6533b859fe1ef96bd12b80f5
RESEARCH PRODUCT
Cytotoxic labdane diterpenes and bisflavonoid atropisomers from leaves of Araucaria bidwillii
Werner E.g. MüllerAbdel Nasser B. SingabAya N. TalaatPeter ProkschRola M. LabibSherif S. EbadaSherif S. EbadaTibor KurtánAttila Mándisubject
Atropisomer010405 organic chemistryStereochemistryOrganic ChemistryEtherAraucaria bidwillii010402 general chemistryAntimicrobial01 natural sciencesBiochemistryfood.food0104 chemical sciencesLabdanechemistry.chemical_compoundfoodTermészettudományokchemistryDrug DiscoveryOrganic chemistryPhloretic acidDiterpeneKémiai tudományokTwo-dimensional nuclear magnetic resonance spectroscopydescription
Abstract 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.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2017-05-01 | Tetrahedron |