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Design, semisynthesis and potent cytotoxic activity of novel 10-fluorocamptothecin derivatives.

Abstract：

:Fluorination is a well-known strategy for improving the bioavailability of bioactive molecules in the lead optimization phase of drug discovery projects. In an attempt to improve the antitumor activity of camptothecins (CPTs), novel 10-fluoro-CPT derivatives were designed, synthesized and evaluated for cytotoxicity against five human cancer cell lines (A-549, MDA-MB-231, KB, KB-VIN and MCF-7). All of the derivatives showed more potent in vitro cytotoxic activity than the clinical CPT-derived drug irinotecan against the tumor cell lines tested, and most of them showed comparable or superior potency to topotecan. Remarkably, compounds 16b (IC50, 67.0nM) and 19b (IC50, 99.2nM) displayed the highest cytotoxicity against the multidrug-resistant (MDR) KB-VIN cell line and merit further development as preclinical drug candidates for treating cancer, including MDR phenotype. Our study suggested that incorporation of a fluorine atom into position 10 of CPT is an effective method for discovering new potent CPT derivatives.

journal_name

Bioorg Med Chem Lett

journal_title

Bioorganic & medicinal chemistry letters

authors

Yang CJ,Song ZL,Goto M,Hsu PL,Zhang XS,Yang QR,Liu YQ,Wang MJ,Morris-Natschke SL,Shang XF,Lee KH

doi

10.1016/j.bmcl.2017.09.012

subject

Has Abstract

pub_date

2017-10-15 00:00:00

pages

4694-4697

issue

20

eissn

0960-894X

issn

1464-3405

pii

S0960-894X(17)30891-0

journal_volume

27

pub_type

杂志文章

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