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Alkyl-modified nucleobases with 6/5/7/5 ring systems from the insect Cyclopelta parva
Organic Chemistry Frontiers ( IF 5.4 ) Pub Date : 2021-11-05 , DOI: 10.1039/d1qo01603b
Yong-Ming Yan 1 , Heng Chen 1 , Wen-Long Chen 1 , Dai-Wei Wang 1 , Li Liao 1 , Qing Lu 1, 2 , Yong-Xian Cheng 1, 2
Affiliation  

(±)-Cyclopeltains A and B (1 and 2), two pairs of unusual alkylated adenine derivatives, were isolated from the insect Cyclopelta parva and structurally characterized. 1 and 2 both possess a 6/5/7/5 ring system arising from the alkylation of N7 and N10 by a C6 unit and the formation of a furan ring. A plausible biosynthetic pathway for 1 and 2 was proposed. Biological evaluation of the enantiomers of 1 and 2 revealed that (−)-1 and (+)-2 could inhibit the production of TNF-α and IL-6 and the expression of iNOS, COX-2, and p-NF-κB.

中文翻译:

来自昆虫 Cyclopelta parva 的具有 6/5/7/5 环系统的烷基修饰的核碱基

(±)-Cyclopeltains A 和 B(12),两对不寻常的烷基化腺嘌呤衍生物,从昆虫Cyclopelta parva中分离出来并进行了结构表征。12都具有6/5/7/5环系统,由C 6单元对N 7N 10进行烷基化并形成呋喃环而产生。提出了12 的合理生物合成途径。12的对映异构体的生物学评估表明 (-)- 1和 (+)- 2可抑制TNF-α和IL-6的产生以及iNOS、COX-2和p -NF-κB的表达。
更新日期:2021-12-01
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