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Inclusion Complexes of Some Substituted 4-Thiazolidinones with Activating and Deactivating Group
Corresponding Author(s) : Simanchal Dash
Asian Journal of Chemistry,
Vol. 32 No. 1 (2020): Vol 32 Issue 1
Abstract
Some substituted 4-thiazolidinones have been prepared by taking 2-hydrazinobenzothiazole as a staring material. Polar solvent water makes less solubility of these compounds. Hence inclusions of compounds are prepared by taking suitable ratio of compound and β-cyclodextrin. The purpose of this work is to synthesize more soluble and more bioaccesible compounds. The synthesized compounds and their inclusions are known from the study of their thermodynamic properties and spectral characteristics (UV, IR and NMR). Pharmaceutical activity of the compounds and inclusion can be performed by using the bacteria namely E. coli, S. aureus and P. vulgaris. Considering and discussing all the matters, it has been found that inclusion formation shows more antibacterial activity than simple compound.
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- K.G. Desai and K.R. Desai, J. Sulfur Chem., 27, 315 (2006); https://doi.org/10.1080/17415990600786409.
- B.K. Garnaik and S. Dash, Asian J. Res. Chem., 7, 1 (2014).
- M.-H. Shih and F.-Y. Ke, Bioorg. Med. Chem., 12, 4633 (2004); https://doi.org/10.1016/j.bmc.2004.06.033.
- J. Balzarini, B. Orzeszko, J.K. Maurin and A. Orzeszko, Eur. J. Med. Chem., 42, 993 (2007); https://doi.org/10.1016/j.ejmech.2007.01.003.
- M.V. Diurno, O. Mazzoni, E. Piscopo, A. Calignano, F. Giordano and A. Bolognese, J. Med. Chem., 39, 2910 (1992); https://doi.org/10.1021/jm00093a025.
- B. Malawska, Curr. Top. Med. Chem., 5, 69 (2005); https://doi.org/10.2174/1568026053386944.
- S.S. Parmar, C. Dwivedi, A. Chaudhari and T.K. Gupta, J. Med. Chem., 15, 99 (1972); https://doi.org/10.1021/jm00271a030.
- R. Ottana, R. Maccari, M.L. Barreca, G. Bruno, A. Rotondo, A. Rossi, G. Chiricosta, R. Di Paola, L. Sautebin, S. Cuzzocrea and M.G. Vigorita, Bioorg. Med. Chem., 13, 4243 (2005); https://doi.org/10.1016/j.bmc.2005.04.058.
- A. Kumar, C.S. Rajput and S.K. Bhati, Bioorg. Med. Chem., 15, 3089 (2007); https://doi.org/10.1016/j.bmc.2007.01.042.
- I. Vazzana, E. Terranova, F. Mattioli and F. Sparatore, Arkivoc, 364 (2004); https://doi.org/10.3998/ark.5550190.0005.531.
- P.S. Gillies and C.J. Dunn, Drugs, 60, 333 (2010); https://doi.org/10.2165/00003495-200060020-00009.
- A. Jouyban and S. Soltanpour, Chem. Pharm. Bull. (Tokyo), 58, 1132 (2010); https://doi.org/10.1248/cpb.58.1132.
- J.H. van den Berg, B. Nuijen, T.N. Schumacher, J.B.A.G. Haanen, G. Storm, J.H. Beijnen and W.E. Hennink, J. Drug Target., 18, 1 (2010); https://doi.org/10.3109/10611860903278023.
- Y.R. Prasad, A.L. Rao, L. Prasoona, K. Murali and P. Ravi Kumar, Bioorg. Med. Chem. Lett., 15, 5030 (2005); https://doi.org/10.1016/j.bmcl.2005.08.040.
- Z. Ozdemir, H.B. Kandilci, B. Gumusel, U. Calis and A.A. Bilgin, Eur. J. Med. Chem., 42, 373 (2007); https://doi.org/10.1016/j.ejmech.2006.09.006.
- S. Li and W.C. Purdy, Chem. Rev., 92, 1457 (1992); https://doi.org/10.1021/cr00014a009.
- B.K. Garnaik and N. Mishra, J. Indian Chem. Soc., 67, 407 (1990).
- T. Higuchi and K. Connors, Adv. Anal. Chem. Instument, 4, 117 (1965).
- B.K. Garnaik and S. Dash, J. Chem. Pharm. Res., 7, 102 (2015).
- S.S. Nayak, S. Panda, P. Panda and M.S. Padhy, Bulg. Chem. Commun., 42, 147 (2010).
- F. Semcheddine, N.E.I. Guissi, X.Y. Liu, Z.M. Wu and B. Wang, AAPS PharmSciTech., 16, 704 (2015); https://doi.org/10.1208/s12249-014-0257-x.
- B.K. Garanaik and S. Dash, Der Pharm. Chem., 7, 64 (2015).
- V.R. Bollela, D.N. Sato and B.A.L. Fonseca, Braz. J. Med. Biol. Res., 32, 1073 (1999); https://doi.org/10.1590/S0100-879X1999000900003.
- H.A. Benesi and J.H. Hildebrand, J. Am. Chem. Soc., 71, 2703 (1949); https://doi.org/10.1021/ja01176a030.
- A.P. Mukna and M.S. Nagarsenkar, Pharm. Sci. Technol., 5, 19 (2001).
- J. Szetli, Controlled Drug Bioavailability, Wiley Interscience Publications: New York, vol. 3 (1985).
- R.A. Rajewski and V.J. Stella, J. Pharm. Sci., 85, 1142 (1996); https://doi.org/10.1021/js960075u.
- T. Stalin, P. Vasantharani, B. Shanti, A. Sekhar and N. Rajendiran, Indian J. Chem., 45A, 1113 (2006).
References
K.G. Desai and K.R. Desai, J. Sulfur Chem., 27, 315 (2006); https://doi.org/10.1080/17415990600786409.
B.K. Garnaik and S. Dash, Asian J. Res. Chem., 7, 1 (2014).
M.-H. Shih and F.-Y. Ke, Bioorg. Med. Chem., 12, 4633 (2004); https://doi.org/10.1016/j.bmc.2004.06.033.
J. Balzarini, B. Orzeszko, J.K. Maurin and A. Orzeszko, Eur. J. Med. Chem., 42, 993 (2007); https://doi.org/10.1016/j.ejmech.2007.01.003.
M.V. Diurno, O. Mazzoni, E. Piscopo, A. Calignano, F. Giordano and A. Bolognese, J. Med. Chem., 39, 2910 (1992); https://doi.org/10.1021/jm00093a025.
B. Malawska, Curr. Top. Med. Chem., 5, 69 (2005); https://doi.org/10.2174/1568026053386944.
S.S. Parmar, C. Dwivedi, A. Chaudhari and T.K. Gupta, J. Med. Chem., 15, 99 (1972); https://doi.org/10.1021/jm00271a030.
R. Ottana, R. Maccari, M.L. Barreca, G. Bruno, A. Rotondo, A. Rossi, G. Chiricosta, R. Di Paola, L. Sautebin, S. Cuzzocrea and M.G. Vigorita, Bioorg. Med. Chem., 13, 4243 (2005); https://doi.org/10.1016/j.bmc.2005.04.058.
A. Kumar, C.S. Rajput and S.K. Bhati, Bioorg. Med. Chem., 15, 3089 (2007); https://doi.org/10.1016/j.bmc.2007.01.042.
I. Vazzana, E. Terranova, F. Mattioli and F. Sparatore, Arkivoc, 364 (2004); https://doi.org/10.3998/ark.5550190.0005.531.
P.S. Gillies and C.J. Dunn, Drugs, 60, 333 (2010); https://doi.org/10.2165/00003495-200060020-00009.
A. Jouyban and S. Soltanpour, Chem. Pharm. Bull. (Tokyo), 58, 1132 (2010); https://doi.org/10.1248/cpb.58.1132.
J.H. van den Berg, B. Nuijen, T.N. Schumacher, J.B.A.G. Haanen, G. Storm, J.H. Beijnen and W.E. Hennink, J. Drug Target., 18, 1 (2010); https://doi.org/10.3109/10611860903278023.
Y.R. Prasad, A.L. Rao, L. Prasoona, K. Murali and P. Ravi Kumar, Bioorg. Med. Chem. Lett., 15, 5030 (2005); https://doi.org/10.1016/j.bmcl.2005.08.040.
Z. Ozdemir, H.B. Kandilci, B. Gumusel, U. Calis and A.A. Bilgin, Eur. J. Med. Chem., 42, 373 (2007); https://doi.org/10.1016/j.ejmech.2006.09.006.
S. Li and W.C. Purdy, Chem. Rev., 92, 1457 (1992); https://doi.org/10.1021/cr00014a009.
B.K. Garnaik and N. Mishra, J. Indian Chem. Soc., 67, 407 (1990).
T. Higuchi and K. Connors, Adv. Anal. Chem. Instument, 4, 117 (1965).
B.K. Garnaik and S. Dash, J. Chem. Pharm. Res., 7, 102 (2015).
S.S. Nayak, S. Panda, P. Panda and M.S. Padhy, Bulg. Chem. Commun., 42, 147 (2010).
F. Semcheddine, N.E.I. Guissi, X.Y. Liu, Z.M. Wu and B. Wang, AAPS PharmSciTech., 16, 704 (2015); https://doi.org/10.1208/s12249-014-0257-x.
B.K. Garanaik and S. Dash, Der Pharm. Chem., 7, 64 (2015).
V.R. Bollela, D.N. Sato and B.A.L. Fonseca, Braz. J. Med. Biol. Res., 32, 1073 (1999); https://doi.org/10.1590/S0100-879X1999000900003.
H.A. Benesi and J.H. Hildebrand, J. Am. Chem. Soc., 71, 2703 (1949); https://doi.org/10.1021/ja01176a030.
A.P. Mukna and M.S. Nagarsenkar, Pharm. Sci. Technol., 5, 19 (2001).
J. Szetli, Controlled Drug Bioavailability, Wiley Interscience Publications: New York, vol. 3 (1985).
R.A. Rajewski and V.J. Stella, J. Pharm. Sci., 85, 1142 (1996); https://doi.org/10.1021/js960075u.
T. Stalin, P. Vasantharani, B. Shanti, A. Sekhar and N. Rajendiran, Indian J. Chem., 45A, 1113 (2006).