Alkadienyl and alkenyl itaconic acids (ceriporic acids G and H) from the selective white-rot fungus Ceriporiopsis subvermispora: a new class of metabolites initiating ligninolytic lipid peroxidation

被引：16

作者：

Nishimura, Hiroshi ^{[1
]}

Sasaki, Midori ^{[1
]}

Seike, Hirofumi ^{[2
,3
]}

Nakamura, Masaharu ^{[2
,3
]}

Watanabe, Takashi ^{[1
]}

机构：

[1] Kyoto Univ, Res Inst Sustainable Humanosphere, Uji, Kyoto 6110011, Japan

[2] Kyoto Univ, Inst Chem Res, Int Res Ctr Elements Sci, Uji, Kyoto 6110011, Japan

[3] Kyoto Univ, Inst Sustainabil Sci, Uji, Kyoto 6110011, Japan

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2012年 / 10卷 / 31期

关键词：

DEGRADING FUNGUS; LINOLEIC-ACID; MANGANESE PEROXIDASE; DEGRADATION; IRON;

D O I：

10.1039/c2ob25415h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

New ceriporic acids-alkadienyl and alkenyl itaconic acids having a bis-allyl (3-[(Z,Z)-hexadec-7,10-dienyl]-itaconic acid; ceriporic acid G) and a monoene (3-[(Z)-octadec-9-enyl]-itaconic acid; ceriporic acid H) structure in their side chains-were isolated from the cultures of the selective lignin-degrading fungus Ceriporiopsis subvermispora. The new metabolites ceriporic acid G and H were synthesized by a cross-aldol condensation and a Grignard substitution reaction, respectively. Ceriporic acid G triggered the manganese peroxidase (MnP)-catalyzed lipid peroxidation and decomposed a recalcitrant non-phenolic lignin substructure model compound. Except for simple fatty acids, this is the first report of a fungal metabolite that induced ligninolytic lipid peroxidation.

引用

页码：6432 / 6442

页数：11

共 28 条

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