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Two new cycloartane-type triterpenoids and one new flavanone from the leaves of Dasymaschalon dasymaschalum and their biological activity
Authors:Uma Prawat  Orapan Chairerk  Ratchanee Lenthas  Abdul-Wahab Salae  Pittaya Tuntiwachwuttikul
Affiliation:Laboratory of Natural Products Chemistry, Faculty of Science and Technology, Phuket Rajabhat University, Muang, Phuket 83000, Thailand
Abstract:Two new cycloartane-type triterpenoids, 3β-hydroxy-21-O-acetyl-24-methylenecycloartane (3) and 3β,21-dihydroxy-24,31-epoxy-24-methylenecycloartane (4), one new flavanone, 7-hydroxy-6,8-dimethoxyflavanone (5), two new natural products, 2-hydroxybenzyl benzoate (7) and 2-phenyl-2-acetoxyethyl benzoate (8), and ten known compounds, 3β-hydroxy-24-methylenecycloartane (1), 3β,21-dihydroxy-24-methylenecycloartane (2), desmosdumotin B (6), artabotrene (9), (?)-senepoxide (10), (+)-crotepoxide (11), (?)-1,6-desoxypipoxide (12), rotundol (13), cassipourol (14) and (+)-spathulenol (15) were isolated from the leaves of Dasymaschalon dasymaschalum. The structures of the new compounds were elucidated by spectroscopic analysis and of the known compounds by comparison of their physical, UV, IR, 1H and 13C NMR data with those of published compounds. Antimycobacterial, antiplasmodial and cytotoxic activities of the isolates, except 8 and 10 were evaluated. Compounds 1, 4, 5, 11, 12 and 15 exhibited potent cytotoxic activities against human lung cancer cell lines (NCI-H187) with respective IC50 values of 4.67, 7.82, 1.85, 6.33, 3.07 and 6.68 μg/mL.
Keywords:Cycloartane-type triterpenoid  Flavanone  Antimycobacterial activity  Antiplasmodial activity  Cytotoxic activity
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