ISATIN SCHIFF BASE -AN OVERVIEW

 

 

Anticancer activities
Hoyun Lee et. al., reported the hybrid pharmacophore design and synthesis of isatin benzothiazole analogs (13). All examined compounds were quite effective on all the cancer cell lines examined. The compounds 4-bromo-1-diethylaminomethyl-1H-indole-2,3-dione and 4-chloro-1-dimethylaminomethyl-3-(6-methyl-benzothiazol-2-ylimino)-1,3-dihydroindol-2-one emerged as the most active compounds of this series (Hoyun L et. al., 2009).

13

Abadi et. al., reported the synthesis of 3-substituted-2-oxoindoles (14). Compounds were tested for potential antiangiogenic properties, and also tested for in vitro antitumor properties against MCF7 (breast), NCI-H460 (lung) and SF268 (CNS) cancer cell lines (Ashraf H Abadi et. al.,  2006).

14

Sarangapani Manda et. al., reported the synthesis of certain 3-{4-(5-mercapto-1, 3, 4-oxadiazole- 2- yl)phenylimino}indolin-2-one derivatives. All derivatives 15 were screened for anticancer activity against HeLa cancer cell lines using MTT assay (Sarangapani M et. al., 2011).

15

N. H Eshba et. al., had synthesized 5-(2-oxo-3-indolinyl) thiazolidine-2,4-dione having positions 1 and 3 of the isatin and thiazolidine rings, respectively, substituted by various Mannich bases 16 and screen for anticancer activity (Eshbha NH and Salama HM, 1985).

16

Anti-Inflammatory activity
Gummadi Sridhar Babu et. al., reported the synthesis, characterization and evaluation of Novel N-(1H benzimidazol- 2-yl)-2-isatinylidene-hydrazinecarboxamide (17). Anti-inflammatory data revealed that the compounds possess significant activity which is on a par with the standard ligand (Gummadi SB et. al., 2010).

17

B. Durga Prasad et. al., reported the synthesis, characterization of isatin derivatives (18). All the synthesized isatin derivatives have been investigated for their anti-inflammatory activity (Durga PB  et. al., 2012).

18

Panda et. al., reported the synthesis of some isatin nucleus (19). The synthesized compounds were screened for their analgesic and anti-inflammatory agents (Panda J, 2012).

19

Perumal Panneerselvam et. al., reported the synthesis of some novel Schiff’s bases of 5- subsituted Isatin (20). These synthesized compounds were investigated for analgesic (Tail immersion method), anti-inflammatory (carrageenan- induced paw oedema method) activity (Perumal P et. al., 2010)

20

Maharaj Pogula et. al., reported the synthesis of new isatin derivatives (21). The synthesized derivatives were evaluated for in vivo anti-inflammatory activity. The compounds unsubstituted compounds 5-chloro, 5-fluoro, 6-bromo were found to have moderate potent activity (Maharaj P et. al., 2012)

21

Anti HIV Activity
Dharmarajan Sriram et. al., reported the synthesis of aminopyrimidinimino isatin analogues Compound 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7[[N-4-[3’-(4’-amino 5’trimethoxybenzylpyrimidin-2’-yl)imino-1’-isatinyl] methyl]N-1-piperazinyl]-3-quinoline carboxylic acid (22) emerged as the most potent broad-spectrum chemotherapeutic agent active against HIV, HCV (Dharmarajan S et. al., 2005)

22

S. N. Pandey et. al., reported the synthesis of 1-[N, N-dimethylaminomethyl]isatin-3-[1'(6''-chlorobenzothiazol-2''-yl)] by reacting 3-[-1-(-6-chlorobenzothiazol-2-yl)thiosemicarbazone] and formalin with dimethylamine (23). The synthesized compounds were screened for anti-HIV activity at HIV-1(III B) in MT-4 cells (Pandeya SN et. al., 1999)

23

S. N. Pandey et. al., reported synthesized Schiff bases of isatin derivatives with sulfodoxine (24). All the compounds showed notable activity. The piperidino methyl compounds were found to be the most active ones in the series (Pandeya SN et. al., 1998).

24

Y. Teiltz et. al., reported synthesis of N-methyl isatin-β-4',4'-diethylthiosemicarbazone (25) and shown inhibition of HIV by their action on reverse transcriptase, viral structural proteins (Teitz Y et. al., 1993).

25

CNS depressant activity
Prince P Sharma et. al., reported the synthesis of some novel isatin schiff’s bases (26). These compounds were screened for anticonvulsant activity (Prince PS et. al., 2009).

26

Sivakumar Smitha et. al., reported the synthesis of N-Acetyl/Methyl Isatin derivatives (27). The synthesized compounds were screened for their anticonvulsant and Sedative-Hypnotic activities. The synthesized compounds showed significant sedative-hypnotic activity (Sivakumar S et. al., 2008)

27

S N Pandey et. al., had synthesized isatin-3-hydrazone by isain, para bromo and phenoxy acetyl hydrazide with glacial acetic acid (28) which showed anticonvulsant activity (Pandeya SN et. al., 2002)

28

Krishan Nand Singh et. al., had been synthesized (3Z)-5-bromo-1-methyl-3-[(4- nitrophenyl)imino]-1,3-dihydro-2H-indol-2-one by reacting 5-substituted N-methyl/N-acetyl isatin and aromatic amine (29) with glacial acetic acid and has shown to possess good anticonvulsant activity (Singh KN et. al., 2004).

29

Antiviral activity
Sriram et. al., reported the synthesis of a novel series of lamivudine prodrugs involving N4- substitution with isatin derivatives (30). The synthesized compounds showed in-vitro antiretroviral activities and one compound was found to be equipotent to lamivudine with EC50 OF 0.0742 ± 0.04 μM (Sriram D et. al., 2005).

30

Antioxidant activity
C.R. Prakash et. al., reported the synthesis of some novel isatin derivatives and analogs (31). These compounds were screened for antioxidant activity. In this method, the compound 3-(4-(4-dimethylaminobenzylideneamino) phenylimino) indoline-2-one showed highest antioxidant activity (Prakash CR et. al., 2011).

31

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