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

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posted on 2019-01-29, 15:19 authored by Wuttichai Jaidee, Raymond J. Andersen, Miguel A. G. Chavez, Yan A. Wang, Brian O. Patrick, Stephen G. Pyne, Chatchai Muanprasat, Suparerk Borwornpinyo, Surat Laphookhieo
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 (IC50 = 9 μM) in a pancreatic β cell line (MIN-6 cells).