Skeleton Reassignment of Type C Polycyclic Polyprenylated Acylphloroglucinols

Xing-Wei Yang; Jing Yang; Gang Xu

doi:10.1021/acs.jnatprod.6b00754

Skeleton Reassignment of Type C Polycyclic Polyprenylated Acylphloroglucinols

J Nat Prod. 2017 Jan 27;80(1):108-113. doi: 10.1021/acs.jnatprod.6b00754. Epub 2016 Dec 29.

Authors

Xing-Wei Yang¹, Jing Yang¹, Gang Xu¹

Affiliation

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.

PMID: 28033006
DOI: 10.1021/acs.jnatprod.6b00754

Abstract

The previous assignment of the type C skeleton of polycyclic polyprenylated acylphloroglucinols (PPAPs) was controversial and proved to be incorrect in this study. The structures of the type C PPAPs (3-6) were revised to corresponding type A structures (3a-6a) via ¹³C NMR spectroscopic analysis and a quantum computational chemistry method. Therefore, only types A and B PPAPs are likely present in plants of the family Clusiaceae.

Publication types

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

MeSH terms

Clusiaceae / chemistry*
Hypericum / chemistry*
Magnetic Resonance Spectroscopy
Molecular Structure
Phloroglucinol / analogs & derivatives
Phloroglucinol / chemistry*
Phloroglucinol / isolation & purification
Polycyclic Compounds / chemistry*

Substances

Polycyclic Compounds
Phloroglucinol