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Carapanins A–C: new limonoids from andiroba (Carapa guianensis) fruit oil
Organic & Biomolecular Chemistry ( IF 3.2 ) Pub Date : 2020-11-06 , DOI: 10.1039/d0ob01872d
Takashi Kikuchi 1 , Keiko Akita 1 , Hiroki Koike 1 , Yasuko In 1 , Takeshi Yamada 1 , Reiko Tanaka 1
Affiliation  

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 γ-lactone instead of the δ-lactone of the D-ring, and compound 2 is a mexicanolide-type limonoid with a C-16/C-30 δ-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.

中文翻译:

Carapanins A–C:来自 andiroba (Carapa guianensis) 果油的新柠檬苦素

Carapanins A-C ( 1-3 ) 是从Carapa guianensis的果实油中分离得到的。化合物12是具有独特结构的柠檬苦素。即化合物1是具有C-15/C-30 γ-内酯而不是D-环的δ-内酯的andirobin型柠檬苦素,化合物2是具有C-16/C的墨西哥内酯型柠檬苦素-30 δ-内酯环。12的绝对结构使用 X 射线晶体学确定,而3的结构主要通过NMR 和质谱确定。1-3的抑制作用对一氧化氮的产生进行了评估,结果表明23是有效的一氧化氮抑制剂。
更新日期:2020-11-06
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