Styryllactones from Goniothalamus tamirensis.

Clicks: 323
ID: 79264
2020
Article Quality & Performance Metrics
Overall Quality
Not rated
Combines reader engagement with the AI quality analysis. This article has not been analysed, so there is no overall score — reader engagement is measured and shown alongside.
AI Quality Assessment
Not analyzed
Readership in this journal
Emerging

Ranked #18 of 105 articles by views in Phytochemistry

Most read Least read

Bar heights use a square-root scale.

Mint this article as an NFT
Not yet minted

Create a permanent, verifiable on-chain record of this article on the Scimatic Network. The NFT is held in your Journament account, and you can withdraw it to your own wallet at any time.

5 SUSD one-off · no wallet required
Sign in to mint
Abstract
The phytochemical investigation of the twig and leaf extracts of Goniothalamus tamirensis led to the isolation and identification of 15 compounds including three rare previously undescribed styryllactones, goniotamirenones A-C, together with 12 known compounds. (Z)-6-Styryl-5,6-dihydro-2-pyranone and 5-(1-hydroxy-3-phenyl-allyl)-dihydro-furan-2-one are reported here for the first time as previously undescribed natural products. Their structures were elucidated by spectroscopic methods. Goniotamirenone A was synthesized via a [2 + 2] cycloaddition reaction of 6-styrrylpyran-2-one in quantitative yield. The absolute configurations of goniotamirenones B and C were identified from experimental and calculated ECD data, while the absolute configurations of (-)-5-acetoxygoniothalamin, (-)-isoaltholactone, parvistone E, and 5-(1-hydroxy-3-phenyl-allyl)-dihydro-furan-2-one were identified by single-crystal X-ray diffraction analysis using Cu Kα radiation. The absolute configurations of the other related compounds were determined from comparisons of their ECD spectra with relevant compounds reported in the literature. (-)-5-Acetoxygoniothalamin exhibited potent cytotoxicity against the colon cancer cell line (HCT116) with an IC value of 8.6 μM which was better than the standard control (doxorubicin, IC = 9.7 μM), while (Z)-6-styryl-5,6-dihydro-2-pyranone was less active with an IC value of 22.1 μM.
Reference Key
meesakul2020styryllactonesphytochemistry Use this key to autocite in the manuscript while using SciMatic Manuscript Manager or Thesis Manager
Authors Meesakul, Pornphimol;Jaidee, Wuttichai;Richardson, Christopher;Andersen, Raymond J;Patrick, Brian O;Willis, Anthony C;Muanprasat, Chatchai;Wang, Jin;Lei, Xiaoguang;Hadsadee, Sarinya;Jungsuttiwong, Siriporn;Pyne, Stephen G;Laphookhieo, Surat;
Journal Phytochemistry
Year 2020
DOI
S0031-9422(19)30791-5
URL
Keywords
Cytotoxicity annonaceae goniothalamus tamirensis styryllactone styryllactone dimer

Citations

No citations found. To add a citation, contact the admin at info@scimatic.org

Comments

No comments yet. Be the first to comment on this article.