Cytotoxicity study of reaction products between isatin and furan
DOI:
https://doi.org/10.3329/bjp.v4i2.2381Keywords:
Brine shrimp, Cytotoxicity, Furan insertion, IsatinAbstract
Isatin, 5-chloroisatin, 7-bromoisatin and 7-ethylisatin on treatment with furan in presence of diethylamine yield furan moiety inclusion products bis-diisatin [3,3´] furan, bis-[5,5´] dichlorodiisatin [3,3´] furan, bis-[7,7´] dibromodiisatin [3,3´] furan and bis-[7,7´] diethyldiisatin [3,3´] furan respectively in moderate yields. The cytotoxicity of these compounds was studied by the brine shrimp lethality bioassay and the Structure Activity Relationships (SAR) of these compounds has been discussed. The present study shows that the compound bis-[7,7´] dibromodiisatin [3,3´] furan had pronounced cytotoxicity whereas compounds bis-[5,5´] dichlorodiisatin [3,3´] furan and bis-[7,7´] diethyldiisatin [3,3´] furan were moderately active. It is remarkable that the constituent, Y = -Br at seven position in the benzene ring has greater activity than ethyl and chlorine atom.
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Bhamaria RP, Deliwala CV. In vitro effect of 1-acyl-4-alkyl-(or aryl)-thiosemicarbazides 1-(5-chlorosalisylidine)-4-alkyl-(or aryl)-thiosemicarbazones and some hydrazones of 5-cholorosalisyldehyde against pathogenic bacteria including mycobacterium tuberculosis (H37Rv). Indian J Exp Biol. 1968; 6: 62-63.
Chen H, Rhodes J. Schiff base forming drugs: Mechanism of immune potentiation and therapeutic potential. J Mol Med. 1996 ; 74: 497-504.
Holla BS, Rao, Shridhara K, Akberali PM. Studies on arylfuran derivatives. Part XI. Synthesis, characterization and biological studies on some mannich base carrying 2,4-dichloro-phenylfurfural moiety. Farmaco 2000; 55: 388-44.
Hoque MM, Islam MR. Cytotoxicity study of some indophenines and isatin derivartives. Bangladesh J Pharmacol. 2008; 3: 21-26.
Islam MR, Abedin MJ, Duddeck H. Synthesis of 1-methyl bis-dioxopyrolino [2,3: 2,3: 6,5] benzene and its heterocycles via thicarbahydrazone, thiosemicarbazone. J Bangladesh Chem Soc. 1998; 1: 71-78.
Islam MR, Abedin MJ. Khayer K. Synthesis of some 5-spiro-(5´-methylisatin)-4-N-acetyl-2-acetylamino-?2-1,3,4-ylisatin-3-hydrazino)-?2-1,3,4-thiadiazolines. Indian J Chem. 2001; 40B: 240-46.
Meyer BN, Ferringni NR, Putnam JE, Jacobsen LB, Nichols DE, Melaughlin JL. Brine shrimp: A convenient general bioassay for bioactive plant constituent. Plant Med. 1982; 45: 31-34.
Solis PN, Wright CW, Anderson MM, Gupta MP, Phillipson JD. A micorwell cytotoxicity assays, using Artemia salina (brine shrimp). Plant Med. 1993; 59: 250-52.
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