3 years ago
Cytotoxic labdane diterpenes and bisflavonoid atropisomers from leaves of Araucaria bidwillii

Chemical investigation of a methanolic extract of leaves from Araucaria bidwillii (Araucariaceae) from Egypt afforded four new labdane diterpenoidal metabolites (1 –4 ) together with one known diterpene, 7-oxocallitrisic acid (5 ), two triterpenoidal metabolites, 2-O -acetyl-11-keto-boswellic acid (6 ) and β -sitosterol-3-O -glucopyranoside (7 ), phloretic acid (8 ), and two methylated bisflavonoids, agathisflavone-4′,7,7″-trimethyl ether (9 ) and cupressuflavone-4′,7,7″-trimethyl ether (10 ). The new metabolites 1 –4 were unambiguously identified by applying extensive 1D and 2D NMR spectroscopic studies as well as HRESIMS. The relative and absolute configurations of 1 –4 were determined using ROESY and the modified Mosher's method, respectively. All isolated compounds were assessed for their antimicrobial, antitubercular and cytotoxic activities. Among the tested compounds, the new labdane diterpenes 1 –4 revealed significant cytotoxic activity against mouse lymphoma L5178Y cell line with IC50 values ranging from 1.4 to 12.9 μM, respectively.
Publisher URL: www.sciencedirect.com/science
DOI: S0040402017303873
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