Antibacterial Prenylated Acylphloroglucinols from Psorothamnus fremontii
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- 作者：Qian Yu ; Ranga Rao Ravu ; Qiong-Ming Xu ; Suresh Ganji ; Melissa R. Jacob ; Shabana I. Khan ; Bo-Yang Yu ; Xing-Cong Li
- 刊名：Journal of Natural Products
- 出版年：2015
- 出版时间：November 25, 2015
- 年：2015
- 卷：78
- 期：11
- 页码：2748-2753
- 全文大小：298K
- ISSN：1520-6025
文摘
Psorothatins A鈥揅 (1鈥?b>3), three antibacterial prenylated acylphloroglucinol derivatives, were isolated from the native American plant Psorothamnus fremontii. They feature an unusual 伪,尾-epoxyketone functionality and a 尾-hydroxy-伪,尾-unsaturated ketone structural moiety. The latter forms a pseudo-six-membered heterocyclic ring due to strong intramolecular hydrogen bonding, as indicated by the long-range proton鈥揷arbon correlations in the NMR experiments. Psorothatin C (3) was the most active compound against methicillin-resistant Staphylococcus aureus and vancomycin-resistant Enterococcus faecium, with IC50 values in the range 1.4鈥?.8 渭g/mL. The first total synthesis of 3 described herein permits future access to structural analogues with potentially improved antibacterial activities.