Synthesis and antitumor activities of 3-substituted-analine derivatives: structure modifications of Tuv part of tubulysins View Full Text


Ontology type: schema:ScholarlyArticle      Open Access: True


Article Info

DATE

2018-12

AUTHORS

Mingsha Shao, Xinfa Bai, Xuan Ma, Ning Yan, Lei Yao

ABSTRACT

BACKGROUND: Tubulysins family is a kind of natural compound with potent, antitumor activity. To simplify the synthesis route and find new antitumor compounds is becoming a hotspot of research recent years. RESULTS: Starting from 3-nitrobenzoic acid, after 7 steps transformations, 12 new tubulysin analogues were synthesized by the conformational restraint and bioisostere principle. These structures are featuring 3-substituted analine moieties. All these compounds are new compounds, and the structures were characterized by 1H NMR, 13C NMR, and HRMS. The antitumor activities were screened by the MTT method using MDA-MB-231and MCF7 cells. CONCLUSIONS: Compound IIb exhibited certain antitumor activity with the IC50 value of 7.6 and 11.8 µM against MDA-MB-231 and MCF7 cells respectively. Compounds IIa-IIe had moderate antitumor activities suggested that the thiazole ring in the Tuv could be replaced by the phenyl ring. However, Compounds Ia-Ie lose antitumor activity dramatically suggested that the conformation of the Tuv was crucial for the tubulysin analogues to maintain the biological activity. More... »

PAGES

115

References to SciGraph publications

Journal

TITLE

Chemistry Central Journal

ISSUE

1

VOLUME

12

Author Affiliations

Identifiers

URI

http://scigraph.springernature.com/pub.10.1186/s13065-018-0483-5

DOI

http://dx.doi.org/10.1186/s13065-018-0483-5

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1109907550

PUBMED

https://www.ncbi.nlm.nih.gov/pubmed/30443866


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