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旱果嘉赐树茎和树皮中的三萜皂苷及其他糖苷及其生物活性。

Triterpenoid saponins and other glycosides from the stems and bark of Jaffrea xerocarpa and their biological activity.

作者信息

Muhammad Dima, Lalun Nathalie, Bobichon Hélène, Le Magrex Debar Elisabeth, Gangloff Sophie C, Nour Mohammed, Voutquenne-Nazabadioko Laurence

机构信息

UMR CNRS 7312, Université de Reims Champagne-Ardenne, Bât. 18, Moulin de la Housse, BP 1039, 51687 Reims, Cedex 2, France.

CNRS FRE 3481, Université de Reims Champagne Ardenne, 51 rue Cognacq-Jay, 51095 Reims Cedex, France.

出版信息

Phytochemistry. 2017 Sep;141:121-130. doi: 10.1016/j.phytochem.2017.05.018.

DOI:10.1016/j.phytochem.2017.05.018
PMID:28614728
Abstract

Six previously undescribed triterpenoid saponins and two previously undescribed norlupane triterpenes were isolated with five known saponins, three known lupane derivatives, 17,20-didehydro-20-deoxyjujubogenin, rutin, (±) 3α-O-β-d-glucopyranosyl-lyoniresinol, (±) 4-O-β-d-glucopyranosyl-maesopsin, three phenol glycosides, and uridine from the stems and bark of Jaffrea xerocarpa (Baill.) H. C. Hopkins & Pillon (= Basionym Alphitonia xerocarpus Baill.) (Rhamnaceae), an endemic tree of New Caledonia. The chemical structures of the purified compounds were identified by nuclear magnetic resonance and mass spectrometry. The isolated compounds were tested for their antioxidant, antityrosinase, antibacterial and cytotoxic activities. The aqueous methanol extract showed antioxidant activity (DPPH assay) due to the presence of rutin and other phenolic compounds. Three lupane triterpenes showed good cytotoxic activities against KB cells line (IC from 7.7 to 8.5 μM). The previously undescribed 2α-formyl-A(1)norlup-20(29)-en-28-oic acid showed antibacterial activity against Staphylococcus aureus and Enterococcus faecalis with both MIC values of 4 μg/mL.

摘要

从新喀里多尼亚特有的树木旱果贾夫木(Jaffrea xerocarpa (Baill.) H. C. Hopkins & Pillon,异名:Alphitonia xerocarpus Baill.,鼠李科)的茎和树皮中,分离出了6种此前未被描述的三萜皂苷和2种此前未被描述的降羽扇豆烷三萜,同时还分离出了5种已知皂苷、3种已知羽扇豆烷衍生物、17,20-二脱氢-20-脱氧酸枣仁皂苷元、芦丁、(±) 3α-O-β-D-吡喃葡萄糖基-lyoniresinol、(±) 4-O-β-D-吡喃葡萄糖基-美索皂苷元、3种酚苷和尿苷。通过核磁共振和质谱鉴定了纯化化合物的化学结构。对分离出的化合物进行了抗氧化、抗酪氨酸酶、抗菌和细胞毒性活性测试。甲醇水提取物因含有芦丁和其他酚类化合物而具有抗氧化活性(DPPH测定法)。3种羽扇豆烷三萜对KB细胞系表现出良好的细胞毒性活性(IC为7.7至8.5 μM)。此前未被描述的2α-甲酰基-A(1)降羽扇-20(29)-烯-28-酸对金黄色葡萄球菌和粪肠球菌具有抗菌活性,其MIC值均为4 μg/mL。

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