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Journal of Natural Products 2014-Dec

Bioactive 6S-styryllactone constituents of Polyalthia parviflora.

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Prijava / prijava
Povezava se shrani v odložišče
Jing-Ru Liou
Tung-Ying Wu
Tran Dinh Thang
Tsong-Long Hwang
Chin-Chun Wu
Yuan-Bin Cheng
Michael Y Chiang
Yu-Hsuan Lan
Mohamed El-Shazly
Shwu-Li Wu

Ključne besede

Povzetek

Parvistones A-E (1-5), five new styryllactones possessing a rare α,β-lactone moiety and a 6S configuration, were isolated from a methanolic extract of Polyalthia parviflora leaves. The structures and the absolute configuration of the isolates were elucidated using NMR spectroscopy, specific rotation, circular dichroism, and X-ray single-crystal analysis. Compounds 8, 9, 11, and 12 were isolated for the first time. The results were supported by comparing the data measured to those of 6R-styryllactones. Moreover, a plausible biogenetic pathway of the isolated compounds was proposed. The structure-activity relationship of the compounds in an in vitro anti-inflammatory assay revealed the 6S-styryllactones to be more potent than the 6R derivatives. However, the effect was opposite regarding their cytotoxic activity. In addition, 6S-styrylpyrones isolated showed more potent anti-inflammatory and cytotoxic activity when compared to the 1S-phenylpyranopyrones obtained.

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