10.1128/AAC.48.9.3556-3558.2004
- L.E. Bermudez, R. Reynolds, P. Kolonoski, P. Aralar, C.B. Inderlied and L.S. Young, Antimicrob. Agents Chemother., 47, 2685 (2003); https://doi.org/10.1128/AAC.47.8.2685-2687.2003
- W. Hernández, F. Carrasco, A. Vaisberg, E. Spodine, J. Manzur, M. Icker, H. Krautscheid and L. Beyer, J. Chem., 2020, 2960165 (2020); https://doi.org/10.1155/2020/2960165
- A.A. Al-Mutairi, M.A. Al-Alshaikh, F.A. Al-Omary, H.M. Hassan, A.M. El-Mahdy and A.A. El-Emam, Molecules, 24, 4308 (2019); https://doi.org/10.3390/molecules24234308
- M.D. Altintop, B. Sever, A. Özdemir, G. Kus, P. Oztopcu-Vatan, S. Kabadere and Z.A. Kaplancikli, J. Enzyme Inhib. Med. Chem., 31, 410 (2016); https://doi.org/10.3109/14756366.2015.1031126
- K.S. Hmood, A.A.R.M. Kubba, R.I. Al-bayati and A.M. Saleh, Indones. J. Pharm., 32, 17 (2021); https://doi.org/10.22146/ijp.730
- M.H. Hekal, F.S. Abu El-Azm and S.R. Atta-Allah, Synth. Commun., 49, 2630 (2019); https://doi.org/10.1080/00397911.2019.1637001
- E. Pahontu, V. Fala, A. Gulea, D. Poirier, V. Tapcov and T. Rosu, Molecules, 18, 8812 (2013); https://doi.org/10.3390/molecules18088812
- O.A. Abdelaziz, W.M. El Husseiny and K.B. Selim, Bioorg. Chem., 90, 103076 (2019); https://doi.org/10.1016/j.bioorg.2019.103076
- O.M. Abdelhafez, E.Y. Ahmed, N.A. Abdel Latif, R.K. Arafa, Z.Y. Abd Elmageed and H.I. Ali, Bioorg. Med. Chem., 27, 1308 (2019); https://doi.org/10.1016/j.bmc.2019.02.027
- E.A.A. El-Meguid and M.M. Ali, Res. Chem. Intermed., 42, 1521 (2016); https://doi.org/10.1007/s11164-015-2100-8
- S.B. Salib, O.M. Khalil, M.M. Kamel and Y. El-Dash, Open Access Libr. J., 3, e2876 (2016); https://doi.org/10.4236/oalib.1102876
- C. Gan, J. Cui, S. Su, Q. Lin, L. Jia, L. Fan and Y. Huang, Steroids, 87, 99 (2014); https://doi.org/10.1016/j.steroids.2014.05.026
- M. Pitucha, M. Wos, M. Miazga-Karska, K. Klimek, B. Miroslaw, A. PachutaStec, A. Gladysz and G. Ginalska, Med. Chem. Res., 25, 1666 (2016); https://doi.org/10.1007/s00044-016-1599-6
- Y. Dadas, G.P. Coskun, Ö. Bingöl-Akpinar, Marmara Pharm. J., 19, 259 (2015); https://doi.org/10.12991/mpj.201519328306
- S.M. De Almeida, E.A. Lafayette, L.P. Da Silva, C. Amorim, T. de Oliveira, A. Ruiz, J. de Carvalho, R. de Moura, E. Beltrão, M. de Lima and L. Júnior, Int. J. Mol. Sci., 16, 13023 (2015); https://doi.org/10.3390/ijms160613023
- M.D. Altintop, Ö. Atli, S. Ilgin, R. Demirel, A. Özdemir and Z.A. Kaplancikli, Eur. J. Med. Chem., 108, 406 (2016); https://doi.org/10.1016/j.ejmech.2015.11.041
- Y. Wang, W. Gu, Y. Shan, F. Liu, X. Xu, Y. Yang, Q. Zhang, Y. Zhang, H. Kuang, Z. Wang and S. Wang, Bioorg. Med. Chem. Lett., 27, 2360 (2017); https://doi.org/10.1016/j.bmcl.2017.04.024
- J.F. de Oliveira, T.S. Lima, D.B. Vendramini-Costa, S.C.B. de Lacerda Pedrosa, E.A. Lafayette, R.M.F. da Silva, S.M.V. de Almeida, R.O. de Moura, A.L.T.G. Ruiz, J.E. de Carvalho and M.C.A. de Lima, Eur. J. Med. Chem., 136, 305 (2017); https://doi.org/10.1016/j.ejmech.2017.05.023
- Y.K. Abhale, A. Shinde, K.K. Deshmukh, L. Nawale, D. Sarkar and P.C. Mhaske, Med. Chem. Res., 26, 2557 (2017); https://doi.org/10.1007/s00044-017-1955-1
- K.D. Thomas, A.V. Adhikari, S. Telkar, I.H. Chowdhury, R. Mahmood, N.K. Pal, G. Row and E. Sumesh, Eur. J. Med. Chem., 46, 5283 (2011); https://doi.org/10.1016/j.ejmech.2011.07.033
- D.B. Patel, K.D. Patel, N.P. Prajapati, K.R. Patel, D.P. Rajani, S.D. Rajani, N.S. Shah, D.D. Zala and H.D. Patel, J. Heterocycl. Chem., 56, 235 (2019); https://doi.org/10.1002/jhet.3617
- E. Mentese, M. Emirik and B.B. Sökmen, Biol. Chem., 86, 151 (2019); https://doi.org/10.1016/j.bioorg.2019.01.061
- H. Bektas, B.B. Sökmen, S. Aydin, E. Mentese, A. Bektas and G. Dilekçi, J. Heterocycl. Chem., 57, 2234 (2020); https://doi.org/10.1002/jhet.3943
- S.R. Patel, R. Gangwal, A.T. Sangamwar and R. Jain, Eur. J. Med. Chem., 85, 255 (2014); https://doi.org/10.1016/j.ejmech.2014.07.100
- M. Özil, M. Emirik, A. Beldüz and S. Ülker, Bioorg. Med. Chem., 24, 5103 (2016); https://doi.org/10.1016/j.bmc.2016.08.024
- E. Mentese, H. Bektas, B.B. Sokmen, M. Emirik, D. Çakir and B. Kahveci, Bioorg. Med. Chem. Lett., 27, 3014 (2017); https://doi.org/10.1016/j.bmcl.2017.05.019
- D.B. Patel, D.G. Darji, K.R. Patel, D.P. Rajani, S.D. Rajani and H.D. Patel, J. Heterocycl. Chem., 57, 1183 (2020);
- https://doi.org/10.1002/jhet.3855
- O. Unsal Tan, K. Ozadali, P. Yogeeswari, D. Sriram and A. Balkan, Med. Chem. Res., 21, 2388 (2012); https://doi.org/10.1007/s00044-011-9770-6
- S. Botros, N.A. Khalil, B.H. Naguib and Y. El-Dash, Eur. J. Med. Chem., 60, 57 (2013); https://doi.org/10.1016/j.ejmech.2012.11.025
- B. Ali, K.M. Khan, Arshia, Kanwal, S. Hussain, S. Hussain, M. Ashraf, M. Riaz, A. Wadood and S. Perveen, Biol. Chem., 79, 34 (2018); https://doi.org/10.1016/j.bioorg.2018.04.004
- A.G. El-Helby, R.R. Ayyad, K. El-Adl, H. Sakr, A.A. Abd-Elrahman, I.H. Eissa and A. Elwan, Med. Chem. Res., 25, 3030 (2016); https://doi.org/10.1007/s00044-016-1723-7
- P. Yogeeswari, D. Sriram, V. Saraswat, J.V. Ragavendran, M.M. Kumar, S. Murugesan, R. Thirumurugan and J.P. Stables, Eur. J. Pharm. Sci., 20, 341 (2003); https://doi.org/10.1016/j.ejps.2003.08.002
- M. Zayane, A. Romdhane, M. Daami-Remadi and H.B. Jannet, J. Chem. Sci., 127, 1619 (2015); https://doi.org/10.1007/s12039-015-0927-6
- S. Ghosh, A.K. Misra, G. Bhatia, M.M. Khan and A.K. Khanna, Bioorg. Med. Chem. Lett., 19, 386 (2009); https://doi.org/10.1016/j.bmcl.2008.11.070
- B.Z. Sibuh, P. Taneja and S. Khanna, Life Sci., 273, 119305 (2020); https://doi.org/10.1016/j.lfs.2021.119305
- T.A. Yousef and G.A. El-Reash, J. Mol. Struct., 1201, 127180 (2020); https://doi.org/10.1016/j.molstruc.2019.127180
- E.D. Dincel and N.U. Guzeldemirci, Med. Sci., 9, 305 (2020).
- O.M. Khalil, E.M. Gedawy, A.A. El-Malah and M.E. Adly, Bioorg. Chem., 83, 262 (2019); https://doi.org/10.1016/j.bioorg.2018.10.058
- M.A. Hussein, M.A. Iqbal, M.I. Umar, R.A. Haque and T.S. Guan, Arab. J. Chem., 12, 3183 (2019); https://doi.org/10.1016/j.arabjc.2015.08.013
- B. Nammalwar, R.A. Bunce, K.D. Berlin, D.M. Benbrook and C. Toal, Eur. J. Med. Chem., 170, 16 (2019); https://doi.org/10.1016/j.ejmech.2019.03.010
- Kumar et al. Asian J. Chem.
- N. Rajendran, A. Periyasamy, N. Kamatchi and V. Solomon, J. Coord. Chem., 72, 1937 (2019); https://doi.org/10.1080/00958972.2019.1634806
- A.A. Gaber, A.H. Bayoumi, A.M. El-morsy, F.F. Sherbiny, A.B.M. Mehany and I.H. Eissa, Bioorg. Chem., 80, 375 (2018); https://doi.org/10.1016/j.bioorg.2018.06.017
- P.F. Geng, X.Q. Liu, T.Q. Zhao, C.C. Wang, Z.-H. Li, J. Zhang, H.-M. Wei, B. Hu, L.-Y. Ma and H.-M. Liu, Eur. J. Med. Chem., 146, 147 (2018); https://doi.org/10.1016/j.ejmech.2018.01.031
- M. Wos, M. Miazga-Karska, A.A. Kaczor, K. Klimek, Z. Karczmarzyk, D. Kowalczuk, W. Wysocki, G. Ginalska, Z. Urbanczyk-Lipkowska, M. Morawiak and M. Pitucha, Biomed. Pharmacother., 93, 1269 (2017); https://doi.org/10.1016/j.biopha.2017.07.049
- D. Morgan, Trends Microbiol., 3, 449 (1995); https://doi.org/10.1016/S0966-842X(00)89003-4
- G.M. Sheldrick, SADABS Bruker Axs Inc. Madison, Wisconsin, USA. (2007).
- H.J. Zhang, Y. Qian, D.D. Zhu, X.-G. Yang and H.-L. Zhu, Eur. J. Med. Chem., 46, 4702 (2011); https://doi.org/10.1016/j.ejmech.2011.07.016
- I. Ðilovic, M. Rubèic, V. Vrdoljak, S.K. Pavelic, M. Kralj, I. Piantanida and M. Cindric, Bioorg. Med. Chem., 16, 5189 (2008); https://doi.org/10.1016/j.bmc.2008.03.006
- H. Zhang, R. Thomas, D. Oupicky and F. Peng, J. Biol. Inorg. Chem., 13, 47 (2008); https://doi.org/10.1007/s00775-007-0299-6
- M. Baldini, M. Belicchi-Ferrari, F. Bisceglie, P.P. Dall'aglio, G. Pelosi , S. Pinelli and P. Tarasconi, Inorg. Chem., 43, 7170 (2004); https://doi.org/10.1021/ic049883b
- F. Bisceglie, C. Bacci, A. Vismarra, E. Barilli, M. Pioli, N. Orsoni and G. Pelosi, J. Inorg. Biochem., 203, 110888 (2020); https://doi.org/10.1016/j.jinorgbio.2019.110888
- A. Lapasam, V. Banothu, U. Addepally and M.R. Kollipara, J. Chem. Sci., 132, 34 (2020); https://doi.org/10.1007/s12039-019-1731-5
- M.T. Shehzad, A. Khan, M. Islam, A. Hameed, M. Khiat, S.A. Halim, M.U. Anwar, S.R. Shah, J. Hussain, R. Csuk, S. Khan, A. Al-Harrasi and Z. Shafiq, J. Mol. Struct., 1209, 127922 (2020); https://doi.org/10.1016/j.molstruc.2020.127922
- E. BahojbNoruzi, B. Shaabani, S. Geremia, N. Hickey, P. Nitti and H.S. Kafil, Molecules, 25, 370 (2020); https://doi.org/10.3390/molecules25020370
- D. Polo-Cerón, Bioinorg. Chem. Appl., 2019, 3520837 (2019); https://doi.org/10.1155/2019/3520837
- J.J. Patel, A.P. Patel and K.H. Chikhalia, Res. Chem. Int., 44, 813 (2018); https://doi.org/10.1007/s11164-017-3136-8
- Z.A. Kaplancikli, M.D. Altintop, B. Sever, Z. Cantürk and A. Özdemir, J. Chem., 2016, 1692540 (2016); https://doi.org/10.1155/2016/1692540
- S.A. Khan, P. Kumar, R. Joshi, P.F. Iqbal and K. Saleem, Eur. J. Med. Chem., 43, 2029 (2008); https://doi.org/10.1016/j.ejmech.2007.12.004
- K.S. Abou-Melha, J. Enzyme Inhibit. Med. Chem., 23, 493 (2008); https://doi.org/10.1080/14756360701631850
- S.A. Khan, K. Saleem and Z. Khan, Eur. J. Med. Chem., 42, 103 (2007); https://doi.org/10.1016/j.ejmech.2006.07.006
- A.K. Parekh and K.K. Desai, Indian J. Chem., 45B, 1072 (2006).
- R.K. Agarwal, L. Singh and D.K. Sharma, Bioorg. Chem. Appl., 2006, 59509 (2006); https://doi.org/10.1155/BCA/2006/59509
- B.J. Jeragh and A. El-Dissouky, J. Coord. Chem., 58, 1029 (2005); https://doi.org/10.1080/00958970500096975
- P. Kosikowska and L. Berlicki, Expert Opin. Ther. Pat., 21, 945 (2011); https://doi.org/10.1517/13543776.2011.574615
- H. Beraldo and D. Gambino, Mini Rev. Med. Chem., 4, 31 (2004); https://doi.org/10.2174/1389557043487484
- E. Bayerdorffer and R. Ottenjann, Scand. J. Gastroenterol., 23(sup142), 93 (1988); https://doi.org/10.3109/00365528809091721
- E. Mentese, G. Akyüz, M. Emirik and N. Baltas, Bioorg. Chem., 83, 289 (2019); https://doi.org/10.1016/j.bioorg.2018.10.031
- B. Ali, K.M. Khan, U. Salar, Kanwal, S. Hussain, M. Ashraf, M. Riaz, A. Wadood, M. Taha and S. Perveen, Bioorg. Chem., 79, 363 (2018); https://doi.org/10.1016/j.bioorg.2018.05.017
- M.M. El-Kerdawy, M.A. Ghaly, S.A. Darwish, H.A. Abdel-Aziz, A.R. Elsheakh, R.S. Abdelrahman and G.S. Hassan, Biol. Chem., 83, 250 (2019); https://doi.org/10.1016/j.bioorg.2018.10.048
- E.D. AlFadly, P.A. Elzahhar, A. Tramarin, S. Elkazaz, H. Shaltout, M.M. Abu-Serie, J. Janockova, O. Soukup, D.A. Ghareeb, A.F. El-Yazbi, R.W. Rafeh, N.-M.Z. Bakkar, F. Kobeissy, I. Iriepa, I. Moraleda, M.N.S. Saudi, M. Bartolini and A.S.F. Belal, Eur. J. Med. Chem., 167, 161 (2019); https://doi.org/10.1016/j.ejmech.2019.02.012
- J.J. Patel, R.P. Modh, M. Asamdi and K.H. Chikhalia, Mol. Divers., (2020); https://doi.org/10.1007/s11030-020-10117-y
- N. Trotsko, J. Golus, P. Kazimierczak, A. Paneth, A. Przekora, G. Ginalska and M. Wujec, Bio. Chem., 97, 103676 (2020); https://doi.org/10.1016/j.bioorg.2020.103676
- J.W. Hicks, C.B. Kyle, C.M. Vogels, S.L. Wheaton, F.J. Baerlocher, A. Decken and S.A. Westcott, Chem. Biodivers., 5, 2415 (2008); https://doi.org/10.1002/cbdv.200890206
- H. Najeh Al-Saad, A.A. Razzak Mahmood and R. I. Al-Bayat, Orient. J. Chem., 35, 829 (2019); https://doi.org/10.13005/ojc/350246
- K. Dziduch, P. Kolodziej, A. Paneth, A. Bogucka-Kocka and M. Wujec, Molecules, 25, 2770 (2020); https://doi.org/10.3390/molecules25122770
- R. Matsa, P. Makam, M. Kaushik, S.L. Hoti and T. Kannan, Eur. J. Pharm. Sci., 137, 104986 (2019); https://doi.org/10.1016/j.ejps.2019.104986
- F. Rahim, F. Malik, H. Ullah, A. Wadood, F. Khan, M.T. Javid, M. Taha, W. Rehman, Ashfaq-Ur-Rehman and K.M. Khan, Biol. Chem., 60, 42 (2015); https://doi.org/10.1016/j.bioorg.2015.03.005
- F. Rahim, M. Taha, N. Iqbal, S. Hayat, F. Qureshi, I. Uddin, K. Zaman,A. Rab, A. Wadood, N. Uddin, M. Nawaz, S.A.A. Shah and K.M. Khanj, J. Mol. Struct., 1222, 128922 (2020); https://doi.org/10.1016/j.molstruc.2020.128922
- S.A. Almeida-Batista, F. Vandresen, H. Falzirolli, E. Britta, D.N. de Oliveira, R.R. Catharino, M.A. Gonçalves, T.C. Ramalho, F.A. La Porta, C.V. Nakamura and C.C. da Silva, J. Mol. Struct., 1179, 252 (2019); https://doi.org/10.1016/j.molstruc.2018.11.017
- A.C. Leite, R.S. de Lima, D.R. Moreira, M.V.O. Cardoso, A.C. Gouveia de Brito, L.M. Farias dos Santos, M.Z. Hernandes, A.C. Kiperstok, R.S. de Lima and M.B.P. Soares, Bioorg. Med. Chem., 14, 3749 (2006); https://doi.org/10.1016/j.bmc.2006.01.034
- M. Abid and A. Azam, Bioorg. Med. Chem., 13, 2213 (2005); https://doi.org/10.1016/j.bmc.2004.12.050
- O.A. Chaves, M.R. de Lima Santos, M.C. de Oliveira, C.M.R. Sant’Anna, R.C. Ferreira, A. Echevarria and J.C. Netto-Ferreira, J. Mol. Liq., 254, 280 (2018); https://doi.org/10.1016/j.molliq.2018.01.083
References
J.S. Casas, M.S. Garcia-Tasende and J. Sordo, Coord. Chem. Rev., 209, 197 (2000); https://doi.org/10.1016/S0010-8545(00)00363-5
M.A. Metwally, S. Bondock, H. El-Azap and E.-E.M. Kandeel, J. Sulfur Chem., 32, 489 (2011); https://doi.org/10.1080/17415993.2011.601869
M.A. Metwally, M.E. Khalifa and M. Koketsu, Am. J. Chem., 2, 38 (2012); https://doi.org/10.5923/j.chemistry.20120202.09
N.P. Prajapati and H.D. Patel, Synth. Commun., 49, 2767 (2019); https://doi.org/10.1080/00397911.2019.1649432
M.A. Metwally, S. Bondock, H. El-Azap and E.-E.M. Kandeel, J. Sulfur Chem., 32, 489 (2011); https://doi.org/10.1080/17415993.2011.601869
S.A. Anand, K. George, N.S. Thomas and S. Kabilan, Phosphorus Sulfur Silicon Rel. Elem., 195, 821 (2020); https://doi.org/10.1080/10426507.2020.1757672
O.K. Nehar, R. Mahboub, S. Louhibi, T. Roisnel and M. Aissaouid, J. Mol. Struct., 1204, 127566 (2020); https://doi.org/10.1016/j.molstruc.2019.127566
A.A. Aly, A.A. Hassan and E.-S.S.M. Abd El-latief, J. Heterocycl. Chem., 55, 2196 (2018); https://doi.org/10.1002/jhet.3295
M.A. Bhat, A.A. Khan, H.A. Ghabbour, C.K. Quah and H.-K. Fun, Trop. J. Pharm. Res., 15, 1751 (2016); https://doi.org/10.4314/tjpr.v15i8.22
G.D. Andreetti, P. Domiano, G.F. Gasparri, M. Nardelli and P. Sgarabotto, Acta Crystallogr. B, 26, 1005 (1970); https://doi.org/10.1107/S0567740870003497
T.S. Lobana, R. Sharma, G. Bawa and S. Khanna, Coord. Chem. Rev., 253, 977 (2009); https://doi.org/10.1016/j.ccr.2008.07.004
S. Padhye and G.B. Kauffman, Coord. Chem. Rev., 63, 127 (1985); https://doi.org/10.1016/0010-8545(85)80022-9
B. Prathima, Y.S. Rao, S.A. Reddy, Y.P. Reddy and A. Varada Reddy, Spectrochim. Acta A Molecul. Biomol. Spectrosc., 77, 248 (2010); https://doi.org/10.1016/j.saa.2010.05.016
T. Plech, M. Wujec, A. Siwek, U. Kosikowska and A. Malm, Eur. J. Med. Chem., 46, 241 (2011); https://doi.org/10.1016/j.ejmech.2010.11.010
V.K. Sharma and S. Srivastava, J. Coord. Chem., 61, 178 (2008); https://doi.org/10.1080/00958970701318426
N.D. Thanh, N.T. Giang, T.H. Quyen, D.T. Huong and V.N. Toan, Eur. J. Med. Chem., 123, 532 (2016); https://doi.org/10.1016/j.ejmech.2016.07.074
K.S. Abou-Melha, J. Coord. Chem., 61, 2053 (2008); https://doi.org/10.1080/00958970701862167
N. Trotsko, U. Kosikowska, A. Paneth, T. Plech, A. Malm and M. Wujec, Molecules, 23, 1023 (2018); https://doi.org/10.3390/molecules23051023
A. Paneth, P. Staczek, T. Plech, A. Strzelczyk, K. Dzitko, M. Wujec, E. Kuœmierz, U. Kosikowska, A. Grzegorczyk and P. Paneth, J. Enzyme Inhib. Med. Chem., 31, 14 (2016); https://doi.org/10.3109/14756366.2014.1003214
B.M. Paterson and P.S. Donnelly, Chem. Soc. Rev., 40, 3005 (2011); https://doi.org/10.1039/c0cs00215a
S.K. Haraguchi, A.A. Silva, G.J. Vidotti, P.V. Dos Santos, F.P. Garcia, R.B. Pedroso, C.V. Nakamura, C.M.A. De Oliveira and C.C. Da Silva, Molecules, 16, 1166 (2011); https://doi.org/10.3390/molecules16021166
G.R. Subhashree, J. Haribabu, S. Saranya, P. Yuvaraj, D.A. Krishnan, R. Karvembu and D. Gayathri, J. Mol. Struct., 1145, 160 (2017); https://doi.org/10.1016/j.molstruc.2017.05.054
S. Sardari, S. Feizi and A.H. Rezayan, Iran. J. Pharm. Res., 16, 1128 (2017).
S. Alegaon, K. Kashniyal, S. Kuncolienkar, R. Kavalapure, P. Salve, M. Palled, S. Suryawanshi and S. Jalalpure, Futur. J. Pharm. Sci., 6, 2 (2020); https://doi.org/10.1186/s43094-019-0016-7
M. Islam, A. Khan, M.T. Shehzad, A. Hameed, N. Ahmed, S.A. Halim, M. Khiat, M.U. Anwar, J. Hussain, R. Csuk, Z. Shafiq and A. Al-Harrasi, Bioorg. Chem., 87, 155 (2019); https://doi.org/10.1016/j.bioorg.2019.03.008
A. Hameed, K.M. Khan, S.T. Zehra, R. Ahmed, Z. Shafiq, S.M. Bakht, M. Yaqub, M. Hussain, A. de la Vega de León, N. Furtmann, J. Bajorath, H.A. Shad, M.N. Tahir and J. Iqbal, Bioorg. Chem., 61, 51 (2015); https://doi.org/10.1016/j.bioorg.2015.06.004
V.A. Kumar, Y. Sarala, A. Siddikha, S. Vanitha, S. Babu and A.V. Reddy, J. Appl. Pharm. Sci., 8, 71 (2018); https://doi.org/10.7324/JAPS.2018.8410
D.T. Nguyen, T.H. Le and T.T. Bui, Eur. J. Med. Chem., 60, 199 (2013); https://doi.org/10.1016/j.ejmech.2012.10.004
N. Bharti, K. Husain, M.T. Gonzalez-Garza, D.E. Cruz-Vega, J. CastroGarza, B.D. Mata-Cardenas, F. Naqvi and A. Azam, Bioorg. Med. Chem. Lett., 12, 3475 (2002); https://doi.org/10.1016/s0960-894x(02)00703-5
E. Namieciñska, M. Sobiesiak, M. Malecka, P. Guga, B. Rozalska and E. Budzisz, Curr. Med. Chem., 26, 664 (2019); https://doi.org/10.2174/0929867325666180228164656
T. Khan, S. Dixit, R. Ahmad, S. Raza, I. Azad, S. Joshi and A.R. Khan, J. Chem. Boil., 10, 91 (2017); https://doi.org/10.1007/s12154-017-0167-y
A. Kshirsagar, M.P. Toraskar and V.M. Kulkarni, Int. J. Chemtech Res., 1, 696 (2009).
J. Liu, W. Yi, Y. Wan, L. Ma and H. Song, Bioorg. Med. Chem., 16, 1096 (2008); https://doi.org/10.1016/j.bmc.2007.10.102
P. Heffeter, V.F. Pape, É.A. Enyedy, B.K. Keppler, G. Szakacs and C.R. Kowol, Antioxid. Redox Signal., 30, 1062 (2019); https://doi.org/10.1089/ars.2017.7487
S. Singhal, S. Arora and S. Agarwal, World J. Pharm. Pharm. Sci., 2, 4661 (2013).
G.A. Gazieva, P.A. Poluboyarov, L.D. Popov, N. Kolotyrkina, A. Kravchenko and N. Makhova, Synthesis, 44, 3366 (2012); https://doi.org/10.1055/s-0032-1317194
M.H. Abd ElAzim, M.G. Assy, M.I. Khalil and Y.A. Selim, J. Heterocycl. Chem., 57, 3153 (2020); https://doi.org/10.1002/jhet.4022
S.M. Mustafa, V.A. Nair, J.P. Chittoor and S. Krishnapillai, Mini Rev. Org. Chem., 1, 375 (2004); https://doi.org/10.2174/1570193043403082
A.S. Fouda, M.N. Moussa, F.I. Taha and A.I. Elneanaa, Corros. Sci., 26, 719 (1986);https://doi.org/10.1016/0010-938X(86)90035-1
S. Mohebbi, M. Hassan, R. Ghaffari, S. Sardari and Y.F. Farahani, Res. Pharm. Sci., 15, 281 (2020); https://doi.org/10.4103/1735-5362.288435
A.E. Grzegorzewicz, J. Korduláková and V. Jones, J. Biol. Chem., 287, 38434 (2012); https://doi.org/10.1074/jbc.M112.400994
A.E. Grzegorzewicz, N. Eynard, A. Quémard, E.J. North, A. Margolis, J.J. Lindenberger, V. Jones, J. Korduláková, P.J. Brennan, R.E. Lee, D.R. Ronning, M.R. McNeil and M. Jackson, ACS Infect. Dis., 1, 91 (2015); https://doi.org/10.1021/id500032q
G. Cihan-Üstündag, E. Gürsoy, L. Naesens, N. Ulusoy-Güzeldemirci and G. Çapan, Bioorg. Med. Chem., 24, 240 (2016); https://doi.org/10.1016/j.bmc.2015.12.008
A.M. Tsimberidou, Y. Alvarado and F.J. Giles, Expert Rev. Anticancer Ther., 2, 437 (2002); https://doi.org/10.1586/14737140.2.4.437
A. Siwek, P. St¹czek and J. Stefañska, Eur. J. Med. Chem., 46, 5717 (2011); https://doi.org/10.1016/j.ejmech.2011.09.034
H. Hosseinpoor, S.M. Farid, A. Iraji, S. Askari, N. Edraki, S. Hosseini, A. Jamshidzadeh, B. Larijani, M. Attarroshan, S. Pirhadi, M. Mahdavi and M. Khoshneviszadeh, Bioorg. Chem., 104979 (2021); https://doi.org/10.1016/j.bioorg.2021.104979
M. Pitucha, Z. Karczmarzyk, M. Swatko-Ossor, W. Wysocki, M. Wos, K. Chudzik, G. Ginalska and A. Fruzinski, Molecules, 24, 251 (2019); https://doi.org/10.3390/molecules24020251
R.J. Nevagi, A.S. Dhake and H.I. Narkhede, Bioorg. Chem., 54, 68 (2014); https://doi.org/10.1016/j.bioorg.2014.04.002
J. He, X. Wang, X. Zhao, Y.J. Liang, H. He and L. Fu, Eur. J. Med. Chem., 54, 925 (2012); https://doi.org/10.1016/j.ejmech.2012.06.003
B. Šarkanj, M. Molnar, M. Èaèic and L. Gille, Food Chem., 139, 488 (2013); https://doi.org/10.1016/j.foodchem.2013.01.027
R. Matsa, P. Makam, M. Kaushik, S.L. Hoti and T. Kannan, Eur. J. Pharm. Sci., 137, 104986 (2019); https://doi.org/10.1016/j.ejps.2019.104986
L.E. Bermudez, P. Kolonoski, L.E. Seitz, M. Petrofsky, R. Reynolds, M. Wu and L.S. Young, Antimicrob. Agents Chemother., 48, 3556 (2004); https://doi.org/10.1128/AAC.48.9.3556-3558.2004
L.E. Bermudez, R. Reynolds, P. Kolonoski, P. Aralar, C.B. Inderlied and L.S. Young, Antimicrob. Agents Chemother., 47, 2685 (2003); https://doi.org/10.1128/AAC.47.8.2685-2687.2003
W. Hernández, F. Carrasco, A. Vaisberg, E. Spodine, J. Manzur, M. Icker, H. Krautscheid and L. Beyer, J. Chem., 2020, 2960165 (2020); https://doi.org/10.1155/2020/2960165
A.A. Al-Mutairi, M.A. Al-Alshaikh, F.A. Al-Omary, H.M. Hassan, A.M. El-Mahdy and A.A. El-Emam, Molecules, 24, 4308 (2019); https://doi.org/10.3390/molecules24234308
M.D. Altintop, B. Sever, A. Özdemir, G. Kus, P. Oztopcu-Vatan, S. Kabadere and Z.A. Kaplancikli, J. Enzyme Inhib. Med. Chem., 31, 410 (2016); https://doi.org/10.3109/14756366.2015.1031126
K.S. Hmood, A.A.R.M. Kubba, R.I. Al-bayati and A.M. Saleh, Indones. J. Pharm., 32, 17 (2021); https://doi.org/10.22146/ijp.730
M.H. Hekal, F.S. Abu El-Azm and S.R. Atta-Allah, Synth. Commun., 49, 2630 (2019); https://doi.org/10.1080/00397911.2019.1637001
E. Pahontu, V. Fala, A. Gulea, D. Poirier, V. Tapcov and T. Rosu, Molecules, 18, 8812 (2013); https://doi.org/10.3390/molecules18088812
O.A. Abdelaziz, W.M. El Husseiny and K.B. Selim, Bioorg. Chem., 90, 103076 (2019); https://doi.org/10.1016/j.bioorg.2019.103076
O.M. Abdelhafez, E.Y. Ahmed, N.A. Abdel Latif, R.K. Arafa, Z.Y. Abd Elmageed and H.I. Ali, Bioorg. Med. Chem., 27, 1308 (2019); https://doi.org/10.1016/j.bmc.2019.02.027
E.A.A. El-Meguid and M.M. Ali, Res. Chem. Intermed., 42, 1521 (2016); https://doi.org/10.1007/s11164-015-2100-8
S.B. Salib, O.M. Khalil, M.M. Kamel and Y. El-Dash, Open Access Libr. J., 3, e2876 (2016); https://doi.org/10.4236/oalib.1102876
C. Gan, J. Cui, S. Su, Q. Lin, L. Jia, L. Fan and Y. Huang, Steroids, 87, 99 (2014); https://doi.org/10.1016/j.steroids.2014.05.026
M. Pitucha, M. Wos, M. Miazga-Karska, K. Klimek, B. Miroslaw, A. PachutaStec, A. Gladysz and G. Ginalska, Med. Chem. Res., 25, 1666 (2016); https://doi.org/10.1007/s00044-016-1599-6
Y. Dadas, G.P. Coskun, Ö. Bingöl-Akpinar, Marmara Pharm. J., 19, 259 (2015); https://doi.org/10.12991/mpj.201519328306
S.M. De Almeida, E.A. Lafayette, L.P. Da Silva, C. Amorim, T. de Oliveira, A. Ruiz, J. de Carvalho, R. de Moura, E. Beltrão, M. de Lima and L. Júnior, Int. J. Mol. Sci., 16, 13023 (2015); https://doi.org/10.3390/ijms160613023
M.D. Altintop, Ö. Atli, S. Ilgin, R. Demirel, A. Özdemir and Z.A. Kaplancikli, Eur. J. Med. Chem., 108, 406 (2016); https://doi.org/10.1016/j.ejmech.2015.11.041
Y. Wang, W. Gu, Y. Shan, F. Liu, X. Xu, Y. Yang, Q. Zhang, Y. Zhang, H. Kuang, Z. Wang and S. Wang, Bioorg. Med. Chem. Lett., 27, 2360 (2017); https://doi.org/10.1016/j.bmcl.2017.04.024
J.F. de Oliveira, T.S. Lima, D.B. Vendramini-Costa, S.C.B. de Lacerda Pedrosa, E.A. Lafayette, R.M.F. da Silva, S.M.V. de Almeida, R.O. de Moura, A.L.T.G. Ruiz, J.E. de Carvalho and M.C.A. de Lima, Eur. J. Med. Chem., 136, 305 (2017); https://doi.org/10.1016/j.ejmech.2017.05.023
Y.K. Abhale, A. Shinde, K.K. Deshmukh, L. Nawale, D. Sarkar and P.C. Mhaske, Med. Chem. Res., 26, 2557 (2017); https://doi.org/10.1007/s00044-017-1955-1
K.D. Thomas, A.V. Adhikari, S. Telkar, I.H. Chowdhury, R. Mahmood, N.K. Pal, G. Row and E. Sumesh, Eur. J. Med. Chem., 46, 5283 (2011); https://doi.org/10.1016/j.ejmech.2011.07.033
D.B. Patel, K.D. Patel, N.P. Prajapati, K.R. Patel, D.P. Rajani, S.D. Rajani, N.S. Shah, D.D. Zala and H.D. Patel, J. Heterocycl. Chem., 56, 235 (2019); https://doi.org/10.1002/jhet.3617
E. Mentese, M. Emirik and B.B. Sökmen, Biol. Chem., 86, 151 (2019); https://doi.org/10.1016/j.bioorg.2019.01.061
H. Bektas, B.B. Sökmen, S. Aydin, E. Mentese, A. Bektas and G. Dilekçi, J. Heterocycl. Chem., 57, 2234 (2020); https://doi.org/10.1002/jhet.3943
S.R. Patel, R. Gangwal, A.T. Sangamwar and R. Jain, Eur. J. Med. Chem., 85, 255 (2014); https://doi.org/10.1016/j.ejmech.2014.07.100
M. Özil, M. Emirik, A. Beldüz and S. Ülker, Bioorg. Med. Chem., 24, 5103 (2016); https://doi.org/10.1016/j.bmc.2016.08.024
E. Mentese, H. Bektas, B.B. Sokmen, M. Emirik, D. Çakir and B. Kahveci, Bioorg. Med. Chem. Lett., 27, 3014 (2017); https://doi.org/10.1016/j.bmcl.2017.05.019
D.B. Patel, D.G. Darji, K.R. Patel, D.P. Rajani, S.D. Rajani and H.D. Patel, J. Heterocycl. Chem., 57, 1183 (2020);
https://doi.org/10.1002/jhet.3855
O. Unsal Tan, K. Ozadali, P. Yogeeswari, D. Sriram and A. Balkan, Med. Chem. Res., 21, 2388 (2012); https://doi.org/10.1007/s00044-011-9770-6
S. Botros, N.A. Khalil, B.H. Naguib and Y. El-Dash, Eur. J. Med. Chem., 60, 57 (2013); https://doi.org/10.1016/j.ejmech.2012.11.025
B. Ali, K.M. Khan, Arshia, Kanwal, S. Hussain, S. Hussain, M. Ashraf, M. Riaz, A. Wadood and S. Perveen, Biol. Chem., 79, 34 (2018); https://doi.org/10.1016/j.bioorg.2018.04.004
A.G. El-Helby, R.R. Ayyad, K. El-Adl, H. Sakr, A.A. Abd-Elrahman, I.H. Eissa and A. Elwan, Med. Chem. Res., 25, 3030 (2016); https://doi.org/10.1007/s00044-016-1723-7
P. Yogeeswari, D. Sriram, V. Saraswat, J.V. Ragavendran, M.M. Kumar, S. Murugesan, R. Thirumurugan and J.P. Stables, Eur. J. Pharm. Sci., 20, 341 (2003); https://doi.org/10.1016/j.ejps.2003.08.002
M. Zayane, A. Romdhane, M. Daami-Remadi and H.B. Jannet, J. Chem. Sci., 127, 1619 (2015); https://doi.org/10.1007/s12039-015-0927-6
S. Ghosh, A.K. Misra, G. Bhatia, M.M. Khan and A.K. Khanna, Bioorg. Med. Chem. Lett., 19, 386 (2009); https://doi.org/10.1016/j.bmcl.2008.11.070
B.Z. Sibuh, P. Taneja and S. Khanna, Life Sci., 273, 119305 (2020); https://doi.org/10.1016/j.lfs.2021.119305
T.A. Yousef and G.A. El-Reash, J. Mol. Struct., 1201, 127180 (2020); https://doi.org/10.1016/j.molstruc.2019.127180
E.D. Dincel and N.U. Guzeldemirci, Med. Sci., 9, 305 (2020).
O.M. Khalil, E.M. Gedawy, A.A. El-Malah and M.E. Adly, Bioorg. Chem., 83, 262 (2019); https://doi.org/10.1016/j.bioorg.2018.10.058
M.A. Hussein, M.A. Iqbal, M.I. Umar, R.A. Haque and T.S. Guan, Arab. J. Chem., 12, 3183 (2019); https://doi.org/10.1016/j.arabjc.2015.08.013
B. Nammalwar, R.A. Bunce, K.D. Berlin, D.M. Benbrook and C. Toal, Eur. J. Med. Chem., 170, 16 (2019); https://doi.org/10.1016/j.ejmech.2019.03.010
Kumar et al. Asian J. Chem.
N. Rajendran, A. Periyasamy, N. Kamatchi and V. Solomon, J. Coord. Chem., 72, 1937 (2019); https://doi.org/10.1080/00958972.2019.1634806
A.A. Gaber, A.H. Bayoumi, A.M. El-morsy, F.F. Sherbiny, A.B.M. Mehany and I.H. Eissa, Bioorg. Chem., 80, 375 (2018); https://doi.org/10.1016/j.bioorg.2018.06.017
P.F. Geng, X.Q. Liu, T.Q. Zhao, C.C. Wang, Z.-H. Li, J. Zhang, H.-M. Wei, B. Hu, L.-Y. Ma and H.-M. Liu, Eur. J. Med. Chem., 146, 147 (2018); https://doi.org/10.1016/j.ejmech.2018.01.031
M. Wos, M. Miazga-Karska, A.A. Kaczor, K. Klimek, Z. Karczmarzyk, D. Kowalczuk, W. Wysocki, G. Ginalska, Z. Urbanczyk-Lipkowska, M. Morawiak and M. Pitucha, Biomed. Pharmacother., 93, 1269 (2017); https://doi.org/10.1016/j.biopha.2017.07.049
D. Morgan, Trends Microbiol., 3, 449 (1995); https://doi.org/10.1016/S0966-842X(00)89003-4
G.M. Sheldrick, SADABS Bruker Axs Inc. Madison, Wisconsin, USA. (2007).
H.J. Zhang, Y. Qian, D.D. Zhu, X.-G. Yang and H.-L. Zhu, Eur. J. Med. Chem., 46, 4702 (2011); https://doi.org/10.1016/j.ejmech.2011.07.016
I. Ðilovic, M. Rubèic, V. Vrdoljak, S.K. Pavelic, M. Kralj, I. Piantanida and M. Cindric, Bioorg. Med. Chem., 16, 5189 (2008); https://doi.org/10.1016/j.bmc.2008.03.006
H. Zhang, R. Thomas, D. Oupicky and F. Peng, J. Biol. Inorg. Chem., 13, 47 (2008); https://doi.org/10.1007/s00775-007-0299-6
M. Baldini, M. Belicchi-Ferrari, F. Bisceglie, P.P. Dall'aglio, G. Pelosi , S. Pinelli and P. Tarasconi, Inorg. Chem., 43, 7170 (2004); https://doi.org/10.1021/ic049883b
F. Bisceglie, C. Bacci, A. Vismarra, E. Barilli, M. Pioli, N. Orsoni and G. Pelosi, J. Inorg. Biochem., 203, 110888 (2020); https://doi.org/10.1016/j.jinorgbio.2019.110888
A. Lapasam, V. Banothu, U. Addepally and M.R. Kollipara, J. Chem. Sci., 132, 34 (2020); https://doi.org/10.1007/s12039-019-1731-5
M.T. Shehzad, A. Khan, M. Islam, A. Hameed, M. Khiat, S.A. Halim, M.U. Anwar, S.R. Shah, J. Hussain, R. Csuk, S. Khan, A. Al-Harrasi and Z. Shafiq, J. Mol. Struct., 1209, 127922 (2020); https://doi.org/10.1016/j.molstruc.2020.127922
E. BahojbNoruzi, B. Shaabani, S. Geremia, N. Hickey, P. Nitti and H.S. Kafil, Molecules, 25, 370 (2020); https://doi.org/10.3390/molecules25020370
D. Polo-Cerón, Bioinorg. Chem. Appl., 2019, 3520837 (2019); https://doi.org/10.1155/2019/3520837
J.J. Patel, A.P. Patel and K.H. Chikhalia, Res. Chem. Int., 44, 813 (2018); https://doi.org/10.1007/s11164-017-3136-8
Z.A. Kaplancikli, M.D. Altintop, B. Sever, Z. Cantürk and A. Özdemir, J. Chem., 2016, 1692540 (2016); https://doi.org/10.1155/2016/1692540
S.A. Khan, P. Kumar, R. Joshi, P.F. Iqbal and K. Saleem, Eur. J. Med. Chem., 43, 2029 (2008); https://doi.org/10.1016/j.ejmech.2007.12.004
K.S. Abou-Melha, J. Enzyme Inhibit. Med. Chem., 23, 493 (2008); https://doi.org/10.1080/14756360701631850
S.A. Khan, K. Saleem and Z. Khan, Eur. J. Med. Chem., 42, 103 (2007); https://doi.org/10.1016/j.ejmech.2006.07.006
A.K. Parekh and K.K. Desai, Indian J. Chem., 45B, 1072 (2006).
R.K. Agarwal, L. Singh and D.K. Sharma, Bioorg. Chem. Appl., 2006, 59509 (2006); https://doi.org/10.1155/BCA/2006/59509
B.J. Jeragh and A. El-Dissouky, J. Coord. Chem., 58, 1029 (2005); https://doi.org/10.1080/00958970500096975
P. Kosikowska and L. Berlicki, Expert Opin. Ther. Pat., 21, 945 (2011); https://doi.org/10.1517/13543776.2011.574615
H. Beraldo and D. Gambino, Mini Rev. Med. Chem., 4, 31 (2004); https://doi.org/10.2174/1389557043487484
E. Bayerdorffer and R. Ottenjann, Scand. J. Gastroenterol., 23(sup142), 93 (1988); https://doi.org/10.3109/00365528809091721
E. Mentese, G. Akyüz, M. Emirik and N. Baltas, Bioorg. Chem., 83, 289 (2019); https://doi.org/10.1016/j.bioorg.2018.10.031
B. Ali, K.M. Khan, U. Salar, Kanwal, S. Hussain, M. Ashraf, M. Riaz, A. Wadood, M. Taha and S. Perveen, Bioorg. Chem., 79, 363 (2018); https://doi.org/10.1016/j.bioorg.2018.05.017
M.M. El-Kerdawy, M.A. Ghaly, S.A. Darwish, H.A. Abdel-Aziz, A.R. Elsheakh, R.S. Abdelrahman and G.S. Hassan, Biol. Chem., 83, 250 (2019); https://doi.org/10.1016/j.bioorg.2018.10.048
E.D. AlFadly, P.A. Elzahhar, A. Tramarin, S. Elkazaz, H. Shaltout, M.M. Abu-Serie, J. Janockova, O. Soukup, D.A. Ghareeb, A.F. El-Yazbi, R.W. Rafeh, N.-M.Z. Bakkar, F. Kobeissy, I. Iriepa, I. Moraleda, M.N.S. Saudi, M. Bartolini and A.S.F. Belal, Eur. J. Med. Chem., 167, 161 (2019); https://doi.org/10.1016/j.ejmech.2019.02.012
J.J. Patel, R.P. Modh, M. Asamdi and K.H. Chikhalia, Mol. Divers., (2020); https://doi.org/10.1007/s11030-020-10117-y
N. Trotsko, J. Golus, P. Kazimierczak, A. Paneth, A. Przekora, G. Ginalska and M. Wujec, Bio. Chem., 97, 103676 (2020); https://doi.org/10.1016/j.bioorg.2020.103676
J.W. Hicks, C.B. Kyle, C.M. Vogels, S.L. Wheaton, F.J. Baerlocher, A. Decken and S.A. Westcott, Chem. Biodivers., 5, 2415 (2008); https://doi.org/10.1002/cbdv.200890206
H. Najeh Al-Saad, A.A. Razzak Mahmood and R. I. Al-Bayat, Orient. J. Chem., 35, 829 (2019); https://doi.org/10.13005/ojc/350246
K. Dziduch, P. Kolodziej, A. Paneth, A. Bogucka-Kocka and M. Wujec, Molecules, 25, 2770 (2020); https://doi.org/10.3390/molecules25122770
R. Matsa, P. Makam, M. Kaushik, S.L. Hoti and T. Kannan, Eur. J. Pharm. Sci., 137, 104986 (2019); https://doi.org/10.1016/j.ejps.2019.104986
F. Rahim, F. Malik, H. Ullah, A. Wadood, F. Khan, M.T. Javid, M. Taha, W. Rehman, Ashfaq-Ur-Rehman and K.M. Khan, Biol. Chem., 60, 42 (2015); https://doi.org/10.1016/j.bioorg.2015.03.005
F. Rahim, M. Taha, N. Iqbal, S. Hayat, F. Qureshi, I. Uddin, K. Zaman,A. Rab, A. Wadood, N. Uddin, M. Nawaz, S.A.A. Shah and K.M. Khanj, J. Mol. Struct., 1222, 128922 (2020); https://doi.org/10.1016/j.molstruc.2020.128922
S.A. Almeida-Batista, F. Vandresen, H. Falzirolli, E. Britta, D.N. de Oliveira, R.R. Catharino, M.A. Gonçalves, T.C. Ramalho, F.A. La Porta, C.V. Nakamura and C.C. da Silva, J. Mol. Struct., 1179, 252 (2019); https://doi.org/10.1016/j.molstruc.2018.11.017
A.C. Leite, R.S. de Lima, D.R. Moreira, M.V.O. Cardoso, A.C. Gouveia de Brito, L.M. Farias dos Santos, M.Z. Hernandes, A.C. Kiperstok, R.S. de Lima and M.B.P. Soares, Bioorg. Med. Chem., 14, 3749 (2006); https://doi.org/10.1016/j.bmc.2006.01.034
M. Abid and A. Azam, Bioorg. Med. Chem., 13, 2213 (2005); https://doi.org/10.1016/j.bmc.2004.12.050
O.A. Chaves, M.R. de Lima Santos, M.C. de Oliveira, C.M.R. Sant’Anna, R.C. Ferreira, A. Echevarria and J.C. Netto-Ferreira, J. Mol. Liq., 254, 280 (2018); https://doi.org/10.1016/j.molliq.2018.01.083