Issue 41, 2017, Issue in Progress

Bicyclic lactones and racemic mixtures of dimeric styrylpyrones from the leaves of Miliusa velutina

Abstract

A unique class of eight bicyclic lactones with a C18 carbon architecture, named velutinones A–H (1–8), three new dimeric styrylpyrones, velutinindimers A–C (9–11), five known compounds, the kawapyrone, yangonin (12), three flavonoids (13–15), and an acetogenin, cananginone H (16) were isolated from the leaves of Miliusa velutina. The absolute configurations of 2 and 5 were assigned by Mosher's method, whereas ECD, optical rotations, and X-ray crystallographic analysis indicated the racemic nature of compounds 10 and 11. Compounds 2–4 and 7–11 showed antimalarial activity with IC50 values in the range of 5.4–10.0 μM. Moreover, 1–4 and 6–8 displayed cytotoxicity against the KB, MCF7, and NCI-H187 cancer cell lines and Vero cell lines with IC50 values in the range of 4.0–24.1 μM.

Graphical abstract: Bicyclic lactones and racemic mixtures of dimeric styrylpyrones from the leaves of Miliusa velutina

Supplementary files

Article information

Article type
Paper
Submitted
08 Feb 2017
Accepted
17 Apr 2017
First published
11 May 2017
This article is Open Access
Creative Commons BY license

RSC Adv., 2017,7, 25285-25297

Bicyclic lactones and racemic mixtures of dimeric styrylpyrones from the leaves of Miliusa velutina

N. Wongsa, K. Kanokmedhakul, J. Boonmak, S. Youngme and S. Kanokmedhakul, RSC Adv., 2017, 7, 25285 DOI: 10.1039/C7RA01609C

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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