In addition to six known flavonoids quercitrin, hyperoside, avicularin, rutin, quercetin and kaemferol, a new flavonol glycoside named 6″-O-acetyl quercetin 3-O-β-D-alloside (1) was isolated from the aerial parts of Hypericum perforatum L. The structures were determined on the basis of spectroscopic methods (UV, IR, FAB-MS, 1H-NMR and 13C-NMR). Antifungal assay of all compounds showed that metabolite 1, quercitrin and quercetin were inhibitory to the growth of phytopathogenic fungus Helminthosporium sativum Pamel King et Bakke with minimum inhibitory concentrations (MICs) of 25, 50 and 50 μg/mL, respectively. Moreover, glycoside 1 and quercitrin were also shown to be able to inhibit the growth of Fusarium graminearum Schw. with MIC of 100 μg/mL. The MICs of ketoconazole used as control against the test fungi were 0.5 μg/mL in our assay.
贯叶连翘中的新抗真菌黄酮苷
卢艳花1,2 张臻2 施国新1 孟军才2 谭仁祥2*
(1. 南京师范大学江苏省资源生物技术重点实验室,南京210097;2. 南京大学功能生物分子研究所,南京210093)
摘要: 从贯叶连翘 (HypericumperforatumL .)地上部分的 80 %乙醇提取物中分离得到 1个新的黄酮苷和 6个已知黄酮类化合物。采用红外光谱、紫外光谱、质谱和核磁共振光谱等波谱技术测得新黄酮苷的结构为 6″-O-乙酰基槲皮素-3-O-β-D_阿洛糖苷 (1 ,6″-O-acetylquercetin 3-O-β-D-alloside) ,6个已知化合物分别被鉴定为槲皮苷 (quercitrin)、金丝桃苷 (hyperoside)、蓄苷 (avicularin)、芦丁 (rutin)、槲皮素 (quercetin)和山萘酚 (kaemferol)。体外抗真菌活性实验表明 ,新黄酮苷 (1 )、槲皮苷和槲皮素对植物病原菌Helminthosporiumsativum Pamel KingetBakke具有一定的抑制作用 ,三者的最小抑制浓度 (MIC)分别为 :2 5、5 0和 5 0 μg/mL。另外 ,1和槲皮苷对禾赤色镰孢霉 (Fusariumgraminearum Schw .)的生长也有抑制作用 (MIC值均为 1 0 0 μg/mL)。
关键词: 贯叶连翘;黄酮类化合物;6″-O-乙酰基槲皮素3-O-β-D-阿洛糖苷;抗真菌
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