Amides and Flavonoids from the Fruit and Leaf Extracts of Melodorum siamensis

Authors

Wuttichai Jaidee, Mae Fah Luang University
Raymond J. Andersen, University of British Columbia
Miguel Chavez, University of British Columbia
Yan Wang, University of British ColumbiaFollow
Brian O. Patrick, University of British Columbia
Stephen G. Pyne, University of WollongongFollow
Chatchai Muanprasat, Mahidol University
Suparerk Borwornpinyo, Mahidol University
Surat Laphookhieo, Mae Fah Luang UniversityFollow

RIS ID

133435

Publication Details

Jaidee, W., Andersen, R. J., Chavez, M. A. G., Wang, Y. A., Patrick, B. O., Pyne, S. G., Muanprasat, C., Borwornpinyo, S. & Laphookhieo, S. (2019). Amides and Flavonoids from the Fruit and Leaf Extracts of Melodorum siamensis. Journal of Natural Products, 82 (2), 283-292.

Abstract

Four new chalcones (1, 10, 13, and 14), a new flavanone, (9), a new amide (8), and 19 known compounds were acquired from Melodorum siamensis. The structures were established by NMR and MS data analyses. Compounds 1 (er 1.4:1) and 2 (er 1.1:1) were scalemic and were resolved to yield (-)-1 and (+)-1 and (-)-2 and (+)-2, respectively. The absolute configurations of these compounds were determined from experimental and calculated ECD data. The structures and configurations of (-)-2 and (+)-8 were identified by single-crystal X-ray diffraction analysis. Compound 11 showed nuclear factor-κB inhibitory effects (IC 50 = 9 μM) in a pancreatic β cell line (MIN-6 cells).