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Planta Med 2013; 79(01): 83-86
DOI: 10.1055/s-0032-1327950
Natural Product Chemistry
Letters
Georg Thieme Verlag KG Stuttgart · New York

Two New C-benzylated Dihydrochalcone Derivatives from the Leaves of Melodorum siamensis

Uma Prawat
1   Laboratory of Natural Products Chemistry, Faculty of Science and Technology, Phuket Rajabhat University, Muang, Phuket, Thailand
,
Orapan Chairerk
1   Laboratory of Natural Products Chemistry, Faculty of Science and Technology, Phuket Rajabhat University, Muang, Phuket, Thailand
,
Unreuthai Phupornprasert
1   Laboratory of Natural Products Chemistry, Faculty of Science and Technology, Phuket Rajabhat University, Muang, Phuket, Thailand
,
Abdul-Wahab Salae
1   Laboratory of Natural Products Chemistry, Faculty of Science and Technology, Phuket Rajabhat University, Muang, Phuket, Thailand
,
Pittaya Tuntiwachwuttikul
1   Laboratory of Natural Products Chemistry, Faculty of Science and Technology, Phuket Rajabhat University, Muang, Phuket, Thailand
› Author Affiliations
Further Information

Publication History

received 25 May 2012
revised 01 October 2012

accepted 18 October 2012

Publication Date:
23 November 2012 (online)

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Abstract

Two new C-benzylated dihydrochalcone derivatives, 4,2′,4′-trihydroxy-6′-methoxy-3′(2′′-hydroxybenzyl)dihydrochalcone (1) and 2′,4′-dihydroxy-4,6′-dimethoxy-3′(2′′-hydroxybenzyl)dihydrochalcone (2), along with six known flavonoid derivatives (3-8), a known dihydrochalcone dimer (9), three known aromatic esters (10–12), and one known aromatic amide (13), were isolated from the leaves of Melodorum siamensis. The structures of the compounds were elucidated by spectroscopic analysis, mainly 1D and 2D NMR techniques (1H, 13C, COSY, HMQC, and HMBC), as well as by comparison with literature data. The isolated compounds with a sufficient amount for biological assays were evaluated for their antimalarial, antimycobactirial, and cytotoxic activities. Compounds 1, 2, and 13 exhibited strong cytotoxicity against human tumor cell lines KB and NCI-H187, with IC50 values in the range of 0.66–7.16 µg/mL.

Key words

Melodorum siamensis - Annonaceae - antimycobacterial activity - antimalarial activity - cytotoxic activity

Supporting Information

 

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