Identification of a Degradation Intermediate of the Momilactone A Rice Phytoalexin by the Rice Blast Fungus

被引：8

作者：

Imai, Takuya ^{[1
]}

Ohashi, Yuko ^{[2
]}

Mitsuhara, Ichiro ^{[2
]}

Seo, Shigemi ^{[2
]}

Toshima, Hiroaki ^{[1
]}

Hasegawa, Morifumi ^{[1
]}

机构：

[1] Ibaraki Univ, Coll Agr, Ami, Ibaraki 3000393, Japan

[2] Natl Inst Agrobiol Sci, Plant Microbe Interact Res Unit, Tsukuba, Ibaraki 3058602, Japan

来源：

BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY | 2012年 / 76卷 / 02期

关键词：

phytoalexin; rice; blast fungus; detoxification; momilactone; DETOXIFICATION; METABOLISM; LACTONES; PLANTS; LEAVES;

D O I：

10.1271/bbb.110756

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

We have already shown that major rice diterpene phytoalexin, momilactone A, was detoxified by Magnaporthe oryzae. We report here the identification by NMR, MS, and chemical synthesis of 3,6-dioxo-19-nor-9 beta-pimara-7,15-diene (1) as the degradation intermediate. Compound 1 exhibited similar antifungal activity to that of momilactone A, indicating 1 to be a precursor of possible detoxified compounds.

引用

收藏

页码：414 / 416

页数：3

相关论文

共 10 条

[1] Plant-fungal interactions: the search for phytoalexins and other antifungal compounds from higher plants [J].

Grayer, RJ ;

Kokubun, T .

PHYTOCHEMISTRY, 2001, 56 (03) :253-263

[2] Phytoalexin Accumulation in the Interaction Between Rice and the Blast Fungus [J].

Hasegawa, Morifumi ;

Mitsuhara, Ichiro ;

Seo, Shigemi ;

Imai, Takuya ;

Koga, Jinichiro ;

Okada, Kazunori ;

Yamane, Hisakazu ;

Ohashi, Yuko .

MOLECULAR PLANT-MICROBE INTERACTIONS, 2010, 23 (08) :1000-1011

[3] CHEMICAL-TRANSFORMATIONS OF DITERPENE LACTONES MOMILACTONE-A AND MOMILACTONE-B [J].

KATO, T ;

AIZAWA, H ;

TSUNAKAWA, M ;

SASAKI, N ;

KITAHARA, Y ;

TAKAHASHI, N .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1977, (03) :250-254

[4]

KATO T, 1973, Tetrahedron Letters, V39, P3861

[5] GROWTH AND GERMINATION INHIBITORS IN RICE HUSKS [J].

KATO, T ;

TSUNAKAWA, M ;

SASAKI, N ;

AIZAWA, H ;

FUJITA, K ;

KITAHARA, Y ;

TAKAHASHI, N .

PHYTOCHEMISTRY, 1977, 16 (01) :45-48

[6] PHYTOALEXINS, STRESS METABOLISM, AND DISEASE RESISTANCE IN PLANTS [J].

KUC, J .

ANNUAL REVIEW OF PHYTOPATHOLOGY, 1995, 33 :275-297

[7] Purification and identification of antimicrobial sesquiterpene lactones from yacon (Smallanthus sonchifolius) leaves [J].

Lin, FQ ;

Hasegawa, M ;

Kodama, O .

BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 2003, 67 (10) :2154-2159

[8] Induced volatiles in elicitor-treated and rice blast fungus-inoculated rice leaves [J].

Obara, N ;

Hasegawa, M ;

Kodama, O .

BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 2002, 66 (12) :2549-2559

[9] Metabolism and detoxification of phytoalexins and analogs by phytopathogenic fungi [J].

Pedras, MSC ;

Ahiahonu, PWK .

PHYTOCHEMISTRY, 2005, 66 (04) :391-411

[10]

VANETTEN HD, 1989, ANNU REV PHYTOPATHOL, V27, P143, DOI 10.1146/annurev.py.27.090189.001043