Chenopodolin: A Phytotoxic Unrearranged ent-Pimaradiene Diterpene Produced by Phoma chenopodicola, a Fungal Pathogen for Chenopodium album Biocontrol

被引：54

作者：

Cimmino, Alessio ^{[1
]}

Andolfi, Anna ^{[1
]}

Zonno, Maria C. ^{[2
]}

Avolio, Fabiana ^{[1
]}

Santini, Antonello ^{[3
]}

Tuzi, Angela ^{[1
]}

Berestetskyi, Alexander ^{[4
]}

Vurro, Maurizio ^{[2
]}

Evidente, Antonio ^{[1
]}

机构：

[1] Univ Naples Federico II, Dipartimento Sci Chim, I-80126 Naples, Italy

[2] CNR, Ist Sci Prod Alimentari, I-70125 Bari, Italy

[3] Univ Naples Federico II, Dipartimento Farm, I-80131 Naples, Italy

[4] Russian Acad Agr Sci, All Russian Inst Plant Protect, St Petersburg 196608, Russia

来源：

JOURNAL OF NATURAL PRODUCTS | 2013年 / 76卷 / 07期

关键词：

F-SP CUPRESSI; RICE BLAST LEAVES; ASCOCHYTA-CAULINA; IN-VITRO; PIMARANE DITERPENES; PYRICULARIA-ORYZAE; ORYZALEXIN-A; SPHAEROPSIDINS; ASCAULITOXIN; DERIVATIVES;

D O I：

10.1021/np400218z

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

A new phytotoxic unrearranged ent-pimaradiene diterpene, named chenopodolin, was isolated from the liquid culture of Phoma chenopodicola, a fungal pathogen proposed for the biological control of Chenopodium album, a common worldwide weed of arable crops such as sugar beet and maize. The structure of chenopodolin was established by spectroscopic, X-ray, and chemical methods as (1S,2S,3S,4S,5S,9R,10S,12S,13S)-1,12-acetoxy-2,3-hydroxy-6-oxopimara-7-(8),15-dien-18-oic acid 2,18-lactone. At a concentration of 2 mg/mL, the toxin caused necrotic lesions on Mercurialis annua, Cirsium arvense, and Setaria viride. Five derivatives were prepared by chemical modification of chenopodolin ftuictionalities, and some structure-activity relationships are discussed.

引用

页码：1291 / 1297

页数：7

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