Synthesis, antimicrobial and cytotoxic evaluation of 4-(1-aryl-5-halo-2-oxo-1,2-dihydro-indol-3-ylideneamino)-N-substituted benzene sulfonamides

• Published in: Arabian Journal of Chemistry
• Main Author: Kumar M.; Narasimhan B.; Ramasamy K.; Mani V.; Mishra R.K.; Majeed A.B.A.
• Format: Article
• Language: English
• Published: Elsevier B.V. 2017
• Online Access: https://www.scopus.com/inward/record.uri?eid=2-s2.0-84903796550&doi=10.1016%2fj.arabjc.2013.11.009&partnerID=40&md5=3ff7dc332e0798031ad1935b2fdff1e8

In the present study, a series of 4-(1-aryl-5-chloro-2-oxo-1,2-dihydro-indol-3-ylideneamino)-N-substituted benzene sulfonamides (1–20) was synthesized and screened for their in vitro antimicrobial activity against Gram positive, Gram negative bacterial and fungal strains indicating that compound 19 (N-(4-(5-Bromo-1-(4-chlorobenzoyl)-2-oxoindolin-3-ylideneamino)phenylsulfonyl)-4-isopropoxybenzamide) was found to be the most active antimicrobial agent. The anticancer activity of synthesized compounds against mouse leukemic monocyte macrophage cell line (RAW 264.7) and colon cancer (HCT116) cell lines indicated that compound 16 (4-(5-Bromo-1-(4-chlorobenzoyl)-2-oxoindolin-3-ylideneamino)-N-(4,6-dimethylpyrimidin-2-yl)benzene sulfonamide) was found to be the most potent cytotoxic agent against HCT116 and compounds 17 (4-(5-Bromo-1-(4-chlorobenzoyl)-2-oxoindolin-3-ylideneamino)-N-(6-methoxypyridazin-3-yl)benzene sulfonamide) and 19 (N-(4-(5-Bromo-1-(4-chlorobenzoyl)-2-oxoindolin-3-ylideneamino)phenylsulfonyl)-4-isopropoxybenzamide) were found to be the most potent cytotoxic agents against RAW264.7 cancer cell lines. © 2013 King Saud University