Terreusinone, a novel UV-A protecting dipyrroloquinone from the marine algicolous fungus Aspergillus terreus

被引：46

作者：

Lee, SM

Li, XF

Jiang, HL

Cheng, JG

Seong, S

Choi, HD

Son, BW ^{[1
]}

机构：

[1] Pukyong Natl Univ, Dept Chem, Pusan 608737, South Korea

[2] Chinese Acad Sci, Shanghai Inst Mat Med, Dept Med Chem, Shanghai 200031, Peoples R China

[3] Soongsil Univ, Comp Aided Mol Design Res Ctr, Seoul 156743, South Korea

[4] Dongeui Univ, Dept Chem, Pusan 614714, South Korea

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 42期

关键词：

Aspergillus terreus; marine algicolous fungus; terreusinone; dipyrroloquinone; UV-A protection; quantum chemistry calculation;

D O I：

10.1016/j.tetlet.2003.08.101

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel chiral dipyrrolobenzoquinone derivative, terreusinone (1), has been isolated as a potent UV-A protectant from the marine algicolous fungus Aspergillus terreus. The structure and absolute stereochemistry of the new compound was established by spectral interpretation, Horeau's method and quantum chemistry calculations as 2,6-bis[(IR)-1-hydroxyisobutyl]-1H,5H-pyrrolo[2,3-b]indole-4,8-dione (1). Compound 1 exhibited a UV-A absorbing activity with ED50 value of 70 mug/mL. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：7707 / 7710

页数：4

共 12 条

[1] NMR and calculational studies on the regioselective lithiation of 1-methoxynaphthalene [J].