Two novel aromatic valerenane-type sesquiterpenes from the Chinese green alga Caulerpa taxifolia

Shui-Chun Mao; Yue-Wei Guo; Xu Shen

doi:10.1016/j.bmcl.2006.02.074

Two novel aromatic valerenane-type sesquiterpenes from the Chinese green alga Caulerpa taxifolia

Bioorg Med Chem Lett. 2006 Jun 1;16(11):2947-50. doi: 10.1016/j.bmcl.2006.02.074. Epub 2006 Mar 24.

Authors

Shui-Chun Mao¹, Yue-Wei Guo, Xu Shen

Affiliation

¹ State Key Laboratory of Drug Research, Institute of Materia Medica, Shanghai Institute for Biological Sciences, Chinese Academy of Sciences, Zu Chong Zi Rd. 555, Zhangjiang Hi-Tech Park, Shanghai 201203, PR China.

PMID: 16563751
DOI: 10.1016/j.bmcl.2006.02.074

Abstract

Caulerpal A (2) and B (3), two novel sesquiterpenes possessing an uncommon aromatic valerenane-type carbon skeleton, along with one known metabolite, caulerpin (4), have been isolated from the Chinese green alga Caulerpa taxifolia (Vahl) C. Agardh. Their structures and relative stereochemistry were elucidated on the basis of extensive spectroscopic analysis. Compounds 2-4 were evaluated for their inhibitory activity against hPTP1B and the result showed that only compound 4 had a strong PTP1B inhibitory activity with an IC50 value of 3.77 microM.

Publication types

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

MeSH terms

Caulerpa / chemistry*
China
Humans
Molecular Structure
Protein Tyrosine Phosphatase, Non-Receptor Type 1
Protein Tyrosine Phosphatases / antagonists & inhibitors
Protein Tyrosine Phosphatases / metabolism
Sesquiterpenes / chemistry*
Sesquiterpenes / pharmacology

Substances

Sesquiterpenes
PTPN1 protein, human
Protein Tyrosine Phosphatase, Non-Receptor Type 1
Protein Tyrosine Phosphatases