New azaphilones and chlorinated phenolic glycosides from Chaetomium elatum with caspase-3 inhibitory activity.

Abstract:

:Three new azaphilones, chaetomugilin S (1), 7,5'-bis-epi-chaetoviridin A (2), and 7-epi-chaetoviridin E (3), and two new chlorinated phenolic glycosides, globosumoside A (4) and globosumoside B (5), were isolated from the crude extract of the fungal strain Chaetomium elatum No. 89-1-3-1. Their structures were determined by detailed NMR and MS spectroscopic analyses. The absolute configurations of C-7 in chaetomugilin S (1), 7,5'-bis-epi-chaetoviridin A (2), and 7-epi-chaetoviridin E (3) were assigned by CD experiments, and the absolute configurations of 1 and 2 were established by X-ray crystallography. Compounds 1-3 are the first examples of 7R-configurated azaphilones with a chlorinated isochromen from Chaetomium spp. In addition, compounds 1-3 showed inhibitory activity in the cysteine aspartyl-specific protease-3 (caspase-3) enzymatic assay, with IC₅₀ values of 20.6, 10.9, and 7.9 µM, respectively.

journal_name

Planta Med

journal_title

Planta medica

authors

Chen GD,Li YJ,Gao H,Chen Y,Li XX,Li J,Guo LD,Cen YZ,Yao XS

doi

10.1055/s-0032-1315211

subject

Has Abstract

pub_date

2012-10-01 00:00:00

pages

1683-9

issue

15

eissn

0032-0943

issn

1439-0221

journal_volume

78

pub_type

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