CHEMISTRY OF BENZOXAZINOIDS PRODUCED BY PLANTS AS PHYTOALEXIN

被引：6

作者：

HASHIMOTO, Y ^{[1
]}

ISHIZAKI, T ^{[1
]}

SHUDO, K ^{[1
]}

机构：

[1] UNIV TOKYO, FAC PHARMACEUT SCI, BUNKYO KU, TOKYO 113, JAPAN

来源：

YAKUGAKU ZASSHI-JOURNAL OF THE PHARMACEUTICAL SOCIETY OF JAPAN | 1995年 / 115卷 / 03期

关键词：

BENZOXAZINOID; PHYTOALEXIN; SUBSTITUENT EFFECT; ELECTROPHILIC REACTION; MULTI-CENTERED ELECTROPHILE; REACTION MECHANISM;

D O I：

10.1248/yakushi1947.115.3_189

中图分类号：

R9 [药学];

学科分类号：

1007 ;

摘要：

2,4-Dihydroxy-7-methoxy-2H-1,4-benzoxazin-3 (4H)-one and its desmethoxy derivative (DIMBOA and DIBOA) are major phytoalexins produced by rye, wheat, zea maize and related monocotyledoneae plants. These compounds elicit a wide variety of biological activities including antifungal and mutagenic activities. Structure-activity relationships of these compounds and their derivatives (benzoxazinoids), and the reactivity of benzoxazinoids with nucleophiles are discussed in relation to the molecular mechanism of their biological activity. The electrophilic reaction mechanism of benzoxazinoids and substituent effects of namely 7-methoxy and 2-hydroxy groups are also discussed.

引用

页码：189 / 200

页数：12

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