27664-01-3Relevant academic research and scientific papers
Substituted spirooxindole derivatives as potent anticancer agents through inhibition of phosphodiesterase 1
Barakat, Assem,Islam, Mohammad Shahidul,Ghawas, Hussien Mansur,Al-Majid, Abdullah Mohammed,El-Senduny, Fardous F.,Badria, Farid A.,Elshaier, Yaseen A. M. M.,Ghabbour, Hazem A.
, p. 14335 - 14346 (2018/04/27)
Spirooxindole is a promising chemo therapeutic agent. Possible targets include cancers of the liver, prostate, lung, stomach, colon, and breast. Here, we demonstrate a one-pot three-component reaction via a [3 + 2] cycloaddition/ring contraction sequence of a dipolarophile (activated alkene) with in situ-generated azomethine ylide (1,3-dipoles) without the use of any catalyst. The reaction provides efficient access to synthetically useful and biologically important spirooxindoles in high yield (69-94%) with high diastereoselectivity. The synthesized compounds were subjected to cytotoxicity evaluation using colorectal cancer (HCT-116), hepatocellular carcinoma (HepG2), and prostate cancer (PC-3) cells. Compounds 4i, 4j, and 4k showed potent cytotoxic activity and high selectivity against HCT-116 cells when compared to cisplatin. Meanwhile compound 4d retained high cytotoxic activity and selectivity against HepG2 and PC-3 cells in comparison to cisplatin. The mechanism of compound 4d was further studied using phosphodiesterase 1 enzyme and showed 74.2% inhibitory activity. A possible binding mode for compound 4d to PDE-1 was investigated by molecular modeling using OpenEye software. Pose predictions for the active compounds were demonstrated by ROCS alignments. Compound 4d has a special geometry and differs from other active compounds.
Synthesis and biological evaluation of indolyl chalcones as antitumor agents
Kumar, Dalip,Kumar, N. Maruthi,Akamatsu, Kanako,Kusaka, Eriko,Harada, Hiroshi,Ito, Takeo
experimental part, p. 3916 - 3919 (2010/08/20)
A series of indolyl chalcones were synthesized and evaluated in vitro for their anticancer activity against three human cancer cell lines. Compounds 3b-d, 3h, 3j, 3l, 3m, 4g, and 4j showed significant cytotoxicity, particularly, indolyl chalcones 3l and 3
Synthesis and antiinflammatory activity of heterocyclic indole derivatives
Rani, Preeti,Srivastava,Kumar, Ashok
, p. 449 - 452 (2007/10/03)
Chalcones of indole 1-5 and their corresponding products; pyrazolines 6-10 and azo compounds 11-15 were synthesised and evaluated for their antiinflammatory activity against carrageenan induced oedema in albino rats at a dose of 50 mg kg-1 oral
Synthesis of some new benzothia/oxazepinyl indoles as an antipsychotic agents
Bajaj, Kiran,Szivastava,Lata,Chandra, Ramesh,Kumar, Ashok
, p. 1723 - 1728 (2007/10/03)
Some new 3-(2′-substitutedaryl-2′,3′-dihydro-1′, 5′-benzothia/oxazepin-4′-yl)indoles 3a-h, 3-(2′-substitutedaryl-3′-substitutedarylaminomethylene-2′, 3′-dihydro-1′,5′-benzothia/oxazepin-4′-yl)indoles 4a-p and 3-(2′-substitutedaryl-3′-substitutedarylazo-2′
