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

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• 作者：Jia-Qing Cao ; Xiao-Jun Huang ; Yu-Ting Li ; Ying Wang ; Lei Wang ; Ren-Wang Jiang ; Wen-Cai Ye
• 刊名：Organic Letters
• 出版年：2016
• 出版时间：January 4, 2016
• 年：2016
• 卷：18
• 期：1
• 页码：120-123
• 全文大小：404K
• ISSN：1523-7052

文摘

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.