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A Review on 1,3-Thiazolidin-4-Ones


Affiliations
1 Department of Pharmaceutical Chemistry, Annamacharya College of Pharmacy, New Boyanapalli, Kadapa (District), Andhra Pradesh
2 Head of the Department, Department of Pharmaceutical Chemistry, Annamacharya College of Pharmacy, New Boyanapalli, Kadapa (District), Andhra Pradesh
     

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1,3-Thiazolidin-4-ones are important group of heterocyclic compounds that are used in the field of medicinal chemistry. The utility of 1,3-thiazolidin-4-ones as synthons for various biological compounds has given impetus to these studies. This review aims to review the work reported on the chemistry and biological activities of 1,3- thiazolidin-4-ones during the past few years. Since a decade extensive research work is undergoing on the thiazolidine ring. Researchers have developed number of new compounds related to1,3-thiazolidin-4-ones further they have screened them for various pharmacological activities to get a molecule with good pharmacological activities and with least adverse effects. The thiazolidine is not only synthetically important scaffold but also possesses a wide range of promising biological activities. Some thiazolidine derivatives have better activity than standard drug and could become a new drug for the market in future. This thiazolidine moiety and its derivatives has shown its importance as antimicrobial, anti-bacterial, anti-tubercular, anti-fungal, anti-inflammatory, analgesic, anti-cancer, anti-proliferative, anti- HIV, anti-retroviral,anti-yellowfevervirus,anti-diarrhoeal,anti-arrythmic agent, anti-convulsant, anti-oxidant, antimalarial.

Keywords

Thiazolidinone, Biological Activities, Anti-microbial, Anti-malarial, Future Aspect
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  • Singh, S.P.; Parmar, S.S.; Raman, K.; Stenberg, V.I. Chem. Rev., 1981, 81,175.
  • Singh, S.P., Parmar, S.S., Raman, K., Stenberg, V.I. Chemistry and Biological Activities of 1,3-Thiazolidin-4- ones, Chem. Rev., 1981, 81,175.
  • Anbalagan et al., Synthesis and Biological Activity of 2-(Thiazolidin- 4-One)Phenyl]-1h-Phenylbenzimidazoles and 2-[4-(Azetidin-2-One)- 3-Chloro-4-Phenyl]-1h-Phenyl benzimidazoles. International Journal of Pharmaceutical Sciences and Drug Research (IJPR), 2010, 2(2), 115-119.
  • P. Sudhir Kumar et al.., synthesis of some novel thiazolidin-4-one substituted 1, 2,4 - triazoles of their antimicrobial activity studies. RASAYAN journal of chemistry,(2010)Vol.3, No.3,600-606.
  • Prasad et al.., Design, synthesis and antimicrobial evaluation of novel 2-aryl-thiazolidin-4-one derivatives. Organic and Medicinal Chemistry Letters,2011,1:4
  • Harcharan Lal et al.., Synthesis of 1,2,4-triazol-4-yl)-4-methyl-4- phenyl-3-(phenylamino) methylazetidin-2-one and their Biological Activities.International journal of pharmaceutical and biological archives,2012, 3(4),958- 964.
  • Swarup Jyoti Chattarjee et al., Evaluation of Antimicrobial Potency of Some Synthesized Thiazolidin-4-one substituted 1, 2, 4- triazoles.Journal of Advanced Pharmaceutical Research, 2010, 1, 26- 35.
  • Sudhakar Bhusare and Yeshwant Vibhute et al., Synthesis of some new 2,3-diaryl-1,3-thiazolidin-4-ones as antibacterial agents. ARKIVOC, 2006, (ii),187-192.
  • Shiradkar MR, Murahari KK, Gangadasu HR, Suresh T, Kalyan CA, Panchal D, Kaur R, Burange P, Ghogare J, Mokale V, Raut M. Synthesis of new S-derivatives of clubbed triazole as anti- Mycobacterium tuberculosis agents. Bioorg. Med. Chem. 2007; 15:3997- 4008.
  • Upadhyay A. Conventional and microwave assisted synthesis of some new N-[(4-oxo-2- substituted aryl-1, 3-thiazolidine)-acetamidyl]- 5- nitroindazoles and its antimicrobial activity, Eur. J. Med.Chem., 2010, 45, 3541-3548.
  • P. Jaya Preethi, K. Bindu Sree, K. Pavan Kumar, R. Rajavelu and T. Sivakumar. Synthesis, Characterization and Its Biological Evaluation of Some Novel 4-Thiazolidinone and 2-Azetidinone Derivatives. Asian J. Pharm. Research, 2012,Vol. 2,Issue 2,Pg 63-70.
  • Nareshvarma Seelam and S. P. Shrivastava. Synthesis and In-vitro Activity of Some New Class of Thiazolidinone and Their Arylidene Derivatives. Bull. Korean Chem.Soc.2011,Vol. 32,No. 11.
  • M.C. Patel and Dhameliya. Synthesis and Biological Activity of (Z) – n-(5-Benzylidene-4-oxo-2-substitutedphenylthiazolidin-3-yl)-5-((1,3- dioxoisoindolin-2-yl)methyl)-2-hydroxybenzamide.E-Journal of Chemistry,2010,7(4),1484-1490.
  • Chandra Kant Belwal, Kaushik A. Joshi. Synthesis and antifungal activity of some novel thiazolidinone derivatives of 4-(4-oxo-2- phenylthiazolidin-3-yl) benzoic acid. International Journal of Chem Tech Research, Oct-Dec 2012,Vol.4, No.4, pp 1758-1764.
  • Mukesh C. Patel, Dharmesh R. Dhameliya, Synthesis and biological activity of (z) –n-(5-benzylidene-4-oxo-2-substituted phenylthiazolidin-3-yl)-5-((1, 3-dioxoisoindolin-2-yl) methyl)-2- hydroxybenzamide.Der Pharma Chemica, 2010, 2(5):522-532.
  • Pradeepkumar M. Ronad, Malleshappa N. Noolvi, Sheetal Sapkal Satyanarayana Dharbhamulla , Veeresh S. Maddi. Synthesis and antimicrobial activity of 7-(2-substituted phenylthiazolidinyl)- benzopyran-2-one derivatives. European Journal of Medicinal Chemistry 45 (2010) 85–89.
  • Arun Singh et al.., Thiazolidinone: Synthesis and biological studies. Der Pharma Chemica, 2012, 4 (1):538-543.
  • Taranalli A.D., Thimmaiah N.V., Srinivas S., Saravanan E., antiinflammatory, analgesic and anti ulcer activity of certain thiazolidinones, A. J. Pharm. and Clinical Res., 2009, 2, 79-83.
  • Kumar A., Rajput C.S., Bhati S.K. Synthesis of 3-[4'-(p-chloro phenyl) thiazol-2'-yl]-2 [(substituted azetidinone/thiazolidinone) – amino methyl]-6-bromo quinazolin-4-ones. Bioorg. Med. Chem. 2007, 15, 3089-3096.
  • Vaidya et al. Synthesis of novel 4-thiazolidinone derivatives with anti-inflammatory activity. International Journal of Current Pharmaceutical Research,2011, Vol-3,Issue-4.
  • P Shanmugapandiyan, K.S. Denshing, R. Ilavarasan, N. Anbalagan, R. Nirmal. Synthesis and Biological Activity of 2-(Thiazolidin-4- One) Phenyl]-1h-Phenylbenzimidazoles and 2-[4-(Azetidin-2-One)-3- Chloro-4-Phenyl]-1h-PhenylBenzimidazoles. International Journal of Pharmaceutical Sciences and Drug Research, 2010, 2(2): 115-119.
  • Murugesan Sugumaran, Srinivasan Sethuvani, Marimuthu Poornima. Synthesis, Characterization and Biological Evaluation of 4- Thiazolidinone Derivatives. Journal of Pharmaceutical and Biomedical Sciences,2012,16 (13).
  • Arun M. Isloor, Dhanya Sunil, Prakash Shetty,Shridhar Malladi, K. S. R. Pai,Naseer Maliyakkl. Synthesis, characterization, anticancer, and antioxidant activity of some new thiazolidin-4-ones in MCF-7 cells. Med Chem Res,2012, DOI 10.1007.
  • .Gududuru, V. Hurh, E. Dalton, J.T. Miller, D.D. Bioorg. Med. Chem. Lett.,2004, 14, 5289.
  • Gududuru, V.; Hurh, E.; Dalton, J.T.; Miller, D.D. Bioorg. Med. Chem. Lett.,2004, 14, 5289.
  • Bhushan Panchabudhe, M. Vijayabhaskaran, M. Senthilraja, P. Perumal. Synthesis, characterization and in-vitro anti-cancer screening of 4-thiazolidinones. International journal of Pharmaceutical Research and Development, 2012; Vol 4(04), June- 2012:(295-300).
  • Orzeszko, A. et al. Synthesis and anti-HIV studies of 2-adamantylsubstituted thiazolidin-4-ones, Eur. J. Med. Chem., 2007, 42, 993- 1003.
  • Monforte P. et al., Discovery of 2, 3-diaryl-1, 3-thiazolidin-4-ones as potent anti-HIV-1 agent. Bioorg. Med. Chem. Letters, 2001, 11, 1793–1796.
  • Rao et al., Synthesis and anti-HIV activity of 2, 3-diaryl-1, 3- thiazolidin- 4-(thi) one derivatives. IL Farmaco. 2002, 57, 747-751.
  • Rao et al., Synthesis of new 2, 3-diaryl-1, 3-thiazolidin-4-ones as anti-HIV agents. IL Farmaco. 2004, 59, 33-39.
  • Sriram, D.; Yogeeswari, P.; Kumar, T.G.A. J. Pharm. Pharmaceutical Sci., 2005, 8, 426.
  • Jackson, C.M.; Blass, B.; Coburn, K.; Djandjighian, L.; Fadayel, G.; Fluxe, A.J.; Hodson, S.J.; Janusz, J.M.; Murawsky, M.; Ridgeway, J.M.; White, R.E.; Wu, S. Bioorg. Med. Chem. Lett., 2007, 17, 282.
  • Amin K.M, Rahman A.D.E., Al-Eryani Y.A. Synthesis and preliminary evaluation of some substituted coumarins as anticonvulsant agents. Bioorg. Med. Chem. 2008, 16, 5377-5388.
  • Agarwal, A., Lata, S., Saxena, K.K., Srivastava, V.K., Kumar, A. Chemistry and Biological Activities of 1, 3-Thiazolidin-4-ones, Eur. J. Med. Chem. 2006, 41, 1223.
  • Archana, Srivastava, V.K., Kumar, Chemistry and Biological Activities of 1, 3-Thiazolidin- 4-ones, A. Eur. J. Med. Chem., 2002, 37, 873.
  • P. Jaya Preethi, K. Bindu Sree, K. Pavan Kumar, R. Rajavelu and T. Sivakumar. Synthesis, Characterization and Its Biological Evaluation of Some Novel 4-Thiazolidinone and 2-Azetidinone Derivatives. Asian J. Pharm. Res, 2012; Vol. 2: Issue 2, Pg 63-70.
  • Velmurugan. V, Leelavathi. N, Kalvikkarasi S, Shanmuga Priya S, Vijey Aanandhi M. Synthesis and Anticonvulsant activity of Thiazolidinone derivatives. International Journal of Chem Tech Research, Jan-Mar 2012,Vol.4, No.1, pp 01-04,
  • Shih M.H., Ying K.F. Synthesis and evaluation of antioxidant activity of sydnonyl substituted thiazolidinone and thiazoline derivatives. Bioorg. Med. Chem. 2004, 12, 4633-4643.
  • Arun M. Isloor ,Dhanya Sunil, Prakash Shetty, Shridhar Malladi, K. S. R. Pai, Naseer Maliyakkl. Synthesis, characterization, anticancer, and antioxidant activity of some new thiazolidin-4-ones in MCF-7 cells. Med Chem Res.,2012. DOI 10.1007.
  • Solomon, V.R., Haq, W., Srivastava, K., Puri, S.K., Katti, S.B. J. Med.Chem. 2007, 50, 394.

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  • A Review on 1,3-Thiazolidin-4-Ones

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Authors

Kencha Swathi
Department of Pharmaceutical Chemistry, Annamacharya College of Pharmacy, New Boyanapalli, Kadapa (District), Andhra Pradesh
M. Sreenivasulu
Head of the Department, Department of Pharmaceutical Chemistry, Annamacharya College of Pharmacy, New Boyanapalli, Kadapa (District), Andhra Pradesh
T. Hari Narayana Reddy
Department of Pharmaceutical Chemistry, Annamacharya College of Pharmacy, New Boyanapalli, Kadapa (District), Andhra Pradesh
Y. Pradeep Kumar
Department of Pharmaceutical Chemistry, Annamacharya College of Pharmacy, New Boyanapalli, Kadapa (District), Andhra Pradesh
G. Mahaboob Basha
Department of Pharmaceutical Chemistry, Annamacharya College of Pharmacy, New Boyanapalli, Kadapa (District), Andhra Pradesh

Abstract


1,3-Thiazolidin-4-ones are important group of heterocyclic compounds that are used in the field of medicinal chemistry. The utility of 1,3-thiazolidin-4-ones as synthons for various biological compounds has given impetus to these studies. This review aims to review the work reported on the chemistry and biological activities of 1,3- thiazolidin-4-ones during the past few years. Since a decade extensive research work is undergoing on the thiazolidine ring. Researchers have developed number of new compounds related to1,3-thiazolidin-4-ones further they have screened them for various pharmacological activities to get a molecule with good pharmacological activities and with least adverse effects. The thiazolidine is not only synthetically important scaffold but also possesses a wide range of promising biological activities. Some thiazolidine derivatives have better activity than standard drug and could become a new drug for the market in future. This thiazolidine moiety and its derivatives has shown its importance as antimicrobial, anti-bacterial, anti-tubercular, anti-fungal, anti-inflammatory, analgesic, anti-cancer, anti-proliferative, anti- HIV, anti-retroviral,anti-yellowfevervirus,anti-diarrhoeal,anti-arrythmic agent, anti-convulsant, anti-oxidant, antimalarial.

Keywords


Thiazolidinone, Biological Activities, Anti-microbial, Anti-malarial, Future Aspect

References