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Subnudatones A and B, new trans-decalin polyketides from the cultured lichen mycobionts of Pseudopyrenula subnudata
Subnudatones A and B, new trans-decalin polyketides from the cultured lichen mycobionts of Pseudopyrenula subnudata
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Date
2020
Authors
Thuc-Huy Duong
Hung-Huy Nguyen
Thanh-Trung Le
Thanh-Nha Tran
Jirapast Sichaem
Thanh-Trung Nguyen
Thi-Phuong Nguyen
Dinh-Tri Mai
Huu-Hung Nguyen
Hoang-Duy Le
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Abstract
Chemical investigation of the cultured polyspore-derived mycobionts of a Pseudopyrenula subnudata lichen led to
the isolation of two new compounds, subnudatones A and B (1 and 2), together with four known compounds, 1-
(2-hydroxy-1,2,6-trimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl)ethanone (3), libertalide C (4), aspermytin
A (5), and 6,7-dimethoxy-4-hydroxymellin (6). Their chemical structures were elucidated by extensive 1D
and 2D NMR analysis and high resolution mass spectroscopy, and comparisons were made with the literature.
The absolute configuration of 1 was defined unambiguously using single crystal X-ray crystallography.
Compound 1 represents the first dimeric decalin polyketide to be found in nature. The in vitro cytotoxicity of 1
against two cancer cell lines (K562 and MCF-7) was evaluated. Compound 1 showed moderate cytotoxic activity
with IC50 values of 23.5 ± 1.0 and 51.9 ± 1.4 μM, respectively.
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Keywords
"Pseudopyrenula subnudata,
Subnadatones A and B,
trans-decalin polyketide,
Cytotoxicity"