141172-41-0Relevant academic research and scientific papers
Studies on pyrrolidinones: Some attempts to improve the anticancer properties of methyl N-(3,4,4′,5-tetramethoxybenzhydryl)pyroglutamate (HEI 81)
Bourry, Anne,Rigo, Benoit,Sanz, Gerard,Couturier, Daniel
, p. 119 - 124 (2002)
The synthesis of esters, amides, pyrrolidinone and succinimide analogs of a new inhibitor of tubulin polymerization, methyl N-(3,4,4′,5-tetramethoxybenzhydryl)pyroglutamate (HEI 81) was studied.
Synthesis and biological evaluation of 1‐(Diarylmethyl)‐1h‐1,2,4‐triazoles and 1‐(diarylmethyl)‐1h‐imidazoles as a novel class of anti‐mitotic agent for activity in breast cancer
Ana, Gloria,Kelly, Patrick M.,Malebari, Azizah M.,Noorani, Sara,Nathwani, Seema M.,Twamley, Brendan,Fayne, Darren,O’boyle, Niamh M.,Zisterer, Daniela M.,Pimentel, Elisangela Flavia,Endringer, Denise Coutinho,Meegan, Mary J.
, p. 1 - 59 (2021/03/16)
We report the synthesis and biochemical evaluation of compounds that are designed as hybrids of the microtubule targeting benzophenone phenstatin and the aromatase inhibitor letrozole. A preliminary screening in estrogen receptor (ER)‐positive MCF‐7 breast cancer cells identified 5‐((2H‐1,2,3‐triazol‐1‐yl)(3,4,5‐trimethoxyphenyl)methyl)‐2‐methoxyphenol 24 as a potent antiproliferative compound with an IC50 value of 52 nM in MCF‐7 breast cancer cells (ER+/PR+) and 74 nM in triple‐negative MDA‐MB‐231 breast cancer cells. The compounds demonstrated significant G2/M phase cell cycle arrest and induction of apoptosis in the MCF‐7 cell line, inhibited tubulin polymerisation, and were selective for cancer cells when evaluated in non-tumorigenic MCF‐10A breast cells. The immunofluorescence staining of MCF‐7 cells confirmed that the compounds targeted tubulin and induced multinucleation, which is a recognised sign of mitotic catastrophe. Computational docking studies of compounds 19e, 21l, and 24 in the colchicine binding site of tubulin indicated potential binding conformations for the compounds. Compounds 19e and 21l were also shown to selectively inhibit aromatase. These compounds are promising candidates for development as antiproliferative, aromatase inhibitory, and microtubule‐disrupting agents for breast cancer.
Isocombretastatins A: 1,1-Diarylethenes as potent inhibitors of tubulin polymerization and cytotoxic compounds
Alvarez, Raquel,Alvarez, Concepcion,Mollinedo, Faustino,Sierra, Beatriz G.,Medarde, Manuel,Pelaez, Rafael
experimental part, p. 6422 - 6431 (2011/02/24)
Isocombretastatins A are 1,1-diarylethene isomers of combretastatins A. We have synthesized the isomers of combretastatin A-4, deoxycombretastatin A-4, 3-amino-deoxycombretastatin A-4 (AVE-8063), naphthylcombretastatin and the N-methyl- and N-ethyl-5-indo
Synthesis and structure-activity relationship of 2-aminobenzophenone derivatives as antimitotic agents
Liou, Jing-Ping,Chang, Chun-Wei,Song, Jeng-Shin,Yang, Yung-Ning,Yeh, Ching-Fang,Tseng, Huan-Yi,Lo, Yu-Kang,Chang, Yi-Ling,Chang, Chung-Ming,Hsieh, Hsing-Pang
, p. 2556 - 2562 (2007/10/03)
A new type of inhibitor of tubulin polymerization was discovered on the basis of the combretastatin molecular skeleton. The lead compounds in this series, compounds 6 and 7, strongly inhibited tubulin polymerization in vitro and significantly arrested cel
Stilbene derivatives as anticancer agents
-
, (2008/06/13)
The present invention relates to stilbene derivatives which possess utility as anti-cancer agents. The compounds can be used to treat cancers which are susceptible to treatment therewith, and can be utilized in a method of treating such cancers. Pharmaceu
Synthesis and Evaluation of Analogues of (Z)-1-(4-Methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)ethene as Potential Cytotoxic and Antimitotic Agents
Cushman, Mark,Nagatarathnam, Dhanapalan,Gopal, D.,He, Hu-Ming,Lin, Chii M.,Hamel, Ernest
, p. 2293 - 2306 (2007/10/02)
A series of stilbenes has been prepared and tested for cytotoxicity in the five human cancer cell lines A-549 non-small cell lung, MCF-7 breast, HT-29 colon, SKMEL-5 melanoma, and MLM melanoma.The cis stilbenes 6a-f proved to be cytotoxic in all five cell
