This work is licensed under a Creative Commons Attribution 4.0 International License.
Synthesis, Characterization and Antioxidant Activity of Some New 3-(3-(Trifluoromethyl)phenyl)acrylic Acid Derived Hydrazide-Hydrazone Scaffolds
Corresponding Author(s) : Hari Babu Bollikolla
Asian Journal of Chemistry,
Vol. 32 No. 8 (2020): Vol 32 Issue 8, 2020
Abstract
Some new analogues of trifluoromethylphenyl acrylic acid scaffold derived hydrazide-hydrazones (4a-l) were produced by using various structurally divergent aromatic aldehydes. All the hydrazones were obtained in moderate to good yields (64-78%) in methanol at a temperature of 45-65 °C. All the compounds were screened for antioxidant activity by DPPH method and the compounds 4c, 4d, 4e and 4h were found to be showed maximum antioxidant activity among the synthesized compounds.
Keywords
Download Citation
Endnote/Zotero/Mendeley (RIS)BibTeX
- N. Singh, R. Ranjana, M. Kumari and B. Kumar, Int. J. Pharm. Clin.Res., 8, 162 (2016).
- N.Z. Al-Zoman, H.M. Maher and A. Al-Subaie, Chem. Cent. J., 11, 1(2017);https://doi.org/10.1186/s13065-016-0232-6
- D.J. Van Dijken, P. Kovaøíèek, S.P. Ihrig and S. Hecht, J. Am. Chem.Soc., 137, 14982 (2015);https://doi.org/10.1021/jacs.5b09519
- J. Wahbeh and S. Milkowski, SLAS Technol., 24, 161 (2019);https://doi.org/10.1177/2472630318822713
- T.C.M. Nogueira, L. dos Santos Cruz, M.C. Lourenço and M.V.N. deSouza, Lett. Drug Des. Discov., 16, 792 (2019); https://doi.org/10.2174/1570180815666180627122055
- M.S.D. Alves, R.N. das Neves, Â. Sena-Lopes, M. Domingues, A.M. Casaril, N.V. Segatto, T.C.M. Nogueira, M.V.N. de Souza, L. Savegnago, F.K. Seixas, T. Collares and S. Borsuk, Parasites & Vectors, 13, 1 (2020);https://doi.org/10.1186/s13071-020-3923-8
- L. Popiolek, Med. Chem. Res., 26, 287 (2017);https://doi.org/10.1007/s00044-016-1756-y
- K.-K. Bedia, O. Elçin, U. Seda, K. Fatma, S. Nathaly, R. Sevim and A. Dimoglo, Eur. J. Med. Chem., 41, 1253 (2006); https://doi.org/10.1016/j.ejmech.2006.06.009
- P. Kumar and B. Narasimhan, Mini Rev. Med. Chem., 13, 971 (2013); https://doi.org/10.2174/1389557511313070003
- I. Shabeeb, L. Al-Essa, M. Shtaiwi, E. Al-Shalabi, E. Younes, R. Okasha and M. Abu Sini, Lett. Org. Chem., 16, 430 (2019); https://doi.org/10.2174/1570178616666181227122326
- S. Bala, G. Uppal, A. Kajal, S. Kamboj and V. Sharma, Int. J. Pharm. Sci. Rev. Res., 18, 65 (2013).
- L. Popiolek, A. Biernasiuk and A. Malm, Phosphorus Sulfur Silicon Rel. Elem., 190, 251 (2015); https://doi.org/10.1080/10426507.2014.919293
- L. Popiolek, J. Stefañska, M. Kielczykowska, I. Musik, A. Biernasiuk, A. Malm and M. Wujec, J. Heterocycl. Chem., 53, 393 (2016a);
- https://doi.org/10.1002/jhet.2418
- L. Popiolek, A. Biernasiuk and A. Malm, J. Heterocycl. Chem., 53, 479 (2016); https://doi.org/10.1002/jhet.2429
- R.M. Mohareb, D.H. Fleita and O.K. Sakka, Molecules, 16, 16 (2010); https://doi.org/10.3390/molecules16010016
- L. Giampietro, A. Ammazzalorso, R. Amoroso and B. De Filippis, Chem. Med. Chem., 14, 1051 (2019); https://doi.org/10.1002/cmdc.201900128
- S.R. Yatcherla, A. Islam, N. Dussa and H.B. Bollikolla, Indian J. Chem., 54B, 1162 (2015).
- S.R. Yatcherla, A. Islam, D. Nageswar and B. Hari Babu, Asian J. Chem., 27, 3729 (2015); https://doi.org/10.14233/ajchem.2015.18945
- N.V. Balaji, B. Hari Babu, G.V. Subbaraju, K. Purna Nagasree and M.M.K. Kumar, Bioorg. Med. Chem. Lett., 27, 11 (2017);
- https://doi.org/10.1016/j.bmcl.2016.11.047
- A.B. Reitz, Curr. Top. Med. Chem., 19, 1 (2019); https://doi.org/10.2174/156802661901190326145545
- M.Asif and A. Husain, J. Appl. Chem., 2013, 247203 (2013); https://doi.org/10.1155/2013/247203
- B. Hari Babu, G. Ravi Kumar, S.N. Murthy and M. Santha Kumari, Egypt. J. Chem., 63, 3 (2020); https://doi.org/10.21608/EJCHEM.2019.16652.2014
- V.T. Angelova, V. Valcheva, N.G. Vassilev, R. Buyukliev, G. Momekov, I. Dimitrov, L. Saso, M. Djukic and B. Shivachev, Bioorg. Med. Chem. Lett., 27, 223 (2017); https://doi.org/10.1016/j.bmcl.2016.11.071
- L.R. Bhavanam, V. Kotra, S.R. Mule, B.M. Krishna Khandapu and H.B. Bollikolla, ChemistrySelect, 4, 441 (2019); https://doi.org/10.1002/slct.201803294
- G. Ravi Kumar, C.M. Kurmarayuni, M. Indupalli, R.K. Pallapati and H.B. Bollikolla, Mediterranean J. Chem., 8, 261 (2019);
- https://doi.org/10.13171/mjc841905257hbb
- B.R. Mutchu, V. Kotra, S.R. Onteddu, S.N.M. Boddapati and H.B. Bollikolla, Chemistry Africa, 2, 15 (2019); https://doi.org/10.1007/s42250-018-00034-x
- S.-F. Barbuceanu, D.C. Ilies, G. Saramet, V. Uivarosi, C. Draghici and V. Radulescu, Int. J. Mol. Sci., 15, 10908 (2014); https://doi.org/10.3390/ijms150610908
- R. Navudu, G.R. Mannem, T. Margani, U.M. Rao Vanga and H.B. Bollikolla, Asian J. Chem., 28, 1321 (2016); https://doi.org/10.14233/ajchem.2016.19676
References
N. Singh, R. Ranjana, M. Kumari and B. Kumar, Int. J. Pharm. Clin.Res., 8, 162 (2016).
N.Z. Al-Zoman, H.M. Maher and A. Al-Subaie, Chem. Cent. J., 11, 1(2017);https://doi.org/10.1186/s13065-016-0232-6
D.J. Van Dijken, P. Kovaøíèek, S.P. Ihrig and S. Hecht, J. Am. Chem.Soc., 137, 14982 (2015);https://doi.org/10.1021/jacs.5b09519
J. Wahbeh and S. Milkowski, SLAS Technol., 24, 161 (2019);https://doi.org/10.1177/2472630318822713
T.C.M. Nogueira, L. dos Santos Cruz, M.C. Lourenço and M.V.N. deSouza, Lett. Drug Des. Discov., 16, 792 (2019); https://doi.org/10.2174/1570180815666180627122055
M.S.D. Alves, R.N. das Neves, Â. Sena-Lopes, M. Domingues, A.M. Casaril, N.V. Segatto, T.C.M. Nogueira, M.V.N. de Souza, L. Savegnago, F.K. Seixas, T. Collares and S. Borsuk, Parasites & Vectors, 13, 1 (2020);https://doi.org/10.1186/s13071-020-3923-8
L. Popiolek, Med. Chem. Res., 26, 287 (2017);https://doi.org/10.1007/s00044-016-1756-y
K.-K. Bedia, O. Elçin, U. Seda, K. Fatma, S. Nathaly, R. Sevim and A. Dimoglo, Eur. J. Med. Chem., 41, 1253 (2006); https://doi.org/10.1016/j.ejmech.2006.06.009
P. Kumar and B. Narasimhan, Mini Rev. Med. Chem., 13, 971 (2013); https://doi.org/10.2174/1389557511313070003
I. Shabeeb, L. Al-Essa, M. Shtaiwi, E. Al-Shalabi, E. Younes, R. Okasha and M. Abu Sini, Lett. Org. Chem., 16, 430 (2019); https://doi.org/10.2174/1570178616666181227122326
S. Bala, G. Uppal, A. Kajal, S. Kamboj and V. Sharma, Int. J. Pharm. Sci. Rev. Res., 18, 65 (2013).
L. Popiolek, A. Biernasiuk and A. Malm, Phosphorus Sulfur Silicon Rel. Elem., 190, 251 (2015); https://doi.org/10.1080/10426507.2014.919293
L. Popiolek, J. Stefañska, M. Kielczykowska, I. Musik, A. Biernasiuk, A. Malm and M. Wujec, J. Heterocycl. Chem., 53, 393 (2016a);
https://doi.org/10.1002/jhet.2418
L. Popiolek, A. Biernasiuk and A. Malm, J. Heterocycl. Chem., 53, 479 (2016); https://doi.org/10.1002/jhet.2429
R.M. Mohareb, D.H. Fleita and O.K. Sakka, Molecules, 16, 16 (2010); https://doi.org/10.3390/molecules16010016
L. Giampietro, A. Ammazzalorso, R. Amoroso and B. De Filippis, Chem. Med. Chem., 14, 1051 (2019); https://doi.org/10.1002/cmdc.201900128
S.R. Yatcherla, A. Islam, N. Dussa and H.B. Bollikolla, Indian J. Chem., 54B, 1162 (2015).
S.R. Yatcherla, A. Islam, D. Nageswar and B. Hari Babu, Asian J. Chem., 27, 3729 (2015); https://doi.org/10.14233/ajchem.2015.18945
N.V. Balaji, B. Hari Babu, G.V. Subbaraju, K. Purna Nagasree and M.M.K. Kumar, Bioorg. Med. Chem. Lett., 27, 11 (2017);
https://doi.org/10.1016/j.bmcl.2016.11.047
A.B. Reitz, Curr. Top. Med. Chem., 19, 1 (2019); https://doi.org/10.2174/156802661901190326145545
M.Asif and A. Husain, J. Appl. Chem., 2013, 247203 (2013); https://doi.org/10.1155/2013/247203
B. Hari Babu, G. Ravi Kumar, S.N. Murthy and M. Santha Kumari, Egypt. J. Chem., 63, 3 (2020); https://doi.org/10.21608/EJCHEM.2019.16652.2014
V.T. Angelova, V. Valcheva, N.G. Vassilev, R. Buyukliev, G. Momekov, I. Dimitrov, L. Saso, M. Djukic and B. Shivachev, Bioorg. Med. Chem. Lett., 27, 223 (2017); https://doi.org/10.1016/j.bmcl.2016.11.071
L.R. Bhavanam, V. Kotra, S.R. Mule, B.M. Krishna Khandapu and H.B. Bollikolla, ChemistrySelect, 4, 441 (2019); https://doi.org/10.1002/slct.201803294
G. Ravi Kumar, C.M. Kurmarayuni, M. Indupalli, R.K. Pallapati and H.B. Bollikolla, Mediterranean J. Chem., 8, 261 (2019);
https://doi.org/10.13171/mjc841905257hbb
B.R. Mutchu, V. Kotra, S.R. Onteddu, S.N.M. Boddapati and H.B. Bollikolla, Chemistry Africa, 2, 15 (2019); https://doi.org/10.1007/s42250-018-00034-x
S.-F. Barbuceanu, D.C. Ilies, G. Saramet, V. Uivarosi, C. Draghici and V. Radulescu, Int. J. Mol. Sci., 15, 10908 (2014); https://doi.org/10.3390/ijms150610908
R. Navudu, G.R. Mannem, T. Margani, U.M. Rao Vanga and H.B. Bollikolla, Asian J. Chem., 28, 1321 (2016); https://doi.org/10.14233/ajchem.2016.19676