Norascyronones A and B, 2,3,4- nor-Polycyclic Polyprenylated Acylphloroglucinols from Hypericum ascyron

Ya-Li Hu; Kun Hu; Ling-Mei Kong; Fan Xia; Xing-Wei Yang; Gang Xu

doi:10.1021/acs.orglett.8b04022

Norascyronones A and B, 2,3,4- nor-Polycyclic Polyprenylated Acylphloroglucinols from Hypericum ascyron

Org Lett. 2019 Feb 15;21(4):1007-1010. doi: 10.1021/acs.orglett.8b04022. Epub 2019 Jan 29.

Authors

Ya-Li Hu^{1

2}, Kun Hu¹, Ling-Mei Kong^{1

2}, Fan Xia^{1

2}, Xing-Wei Yang¹, Gang Xu¹

Affiliations

¹ State Key Laboratory of Phytochemistry and Plant Resources in West China , Kunming Institute of Botany, Chinese Academy of Sciences, and Yunnan Key Laboratory of Natural Medicinal Chemistry , Kunming 650201 , People's Republic of China.
² University of Chinese Academy of Sciences , Beijing 100049 , People's Republic of China.

PMID: 30693777
DOI: 10.1021/acs.orglett.8b04022

Abstract

Phytochemical study of Hypericum ascyron led to the characterization of norascyronones A-C (1-3), metabolites derived from bicyclic polyprenylated acylphloroglucinols by losing eight carbons (C-2/3/4 of core and the isoprenyl at C-3). Compounds 1/2 with an unprecedented 6/6/5/6 ring system should be generated via [4 + 2] intramolecular cyclization of 3. Their structures were determined by spectroscopic and X-ray diffraction data. Compounds 1 and 2 showed cytotoxicities against the SK-BR-3 cell line (IC₅₀ 4.3 and 7.8 μM).

Publication types

Research Support, Non-U.S. Gov't