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Dibrefeldins A and B, A pair of epimers representing the first brefeldin A dimers with cytotoxic activities from Penicillium janthinellum.

Abstract：

:Dibrefeldins A and B (1 and 2), two unexpected brefeldin A (BFA) dimers, as well as brefeldin F (3), brefeldin G (4), and 14-hydroxy-BFA (5), three new BFA derivatives, together with three new naturally occurring BFA derivatives (6-8) and four known analogues (9-12), were isolated from the fungus Penicillium janthinellum. Dibrefeldins A and B (1 and 2) represent the first examples of BFA dimers formed by an esterification between two BFA monomer units. Brefeldin F (3) has an α,β-unsaturated γ-lactone ring, and this moiety was first discovered in naturally occurring BFA derivatives. The structures and relative/absolute configurations of these derivatives were elucidated by extensive spectroscopic methods, 13C NMR calculations, and single-crystal X-ray diffraction. Compounds 1, 2, 8, and 9 showed excellent cytotoxic activities against six cancer cell lines with IC50 values ranging from 0.01 to 4.45 μM.

journal_name

Bioorg Chem

journal_title

Bioorganic chemistry

authors

Zeng F,Chen C,Al Chnani AA,Zhou Q,Tong Q,Wang W,Zang Y,Gong J,Wu Z,Liu J,Wang J,Zhu H,Zhang Y

doi

10.1016/j.bioorg.2019.01.042

subject

Has Abstract

pub_date

2019-05-01 00:00:00

pages

176-182

eissn

0045-2068

issn

1090-2120

pii

S0045-2068(18)31301-4

journal_volume

86

pub_type

杂志文章

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