- Synthesis, neuro-protection and anti-cancer activities of simple isatin mannich and schiff bases
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The study of isatin, as well as its kind of derivatives, has become a hot topic for a long time. To explore the new compounds and bioactivities, in this work, a series of simple isatin Mannich and Schiff bases was synthesized through the condensation reac
- Chen, Gang,Ning, Yang,Zhao, Wei,Zhang, Yanqiu,Zhang, Yu,Hao, Xiaojiang,Wang, Ye,Mu, Shuzhen
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p. 395 - 400
(2016/05/24)
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- Synthesis and biological evaluation of 2-(5-substituted-1-((diethylamino) methyl)-2-oxoindolin-3-ylidene)-N-substituted-hydrazinecarbothioamides
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Various 5-substituted-2-(1-((diethylamino)methyl)-2-oxoindolin-3-ylidene) hydrazinecarbothioamide (4a, b) and 5-substituted-2-(1-((diethylamino)methyl)-2- oxoindolin-3-ylidene)-N-(phenyl-4-substituted)hydrazinecarbothioamide (5a-h) derivatives were synthesized. The compounds were screened for cytotoxicity against human HeLa and CEM T-lymphocytes as well as murine L1210 cells. The compounds were also screened for β-lactamase inhibitory activity, antiviral, antibacterial, and antifungal activity against various strains of microorganisms. Several of these compounds were endowed with low micromolar 50 %-cytostatic concentration (IC50) values, and some were virtually equally potent as melphalan. The most potent inhibitors against the murine leukemia cells (L1210) were also the most inhibitory against human T-lymphocyte (CEM) tumor cells. Derivative 2-(1-((diethylamino)methyl)-2-oxoindolin-3- ylidene)-N-(4-methoxyphenyl)hydrazinecarbothioamide 5c emerged as the most potent cytostatic compound among the tested compounds. Derivatives 4b, 5a, 5b, and 5d showed antiviral activity against HEL cell cultures (IC50 11-20 μM). Moderate antimicrobial activity was observed for all derivatives. The encouraging cytostatic and antiviral activity data provide an adequate rationale for further modification of these molecular scaffolds. Graphical abstract: Derivative 5c (1.9-4.4 μM) emerged as the most potent cytostatic compound among the tested compounds. Derivatives 4b, 5a, 5b, and 5d showed antiviral activity against HEL cell cultures (IC50 11-20 μM). [Figure not available: see fulltext.]
- Karki, Subhas S.,Kulkarni, Amol A.,Kumar, Sujeet,Veliyath, Suresh Kumar,De Clercq, Erik,Balzarini, Jan
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p. 2014 - 2022
(2013/07/26)
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- Hybrid pharmacophore design and synthesis of isatin-benzothiazole analogs for their anti-breast cancer activity
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A hybrid pharmacophore approach was used to design and synthesize isatin-benzothiazole analogs to examine their anti-breast cancer activity. The cytotoxicity of these compounds were determined using three different human breast tumor cell lines, MDA-MB231, MDA-MB468, MCF7, and two non-cancer breast epithelial cell lines, 184B5 and MCF10A. Although all compounds examined were quite effective on all the cancer cell lines examined, the compounds 4-bromo-1-diethylaminomethyl-1H-indole-2,3-dione (21) and 4-chloro-1- dimethylaminomethyl-3-(6-methyl-benzothiazol-2-ylimino)-1,3-dihydroindol-2-one (5e) emerged as the most active compounds of this series. Importantly, the cytotoxic effect of 21 was 10-15-fold higher on cancer than non-cancer cells, suggesting that this compound can be very effective for the control of breast cancer with low side effects. Since 21 showed effective cytotoxicity on MCF7 cells and arrested the cells at G2/M at a similar concentration, these two phenomena may be closely correlated. We conclude that the isatin-linked benzothiazole analog can serve as a prototype molecule for further development of a new class of anti-breast cancer agents.
- Solomon, V. Raja,Hu, Changkun,Lee, Hoyun
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experimental part
p. 7585 - 7592
(2011/02/23)
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