Callistrilones A and B, Triketone-Phloroglucinol-Monoterpene Hybrids with a New Skeleton from Callistemon rigidus

被引:73
作者
Cao, Jia-Qing [1 ]
Huang, Xiao-Jun [1 ,2 ]
Li, Yu-Ting [1 ]
Wang, Ying [1 ,2 ]
Wang, Lei [1 ,2 ]
Jiang, Ren-Wang [1 ]
Ye'tt, Wen-Cai [1 ,2 ]
机构
[1] Jinan Univ, Coll Pharm, Inst Tradit Chinese Med & Nat Prod, Guangzhou 510632, Guangdong, Peoples R China
[2] Jinan Univ, JNU HKUST Joint Lab Neurosci & Innovat Drug Res, Guangzhou 510632, Guangdong, Peoples R China
基金
中国国家自然科学基金;
关键词
3 UNUSUAL MEROTERPENOIDS; DIELS-ALDER ADDUCTS; LEAVES; ACYLPHLOROGLUCINOLS;
D O I
10.1021/acs.orglett.5b03360
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first triketone-phloroglucinol-monoterpene hybrids, callistrilones A and B (1 and 2), along with a postulated biosynthetic intermediate (3) were isolated from the leaves of Callistemon rigidus. Compounds 1 and 2 featured a new carbon skeleton with an unprecedented [1]benzofuro-[2,3-a]xanthene or [1]benzofuro[3,2-b]xanthene pentacyclic ring system composed of three kinds of building blocks. Their structures and absolute configurations were elucidated by spectroscopic analysis, X-ray diffraction, and electronic circular dichroism (ECD) calculations. A plausible biogenetic pathway for the new compounds is also proposed. Compound 1 exhibited moderate antibacterial activity against Gram-positive bacteria including multiresistant strains.
引用
收藏
页码:120 / 123
页数:4
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