Sesquiterpenoids from the Chinese endangered plant Manglietia aromatica. (December 2016)

• Record Type: Journal Article
• Authors: Wang, Li-Jun; Xiong, Juan; Zou, Yike; Mei, Qi-Bing; Wang, Wen-Xuan; Hu, Jin-Feng
• Is Part Of: Phytochemistry letters. Volume 18(2016:Dec.)
• Page Start: 202
• Page End: 207
• Publication Date: 2016-12
• Subjects: Manglietia aromatica -- Magnoliaceae -- Endangered plant -- Sesquiterpenoids -- PTP1B enzyme; Botanical chemistry -- Periodicals; Chimie végétale -- Périodiques; 572.205
• DOI: 10.1016/j.phytol.2016.10.018
• Languages: English
• ISSNs: 1874-3900

Abstract

Graphical abstract: Highlights: Two new sesquiterpenoids were isolated and characterized from Manglietia aromatica. . Their absolute configurations were established by experimental and calculated ECD. The new cadinane-type sesquiterpenoid (2 ) exhibited inhibitory effect against PTP1B. Abstract: One new bourbonane-type (1 ) and one new cadinane-type (2 ) sesquiterpenoids, along with one known aromodendrane-type (3 ) and five known megastigmane-type (4 –8 ) compounds, were isolated from the leaves and twigs of Manglietia aromatica, a Chinese endangered plant that has not been previously phytochemically investigated. The structures and absolute configurations of the new isolates, (1 R, 4 S, 5 S, 6 S, 7 S, 10 S )-4-hydroxy-bourbon-8-one (1 ) and (1 R, 6 S, 7 S )-1-hydroxy- cadin-4, 9-dien-8-one (2 ), were established by means of spectroscopic methods and a combination of experimental and calculated electronic circular dichroism (ECD). Among the isolates, compound2 was found to show a moderate inhibitory effect against the human protein tyrosine phosphatase 1 B (PTP1B) enzyme, a target for the treatment of type-II diabetes and obesity, with an IC50 value of 83.5 μM.