Title of article
Absolute structure, biosynthesis, and anti-microtubule activity of phomopsidin, isolated from a marine-derived fungus Phomopsis sp.
Author/Authors
Hisayoshi Kobayashi، نويسنده , , Shiori Meguro، نويسنده , , Takeshi Yoshimoto، نويسنده , , Michio Namikoshi، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2003
Pages
5
From page
455
To page
459
Abstract
The absolute configuration of phomopsidin, a marine-derived fungal metabolite from Phomopsis sp. isolated at Pohnpei, was determined by the exciton chirality method as 6S, 7S, 8S, 11S, 12R, and 15R. The biosynthetic study using 13C-labeled precursors revealed the origin of all carbon atoms in phomopsidin, which was built by nine acetates and three methyl groups from l-methionine. Inhibitory activities of phomopsidin and its Me ester derivative against microtubule assembly were examined together with the structurally related compounds MK8383, solanapyrones, and tanzawaic acids. Phomopsidin and its (16Z)-isomer (MK8383) showed anti-microtubule activity at IC50 of 5.7 and 8.0 μM, respectively, while the Me ester and other compounds were not active at 100 μM.
Keywords
Biosynthesis , absolute stereochemistry , anti-microtubule activity , phomopsidin , marine-derived fungus
Journal title
Tetrahedron
Serial Year
2003
Journal title
Tetrahedron
Record number
1087451
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