A new ursane-type triterpene oxoglucopyranoside from Crossopteryx febrifuga

Zeitschrift für Naturforschung C Pub Date : 2019-11-26 DOI:10.1515/znc-2019-0113

Modjinan Kayangar, Raymond Ngansop Nono, J. Kühlborn, R. Tchuenguem, B. Ponou, K. Jenett‐Siems, R. Teponno, J. Dzoyem, T. Opatz, M. Melzig, L. Tapondjou

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引用次数: 5

Abstract

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.

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一种新的熊型三萜氧葡萄糖吡喃苷

摘要从梁祖鸟茎皮甲醇提取物中分离得到新的皂苷，3-o -β-d-3-氧-葡萄糖吡喃基-熊-12,20(30)-二烯-27,28-二烯酸(1)，与已知的3- β-d-葡萄糖吡喃基-熊-12,20(30)-二烯-27,28-二烯酸(2)，山芝苷甲酯(3)，山芝苷(4)，β-谷甾醇(5)，β-谷甾醇-3-o -β-d-葡萄糖吡喃苷(6)，熊-12,20(30)-二烯-27,28-二烯酸(7)，异黄酮素(8)，和齐果酸(9)。通过对它们的光谱数据1D- (1H和13C)、2D-NMR (1H-1H COSY、HMQC、HMBC)、光谱和电喷雾电离飞行时间质谱分析的综合解释，确定了结构。对分离得到的化合物和提取物进行抗菌性能筛选。虽然乙酸乙酯和正丁醇提取物对铜绿假单胞菌具有较强的抑菌活性，最低抑菌浓度(MIC)为32 μg/mL，但化合物2和8对粪肠球菌的抑菌活性中等，MIC分别为256和128 μg/mL。新化合物(1)对金黄色葡萄球菌具有中等抑菌活性，MIC值为512 μg/mL。

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Zeitschrift für Naturforschung C

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