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A-ring and E-ring modifications of the cytotoxic alkaloid Luotonin A: Synthesis, computational and biological studies.

Abstract：

:A series of new Luotonin A derivatives with substituents at rings A and E was synthesized, together with some E-ring-unsubstituted derivatives. Subsequently, the compound library was examined in silico for their binding into a previously proposed site in the DNA/topoisomerase I binary complex. Whereas no convincing correlation between docking scores and biological data from in vitro assays could be found, one novel 4,9-diamino Luotonin A derivative had strong antiproliferative activity based on massive G2/M phase arrest. As this biological activity clearly differs from the reference compound Camptothecin, this strongly indicates that at least some Luotonin A derivatives may be potent antiproliferative agents, however with a different mode of action.

journal_name

Bioorg Med Chem

journal_title

Bioorganic & medicinal chemistry

authors

Ibric A,Battisti V,Deckardt S,Haller AV,Lee C,Prötsch C,Langer T,Heffeter P,Schueffl HH,Marian B,Haider N

doi

10.1016/j.bmc.2020.115443

subject

Has Abstract

pub_date

2020-05-01 00:00:00

pages

115443

issue

9

eissn

0968-0896

issn

1464-3391

pii

S0968-0896(20)30253-4

journal_volume

28

pub_type

杂志文章

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