Synthesis and biological evaluation of 2,3-diarylthiophene analogues of combretastatin A-4Electronic supplementary information (ESI) available. See DOI: 10.1039/c5md00028a

A series of novel 2,3-diarylthiophene analogues of combretastatin A-4 (CA-4) were designed with a rigid thiophene moiety to retain the cis -olefin configuration of CA-4 and were subsequently synthesised. All of the target compounds were evaluated for their in vitro anti-proliferative activities. Amo...

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Hauptverfasser: Wang, Zhan, Yang, Qingkun, Bai, Zhaoshi, Sun, Jun, Jiang, Xuewei, Song, Hongrui, Wu, Yingliang, Zhang, Weige
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Sprache:eng
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Zusammenfassung:A series of novel 2,3-diarylthiophene analogues of combretastatin A-4 (CA-4) were designed with a rigid thiophene moiety to retain the cis -olefin configuration of CA-4 and were subsequently synthesised. All of the target compounds were evaluated for their in vitro anti-proliferative activities. Among these compounds, 5f and 8d exhibited superior potency against different tumour cell lines with IC 50 values at sub-micromolar levels. Moreover, compound 8d significantly inhibited tubulin polymerisation to microtubules and caused microtubule destabilisation. In addition, a molecular modelling study of compound 8d was performed to clarify its binding mode at the colchicine site in the tubulin dimer and to provide a basis for further structure-guided design of novel CA-4 analogues. A series of novel 2,3-diarylthiophene analogues of combretastatin A-4 were synthesised and evaluated for their in vitro anti-proliferative activities.
ISSN:2040-2503
2040-2511
DOI:10.1039/c5md00028a