ANTIOXIDANT ACTIVITIES OF INCLUSION COMPLEXES OF 2-(BENZOTHIAZOLYL-2’) HYDRAZONO-3-PHENYL 5-ARYLIDENE- 4- THIAZOLIDINONE DERIVATIVES WITH Β-CYCLODEXTRIN
Abstract
The present study focused on the preparation and antioxidant studies of inclusion complexes of some compounds of 4-Thiazolidinone derivatives with β-cyclodextrin. The inclusion complex has been prepared in order to increase solubility and bio-accessibility of the parent compound. The experiment was conducted by taking 2-Hydrazinobenzothiazole as a starting material and a series of compounds and their inclusion is prepared from it. Taking into account on their physical, thermal and spectral characteristics (UV, IR and NMR), the formation of compounds and their inclusion complex are confirmed. From the antioxidant activities of compounds and inclusion complex, it has been found that inclusion complex has displayed more effectively than the original compounds.
Keywords:
4-Thiazolidinone, phase solubility study, inclusion complexes, β-cyclodextrin, antioxidant activitiesDOI
https://doi.org/10.25004/IJPSDR.2017.090103References
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20. Dash S, Sahu R, Garnaik BK. Studies on Inclusion complexes of 2-(Benzothiazolyl-2’) hydrazono-3-phenyl-5-arylidene-4-Thiazolidinone derivatives with β-cyclodextrin. Asian journal of Chemistry. 2016; 28(12):2765-2768.
21. Tagashira M, Ohtake Y. A new antioxidative 1, 3-benzodioxide from Melissa officinalis. Planta Medical Journal. 1998; 64:555- 558.
22. Mukna AP. Nagarsenkar MS. American Association of Pharmaceutical Science. Pharmaceutical Science Technology. 2001; 5(1):19.
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24. Astakhova AV, Demina NB. Astakhova AV, Demina NB. Modern drug technologies: Synthesis, characterization and use of inclusion complexes between drugs and cyclodextrins (A Review). Journal of Pharmaceutical Chemistry. 2004; 38(2):105-108.
2. Chen G, Wang Y, Hao X, Mu S, Sun Q. Simple Isatin derivatives as free radical scavengers: Synthesis, biological evaluation and structure-activity relationship. Chemistry Central Journal. 2011:5:1-5.
3. Prakash A, Rigelhof F, Miller E. Antioxidant Activity. Cereals Foods World. 2000; 45(2): 59-63.
4. Desai KG, Desai KR. A facile microwave enhanced synthesis sulfur-containing 5-membered heterocycles derived from 2- mercaptobenzothiazole over ZnCl2/ DMF and antimicrobial activity evaluation. Journal of Sulfur Chemistry. 2006; 27(4): 315–328.
5. Garnaik BK, Dash S. Recent Advances and Potential Antimicrobial Activities of Thiazolidinone Derivatives: A Review. Asian Journal of Research in Chemistry. 2014; 7(4):01-12.
6. Shih MH, Ying KF. Synthesis and evaluation of antioxidant activity of sydnonyl substituted thiazolidinone and thiazoline derivatives. Bioorganic Medicinal Chemistry. 2004; 12:4633-4643.
7. Balzarini J, Orzeszko B, Maurin JK, Orzeszko A. Synthesis and anti-HIV studies of 2-adamantylsubstituted thiazolidin-4-ones. European Journal of Medicinal Chemistry. 2007; 42:993-1003.
8. Diurno MV, Mazzoni O, Piscopo E, Calignano A, nGiordano F, Bolognesell A. Synthesis and Antihistaminic Activity of Some Thiazolidin-4-ones. Journal of Medicinal Chemistry. 1992; 42: 2910-2912.
9. Malawska B. New anticonvulsant agents. Current Topics in Medicinal Chem. 2005; 5: 69-85.
10. Parmar SS, Dwivedi C, Chaudhari A, Gupta TK. Substituted thiazolidinones and their selective inhibition of nicotinamide dependant oxidations. Journal of Medicinal Chemistry. 1972; 15: 99.
11. Ottana R, Maccari R, Barreca ML, Bruno G, Rotondo A, Rossi A. 5-Arylidene-2-imino4thiazolidinones: design and synthesis of novel anti-inflammatory agents. Bioorganic Medicinal Chemistry. 2005; 13: 4243-4252.
12. Kumar A, Rajput CS, Bhati SK. Synthesis of 3-[4 '-(pchlorophenyl) - thiazol-2 '-yl]-2-[(substituted azetidinone/ thiazolidinone) - aminomethyl]-6-bromoquinazolin-4-ones as anti-inflammatory agent. Bioorganic Medicinal Chemistry. 2007; 15: 3089–3096.
13. Vazzana I, Terranova E, Mattioli F , Sparatore F, Aromatic Schiff bases and 2,3 disubstituted-1,3-thiazolidin- 4-one derivatives as anti-inflammatory agents. Arkivoc. 2004; 83 (v):364-374.
14. Rajendra PY, Lakshmana RA, Prasoona L, Murali K , Rav KP. Synthesis and characterization of 1-formyl-3-phenyl-5-uryl-2-pyrazolines.Bioorganic Medicinal Chemistry letter. 2005; 15; 5030-5034.
15. Ozdemir Z kandilici HB, Gumusel B, Calis U, Bilgin AA. Synthesis and studies on antidepressant and anticonvulsant activities of some 3-(2-furyl)-pyrazoline derivatives. European Journal of Medicinal Chemistry. 2007; 42; 373-379.
16. Li S and Purdy WC. Cyclodextrins and their application in analytical chemistry. Chemical Review. 1992; 92:1457-1470.
17. Garnaik BK, Mishra N, Sen M, Nayak A. Journal of Indian Chemical society. 1990; 67:407-408.
18. Garnaik BK, Dash S. Synthesis and antibacterial study of inclusion complexes of 2-(benzothiazolyl-2’)-azino-5-arylidene-4-thiazolidinone. Journal of Chemical and Pharmaceutical Research. 2015; 7(5):102-108.
19. Nayak SS, Panda S, Panda P, Padhy MS. Studies on acridone derivatives with and without inclusion complex formation with β-CD. Bullgerian Chemical Communication. 2010; 42(2):147-152.
20. Dash S, Sahu R, Garnaik BK. Studies on Inclusion complexes of 2-(Benzothiazolyl-2’) hydrazono-3-phenyl-5-arylidene-4-Thiazolidinone derivatives with β-cyclodextrin. Asian journal of Chemistry. 2016; 28(12):2765-2768.
21. Tagashira M, Ohtake Y. A new antioxidative 1, 3-benzodioxide from Melissa officinalis. Planta Medical Journal. 1998; 64:555- 558.
22. Mukna AP. Nagarsenkar MS. American Association of Pharmaceutical Science. Pharmaceutical Science Technology. 2001; 5(1):19.
23. Szetli J. Molecular entrapment and release properties of drugs by cyclodextrins. Controlled Drug Bio-availability. Vol. 3, Willey Interscience publications, New York, 1985.
24. Astakhova AV, Demina NB. Astakhova AV, Demina NB. Modern drug technologies: Synthesis, characterization and use of inclusion complexes between drugs and cyclodextrins (A Review). Journal of Pharmaceutical Chemistry. 2004; 38(2):105-108.
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01-01-2017
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“ANTIOXIDANT ACTIVITIES OF INCLUSION COMPLEXES OF 2-(BENZOTHIAZOLYL-2’) HYDRAZONO-3-PHENYL 5-ARYLIDENE- 4- THIAZOLIDINONE DERIVATIVES WITH Β-CYCLODEXTRIN”. International Journal of Pharmaceutical Sciences and Drug Research, vol. 9, no. 1, Jan. 2017, pp. 17-21, https://doi.org/10.25004/IJPSDR.2017.090103.
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How to Cite
“ANTIOXIDANT ACTIVITIES OF INCLUSION COMPLEXES OF 2-(BENZOTHIAZOLYL-2’) HYDRAZONO-3-PHENYL 5-ARYLIDENE- 4- THIAZOLIDINONE DERIVATIVES WITH Β-CYCLODEXTRIN”. International Journal of Pharmaceutical Sciences and Drug Research, vol. 9, no. 1, Jan. 2017, pp. 17-21, https://doi.org/10.25004/IJPSDR.2017.090103.
