Carapanins A-C: new limonoids from andiroba (Carapa guianensis) fruit oil

被引：0
|
作者：
Kikuchi, Takashi [1 ]
Akita, Keiko [1 ]
Koike, Hiroki [1 ]
In, Yasuko [1 ]
Yamada, Takeshi [1 ]
Tanaka, Reiko [1 ]
机构：
[1] Osaka Univ Pharmaceut Sci, 4-20-1 Nasahara, Takatsuki, Osaka 5691094, Japan
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2020年 / 18卷 / 45期
关键词：
GUIANOFRUITS;
D O I：
10.1039/d0ob01872d
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Carapanins A-C (1-3) were isolated from the fruit oil of Carapa guianensis. Compounds 1 and 2 are limonoids with unique structures. Namely, compound 1 is an andirobin-type limonoid with a C-15/C-30 gamma-lactone instead of the delta-lactone of the D-ring, and compound 2 is a mexicanolide-type limonoid with a C-16/C-30 delta-lactone ring. The absolute structures of 1 and 2 were determined using X-ray crystallography, whereas the structure of 3 was established mainly via NMR and mass spectroscopy. The inhibitory effects of 1-3 on nitric oxide production were evaluated, and it was revealed that 2 and 3 were potent nitric oxide inhibitors.
引用
收藏
页码：9268 / 9274
页数：7
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