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. 2011 May;76(6):571-6.
doi: 10.1016/j.steroids.2011.02.007. Epub 2011 Feb 22.

Structural and stereochemical studies of five new pregnane steroids from the stem bark of Toona ciliata var. pubescens

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Structural and stereochemical studies of five new pregnane steroids from the stem bark of Toona ciliata var. pubescens

Jian-Rong Wang et al. Steroids. 2011 May.

Abstract

Five new pregnane steroids, toonasterones A (1), B (2), (Z)-aglawone (3), (Z)-toonasterone C (4), and (E)-toonasterone C (5), were isolated from the stem bark of Toona ciliata var. pubescens. Their structures were elucidated by means of detailed spectroscopic (IR, MS, and 2D NMR) analysis, and the stereochemistry of 1 was secured by X-ray diffraction analysis. (Z)-aglawone (3) exhibited moderate inhibitory activity of protein tyrosine phosphatase 1B (PTP1B), a potential drug target for treatment of type-II diabetes and obesity, with an IC(50) value of 1.12 μg/mL.

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