Photooxygenation of nimonol, a tetranortriterpenoid from Azadirachta indica. A.!Juss

被引：7
|
作者：
Gopalakrishnan, G [1 ]
Singh, NDP [1 ]
Kasinath, V [1 ]
机构：
[1] SPIC Sci Fdn, Ctr Nat Prod, Guindy 600032, Chennai, India
来源：
MOLECULES | 2002年 / 7卷 / 02期
关键词：
photooxygenation; tetranortriterpenoid; singlet oxygen; antifeedant;
D O I：
10.3390/70200112
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：
Nimonol (1), a tetranortriterpenoid isolated from the leaves of Azadirachta indica A. Juss (Meliaceae), upon photolysis undergoes both Diels-Alder and ene reactions with singlet oxygen at different sites leading to 14,15,20,21-diepoxy-23-nimonolactone (3), along with nimonolide (4), which have been well-characterised. The novelty of the reported reactions lies in hitherto unreported formation of an a-epoxide in the ring D in tetranortriterpenoids. The photoproduct 4 exhibited antifeedancy comparable to that of azadirachtin-A, the most potent antifeedant constituent isolated from neem.
引用
收藏
页码：112 / 118
页数：7
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