Synthesis and anti-cancer activity evaluation of 5-(2-carboxyethenyl)-isatin derivatives

Synthesis and cytotoxic studies of novel 5-phenylisatin derivatives and their anti-migration and anti-angiogenic evaluation

“…When contemplating a new class of 1,5-substituted isatin structure that could avoid the metabolically liabile acrylic acid ester group found in compound 5e61 while maintaining its biological potency, we envisaged a general structure compound 5e61 ( Fig. 1) [14]. It can bear a various of aromatic groups at the C-5 position, that carry some structural similarity in terms of their size and conjugation property, whereas the in vivo Michael addition liability of the 5-acrylic acid ester group could be eliminated.…”

“…Previously, we reported some 5-(2carboxyethenyl)isatin derivatives as anticancer agents, and found that the combination of a 5-[trans-2-(methoxycarbonyl)ethen-1yl] group and a 1-(4-methoxybenzyl) group (compound 5e61, Fig. 1) in isatin significantly enhanced it's cytotoxic activity [14]. However, further research on this molecule indicated that the presence of a metabolically unstable acrylic ester moiety on the C-5 position is the key to its in vivo efficacy.…”

Synthesis of Novel Class of <i>N</i>-Alkyl-isatin-3-iminobenzoic Acid Derivatives and Their Biological Activity in Zebrafish Embryos and Human Cancer Cell Lines

“…These compounds were designed based on the reported biological activities of isatin itself (I), semaxanib (SU5416) II, and sunitinib III, (previously known as SU11248), Beside FDA approved anti-cancer drug for the treatment of renal cell carcinoma and gastric cancer, the Sunitinib is also in phase I/II clinical trial for the treatment of acute myeloid leukemia 32) via inhibiting the FLT3 gene [33][34][35] . Finally, other derivatives IV 15,36) [ 13,24], which have been reported with strong anticancer activity ( Figure 10 The zebrafish embryos did not develop blood vessels when treated with 1 µM SU-5416, but positive o-dianisidine staining indicated that this tyrosine kinase inhibitor did not affect the blood cells formation in zebrafish embryos. In contrast, compounds 3c and 3f specifically inhibited blood cell formation, but did not affect the blood vessel formation in zebrafish embryos, whereas the other compounds did not affect the zebrafish embryos.…”

“…Many of its derivatives have been synthesized and have been reported to possess novel pharmacological effects [13][14][15] . In this study, we have reported the synthesis and biological activity of six N-alkyl-isatin-3-iminobenzoic acid derivatives.…”

Synthesis, Characterization and DPPH Scavenging Assay of Isatin Related Spiroheterocyclic Compounds

“…Isatin (1-H-indole-2,3-dione) and its derivatives possess diverse biological and pharmacological activities and are widely used as a starting material for the synthesis of a broad range of heterocyclic compound substrates for drug synthesis [1] . Isatin is a heterocyclic compound and derivatives of isatin possess biological activities such as antimicrobial [2] , antibacterial, antifungal [3] , antiviral [4] , antiHIV [5] , anticancer [6,7] , antiproliferative [8] , antioxidant activity [9] . Spirocyclic systems containing one common carbon atom to two rings are structurally interesting [10] and naturally occurring substances being known for their wide range of biological activities [11,12] .…”