6533b82cfe1ef96bd128fedc

RESEARCH PRODUCT

A new ursane-type triterpene oxoglucopyranoside from Crossopteryx febrifuga.

Beaudelaire Kemvoufo PonouTill OpatzMatthias F. MelzigRémy Bertrand TeponnoLéon Azefack TapondjouRaymond Ngansop NonoRoland T. TchuenguemJonas KühlbornKristina Jenett-siemsModjinan KayangarJean Paul Dzoyem

subject

0106 biological sciencesProton Magnetic Resonance SpectroscopySaponinRubiaceaeMicrobial Sensitivity Testsmedicine.disease_cause01 natural sciencesGeneral Biochemistry Genetics and Molecular BiologyEnterococcus faecalischemistry.chemical_compoundMinimum inhibitory concentrationTriterpeneGlucosidesmedicineCarbohydrate ConformationCarbon-13 Magnetic Resonance SpectroscopyOleanolic acidchemistry.chemical_classificationChromatographybiologyBacteriaChemistrybiology.organism_classificationTriterpenes0104 chemical sciences010404 medicinal & biomolecular chemistryHederageninStaphylococcus aureusAntibacterial activity010606 plant biology & botany

description

Abstract A new saponin, 3-O-β-d-3-oxo-glucopyranosyl-ursa-12,20(30)-diene-27,28-dioic acid (1), was isolated from the methanol extract of stem bark of Crossopteryx febrifuga together with the known 3β-d-glucopyranosyl-ursa-12,20(30)-diene-27,28-dioic acid (2), shanzhiside methyl ester (3), shanzhiside (4), β-sitosterol (5), β-sitosterol-3-O-β-d-glucopyranoside (6), ursa-12,20(30)-diene-27,28-dioic acid (7), hederagenin (8), and oleanolic acid (9). The structures were established by comprehensive interpretation of their spectral data 1D- (1H and 13C), 2D-NMR (1H-1H COSY, HMQC, HMBC), spectroscopic, and electrospray ionisation time-of-flight mass spectrometry analysis. The isolated compounds and extracts were screened for their antibacterial properties. Although the EtOAc and n-BuOH extracts exhibited considerable antibacterial activity against Pseudomonas aeruginosa with minimum inhibitory concentration (MIC) value of 32 μg/mL, compounds 2 and 8 showed moderate activity against Enterococcus faecalis with MIC values of 256 and 128 μg/mL, respectively. The new compound (1) exhibited a moderate antibacterial activity against Staphylococcus aureus with an MIC value of 512 μg/mL.

yearjournalcountryeditionlanguage
2019-09-14Zeitschrift fur Naturforschung. C, Journal of biosciences
10.1515/znc-2019-0113https://pubmed.ncbi.nlm.nih.gov/31525160