New laurane-type sesquiterpenoids from the Chinese red alga Laurencia okamurai Yamada

Xiao-Lu Li; Wen-Fei He; Jia Li; Le-Fu Lan; Xu-Wen Li; Yue-Wei Guo

doi:10.1080/10286020.2015.1102135

New laurane-type sesquiterpenoids from the Chinese red alga Laurencia okamurai Yamada

J Asian Nat Prod Res. 2015;17(12):1146-52. doi: 10.1080/10286020.2015.1102135. Epub 2015 Dec 10.

Authors

Xiao-Lu Li, Wen-Fei He, Jia Li, Le-Fu Lan, Xu-Wen Li, Yue-Wei Guo¹

Affiliation

¹ a State Key Laboratory of Drug Research , Shanghai Institute of Materia Medica, Chinese Academy of Sciences , Shanghai 201203 , China.

PMID: 26652197
DOI: 10.1080/10286020.2015.1102135

Abstract

Two new laurane-type sesquiterpenoids, debromo-3α-hydroperoxy-3-epiaplysin (1) and debromo-3β-hydroperoxyaplysin (2), together with seven known related compounds (3-9), were isolated from the Chinese red alga Laurencia okamurai. Their structures were elucidated by detailed analysis of spectroscopic data and by comparison with the literature. In bioassay, compounds 2, 4, 8, and 9 exhibited significant PTP1B inhibitory activity with IC50 values ranging from 4.9 to 14.9 μg/ml.

Keywords: Chinese red algae; Laurencia okamurai; PTP1B inhibitor; laurane; sesquiterpene.

Publication types

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

MeSH terms

China
Inhibitory Concentration 50
Laurencia / chemistry*
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Protein Tyrosine Phosphatase, Non-Receptor Type 1 / antagonists & inhibitors
Sesquiterpenes / chemistry
Sesquiterpenes / isolation & purification*
Sesquiterpenes / pharmacology
Stereoisomerism

Substances

Sesquiterpenes
debromo-3alpha-hydroperoxy-3-epiaplysin
debromo-3beta-hydroperoxyaplysin
Protein Tyrosine Phosphatase, Non-Receptor Type 1