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Antiplasmodial dimeric chalcone derivatives from the roots of Uvaria siamensis

Author:
Salae, Abdul-Wahab, Chairerk, Orapan, Sukkoet, Piyanut, Chairat, Therdsak, Prawat, Uma, Tuntiwachwuttikul, Pittaya, Chalermglin, Piya, Ruchirawat, Somsak
Source:
Phytochemistry 2017 v.135 pp. 135-143
ISSN:
0031-9422
Subject:
Uvaria, aldehydes, antimalarials, antiplasmodial properties, bioassays, biosynthesis, chalcone, cyclohexanes, cytotoxicity, inhibitory concentration 50, naphthalene, roots, spectral analysis
Abstract:
Four dimeric chalcone derivatives, 8″,9″-dihydrowelwitschin H, uvarins A-C, a naphthalene derivative, 2-hydroxy-3-methoxy-6-(4′- hydroxyphenyl)naphthalene, and the known dimeric chalcones, dependensin and welwitschin E, flavonoids, a cyclohexane oxide derivative, an aromatic aldehyde were isolated from the roots of Uvaria siamensis (Annonaceae). The structures of the compounds were elucidated by spectroscopic analysis, as well as by comparison with literature data. The isolated compounds with a sufficient amount for biological assays were evaluated for their antimalarial, antimycobacterial, and cytotoxic activities. The dimeric chalcones 8″,9″-dihydrowelwitschin H, uvarins B and C, dependensin and welwitschin E showed strong antiplasmodial activity with IC50 values of 3.10, 3.02, 3.09, 4.21 and 3.99 μg/mL, respectively. A possible biosynthesis pathway of the dimeric chalcones is discussed.
Agid:
6096299