34023-78-4Relevant academic research and scientific papers
Synthesis of new 3-heteroarylindoles as potential anticancer agents
Abdelhamid, Abdou O.,Gomha, Sobhi M.,Abdelriheem, Nadia A.,Kandeel, Saher M.
, (2016)
2-(3-(1H-Indol-3-yl)-5-(p-tolyl)-4,5-dihydro-1H-pyrazol-1-yl)-4-substituted-5-(substituted diazenyl)thiazoles and 2-(1H-indol-3-yl)-9-substituted-4,7-disubstituted pyrido[3,2-e][1,2,4]triazolo [4,3-a]pyrimidin-5(7H)-ones were synthesized via reaction of hydrazonoyl halides with each of 3-(1H-indol-2-yl)-5-(p-tolyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide and 7-(1H-indol-3-yl)-2-thioxo-5-substituted-2,3-dihydropyrido[2,3-d]pyrimidin-4(1H)-ones, respectively. Also, hydrazonoyl halides were reacted with N'-(1-(1H-indol-3-yl)ethylidene)-2-cyanoacetohydrazide to afford 1,3,4-thiadiazole derivatives. Structures of the new synthesis were elucidated on the basis of elemental analysis, spectral data, and alternative synthetic routes whenever possible. Fifteen of the new compounds have been evaluated for their antitumor activity against the MCF-7 human breast carcinoma cell line. The results indicated that many of the tested compounds showed moderate to high anticancer activity when compared with doxorubicin as a reference drug.
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 activity of some novel indoles
Pathak, Devender,Sharma, Gyanendra Kumar,Sharma, Vikas,Agarwal, Shalini
, p. 401 - 402 (2013/09/24)
Pyrazolines 6-10 were synthesized and evaluated for their antimicrobial and antiinflammatory activity. All the synthesized substituted indoles have shown good antibacterial activity against gram negative bacterial strains Klebsiella pneumoniae and Escherichia coli and good antifungal activity against A. niger and C. albicans. All the compounds of this series showed promising antiinflammatory activity. The compound 3-[5-(3-Chloro-phenyl)-2-pyrazolin-3-yl] indole (7) was found to be most potent antiinflammatory agent which has shown better ED50than the standard drug indomethacin.
