Abstract
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.
| Original language | English |
|---|---|
| Pages (from-to) | 2626-2632 |
| Number of pages | 7 |
| Journal | Journal of Natural Products |
| Volume | 77 |
| Issue number | 12 |
| DOIs | |
| State | Published - 26 12 2014 |
Bibliographical note
Publisher Copyright:© 2014 The American Chemical Society and American Society of Pharmacognosy.