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Bioactive Cardinane Sesquiterpenes from the Stems of Alangium salviifolium
Author(s) -
Pailee Phanruethai,
Prachyawarakorn Vilailak,
Ruchirawat Somsak,
Mahidol Chulabhorn
Publication year - 2015
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201403253
Subject(s) - dichloromethane , chemistry , cytotoxicity , stereochemistry , ketoconazole , mass spectrometry , cancer cell lines , aromatase , chromatography , organic chemistry , solvent , cancer cell , biology , in vitro , biochemistry , cancer , antifungal , breast cancer , genetics , microbiology and biotechnology
A dichloromethane extract of the stems of Alangium salviifolium afforded twelve cardinane sesquiterpenes, seven of which are new alangenes A‐G ( 1 – 7 ) and five known compounds ( 8 – 12 ). Their structures were elucidated on the basis of spectroscopic techniques including UV, IR, and NMR spectroscopies, and mass spectrometry. Most of the tested compounds exhibited very potent aromatase inhibition properties, especially in the case of the cardinane sesquiterpenes 1 , 5 – 8 , and 10 (IC 50 values of 0.09, 0.13, 0.30, 0.06, 2.05, and 1.19 μ M , respectively), which are significantly better than that of the positive control (ketoconazole, IC 50 of 2.4 μ M ). Compounds 1 and 4 exhibited selective cytotoxicity against the MOLT‐3 cancer cell line with IC 50 values of 7.9 and 2.1 μg mL −1 , respectively.