Assessment of Biological and Anti-Cancer Activity, Design of Some Novel Heterocyclic Compounds, And Synthesis Based on Indole-Dione
Keywords:
Isatin, Hydrazin, Thiocarbohydrazide, Anticancer activity, Semicarbzide
Abstract
This search included synthesized new hertocyclic derivatives from Isatin (T) via reaction with 4-aminobenzoic acid to give (T2) ,and with SOCl2 to give compound (T1) , esterfication to give (T3), reacted with hydrazine to give (T4) compound ,and with anhydrides to give(T5,T6) .The schiff base (T10) prepared from benzylaldehyde and (T9) perpared fram (T2) and thiocarbohydrazide .(T8) compound synthesized fram (T2) and semicarbzide by aring closer reaction in NaOH. This (T1-T10) compounds were measured biological and anticancer activity and give high good activity with (IC50=42.18,45.02 for compounds 12 and 3).
References
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28. Zahraa Salim M. Al-Garawi, Ivan Hameed R. Tomi, and Ali Hussein R. Al-Daraji(2012), Synthesis and Characterization of New Amino Acid-Schiff Bases and Studies their Effects on the Activity of ACP, PAP and NPA Enzymes (In Vitro); Journal of Chemistry, 9(2), 962-969.
2. U. Usha Rani1, P. Sivappa Naidu1 , G. Sukanya1 , P. Sri Datha1 , .Pramod Kumar ,and, Venkata Rao Vutla (2017), Synthesis and Biological Evaluation of Isatin incorporated Quinoxalines as Anti-Tubercular Agents, Int. J. Pharm. Sci. Rev. Res., 47(2): 67-70.
3. J. Haribabu et al.,Isatin based thiosemicarbazone derivatives as potential bioactive agents: Anti-oxidant and molecular docking studies, J. Mol. Struct.(2016) 1110, 15 April, Pages 185-195.
4. Varun et al.Isatin and its derivatives: a survey of recent syntheses, reactions, and applications,Med. Chem. Comm.(2019) 10(3): 351–368.
5. H. Kumar et al.(2019),Chemical Synthesis, Mechanism of Action and Anticancer Potential of Medicinally Important Thiazolidin-2,4-dione Derivatives,Mini-Rev. Med. Chem,19(18):1474-1516.
6. C.M. Da Silva et al., Schiff bases: A short review of their antimicrobial activities ,J. Adv. Res. Volume 2, Issue 1, January 2011, Pages 1-8.
7. P. Przybylski, A. Huczynski, K. Pyta, B. Brzezinski, F. Bartl (2009) ,Biological properties of schiff bases and azo derivatives of phenols, Curr Org Chem, 13 (2),124-148.
8. Andreani, A.,Burnelli S., Granaiola M., Leoni A., and etal.(2010), New isatin derivatives with antioxidant activity, European Journal of Medicinal Chemistry,45, Issue 4, April, Pages 1374-1378.
9. A. Ahmed et al.(2020,Docking studies, antitumor and antioxidant evaluation of newly synthesized porphyrin and metalloporphyrin derivatives, Bioorganic Chemistry. Volume 97, April , 103708.
10. Chiyanzu I., Clarkson C., Peter J. Smith, Lehman J., Gut J., Philip J. Rosenthal , Chibale K.(2005), Design, synthesis and anti-plasmodial evaluation in vitro of new 4-aminoquinoline isatin derivatives ,Bioorganic & Medicinal Chemistry, Volume 13, Issue 9, 2 May, Pages 3249-3261.
11. A. Kumar et al(2011)., Exploration of antimicrobial and antioxidant potential of newly synthesized 2,3-disubstituted quinazoline-4(3H)-ones, Bioorg. Med. Chem. Lett. Volume 21, Issue 14, 15 July, Pages 4353-4357.
12. U. Usha Rani1, P. Sivappa Naidu1 , G. Sukanya1 , P. Sri Datha1 , .Pramod Kumar ,and, Venkata Rao Vutla (2017), Synthesis and Biological Evaluation of Isatin incorporated Quinoxalines as Anti-Tubercular Agents, Int. J. Pharm. Sci. Rev. Res., 47(2): 67-70.
13. Prakash, CR; Raja, S; Saravanan, G (2010), Synthesis,Characterization and Anti-convulsant Activity of Novel Schiff Base of Isatin Derivatives, Int. J. of Pharmacy and Pharmaceutical Sciences, 2(4):177-181.
14. Panneerselvam, P; Kumar, NR; Murali, K (2010) Synthesis, Analgesic,Anti-inflammatory and Antimicrobial Activities of some Novel Schiff’s Bases of -subsituted Isatin, Der Pharm. Chem., 2(1):28-37.
15. Chaluvaraju, KC; Zaranappa, R (2011) Synthesis and Microbiological Evaluation of some Isatin Derivatives for Antimicrobial Properties, Res. J. of Pharmaceutical, Biological and Chemical Sciences, 2(1):541.
16. B. Kahveci and A.A. Ikizler,(2000) Study of some 4,5-dihydro-1,2,4-triazole -5-one derivatives , Acta Pol. Pharm. Drug Res., 57(2),119-122.
17. N. Aggarwal, R. Kumar, P. Dureja, J.M. Khurana,( 2011), Synthesis, antimicrobial evaluation and QSAR analysis of novel nalidixic acid based 1,2,4-triazole derivatives , Eur. J. Med. Chem., 46(9), 4089-4099.
18. M. Shalini, P. Yogeeswari, D. Sriram, J.P. Stables,( 2009), Cyclization of the semicarbazone template of aryl semicarbazones: synthesis and anticonvulsant activity of 4,5-diphenyl-2H-1,2,4-triazol-3(4H)-one. Biomed. & pharm., 63(3), 187-193.
19. A.T. Mavrova, D. Wesselinova, Y.A. Tsenov, P. Denkova ,(2009) Synthesis, cytotoxicity and effects of some 1,2,4-triazole and 1,3,4-thiadiazol derivatives on immunocompetent cells, Eur. J. Med.Chem. 44(1), 63-69.
20. .Hassan A. A., Shawky A. M., and Shehatta H. S., (2011). Chemistry and heterocyclization of thiosemicarbazones. J. of Heterocyclic Chemistry, 49(1): 21–37.
21. Gaina V, Gaina C. (2007),Bismaleimides and Biscitraconimides with Bisallyl Groups, High Perform Polym.;19(2):160-174.
22. Aggarwal, N.; Kumar, K.; Dureja, P.; Khurana, J.M. Synthesis of novel nalidixic acid-based 1,3,4-thiadiazole and 1,3,4-oxadiazole derivatives as potent antibacterial agents. Chem. Biol. Drug Des., 2012, 79, 384-397.
23. Rana N., Nagham M. Aljamali , J. Majid. (2014). Synthesis, Identification of Heterocyclic Compounds and Study of Biological Activity. Asian Journal. Research Chemistry, 7(7) 664-676.
24. J.Mirek , M. Adamczyk , E. Chojnacka-Wojcik and A.Naparzewska,pol.J. Pharmacol.Pharm.30,685-693 (1978).
25. Katritzky, A. R., Yoshioka-Tarver, M., El-Gendy, B. E. D. M., & Hall, C. D. (2011). Synthesis and photochemistry of pH-sensitive GFP chromophore analogues. Tetrahedron Letters, 52(17), 2224-2227.
26. Hussain A. K. Sharba , Rida H.Al-Bayati ,Nadjet Rezki & Mohammed R. Aouad, . (2005).Synthesis of Thiadiazoles & 1,2,4-Triazoles Derived from Cyclopropane Dicarboxylic Acid, Molecules 10,1155-1156.
27. Gupta A. K.,, Prachand, S., Patel, A., and Jain, S. (2012). Synthesis of some 4-Amino-5-(substituted-phenyl)-4H-[1, 2, 4] triazole-3-thiol derivatives and Antifungal activity. Int. J. of Pharm. and Life Sci.,1857-1848, (3)7.
28. Zahraa Salim M. Al-Garawi, Ivan Hameed R. Tomi, and Ali Hussein R. Al-Daraji(2012), Synthesis and Characterization of New Amino Acid-Schiff Bases and Studies their Effects on the Activity of ACP, PAP and NPA Enzymes (In Vitro); Journal of Chemistry, 9(2), 962-969.
Published
2023-11-03
How to Cite
Rana S. Al-Shemary. (2023). Assessment of Biological and Anti-Cancer Activity, Design of Some Novel Heterocyclic Compounds, And Synthesis Based on Indole-Dione. Central Asian Journal of Medical and Natural Science, 4(6), 98-116. https://doi.org/10.17605/cajmns.v4i6.1988
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Articles
