华泽兰内生真菌Septoriella phragmitis次级代谢产物及其生物活性研究  

Secondary metabolites of endophytic fungus Septoriella phragmitis from Eupatorium chinense and its bioactivity

作　　者：张梦娇 邝天浩 赵金诺 朱婷 彭娟娟 ZHANG Meng-jiao;KUANG Tian-hao;ZHAO Jin-nuo;ZHU Ting;PENG Juan-juan(Hubei Key Laboratory of Natural Products Research and Development,College of Biological and Pharmaceutical Sciences(China Key Laboratory of Light Industry Functional Yeast),China Three Gorges University,Yichang 443002,China)

机构地区：[1]三峡大学生物与制药学院天然产物研究与利用湖北省重点实验室(中国轻工业功能酵母重点实验室),宜昌443002

出　　处：《天然产物研究与开发》2024年第6期986-992,共7页Natural Product Research and Development

基　　金：天然产物研究与利用湖北省重点实验室(三峡大学)开放基金(2022NPRD03);国家级大学生创新创业训练计划(20231075023)。

摘　　要：为研究华泽兰内生真菌Septoriella phragmitis的化学成分及其生物活性,运用硅胶柱柱色谱、半制备高效液相色谱等方法对其进行分离提纯,结合现代波谱技术鉴定化合物结构,从Septoriella phragmitis提取液中分离得到10个化合物,分别鉴定为腺苷(1)、cyclo-(S-Pro-S-Ile)(2)、5-羟基-2-羟甲基-4H-哌喃-4-酮(3)、3α-hydroxyartemisinic acid(4)、leptosphaerone C(5)、1-氨基四氢化萘(6)、泽兰素(7)、β-吲哚基丙氨酸(8)、环(丙氨酸-酪氨酸)二肽(9)、β-D-fructopyranocy-(2→6)-D-glucopyranose(10),所有化合物均为首次从华泽兰内生真菌Septoriella phragmitis中分离。对所得化合物采用对硝基苯基-β-吡喃半乳糖苷法测定α-葡萄糖苷酶抑制活性,对硝基苯磷酸盐法测定PTP1B抑制活性,MTT法测定胃癌细胞HGC-27抑制活性,标准精度对接法进行分子对接。化合物6和7有α-葡萄糖苷酶抑制活性,IC_(50)值分别为8.1、8.6μg/mL;化合物6、7和9有PTP1B抑制活性,IC_(50)值分别为6.5、8.2、0.5μg/mL;化合物5和6有胃癌细胞HGC-27抑制活性,IC_(50)值分别为12.2、16.8μg/mL。分子对接显示化合物6和7与α-葡萄糖苷酶和PTP1B蛋白有较强关联性,可作抗糖尿病先导化合物进行后续研究。To study the chemical constituents and biological activities of the endophytic fungus Septoriella phragmitis,Silica gel column chromatography,semi-preparative high performance liquid chromatography and other methods were used to isolated and purified compounds.Modern spectrum technologies were applied to identify the structures of thoese isolated compunds.As a result,ten compounds were isolated from the extract of Septoriella phragmitis for the first time,namedβ-adenosine(1),cyclo-(S-Pro-S-Ile)(2),5-hydroxy-2-methylol-4H-pyrane-4-ketone(3),3α-hydroxyartemisinic acid(4),leptosphaerone C(5),5,6,7,8-tetrahydronaphthalen-1-amine(6),euparin(7),tryptophan(8),cyclo-(Ala-Tyr)(9),β-D-fructopyranocy-(2→6)-D-glucopyranose(10).Theα-glucosidase inhibitory activity of the obtained compounds was determined by p-nitrophenyl-β-galactopyranoside method,the PTP1B inhibitory activity was determined by p-nitrophenyl phosphate method,the inhibitory activity of gastric cancer cell HGC-27 was determined by MTT method,and the molecular docking was performed by standard precision docking method.Compounds 6 and 7 showedα-glucosidase inhibitory activity with IC_(50) values of 8.1 and 8.6μg/mL,respectively.Compounds 6,7 and 9 showed PTP1B inhibitory activity with IC_(50) values of 6.5,8.2 and 0.5μg/mL,respectively.Compounds 5 and 6 showed inhibitory activity against gastric cancer cell HGC-27 with IC_(50) values of 12.2 and 16.8μg/mL,respectively.Molecular docking showed that compounds 6 and 7 had a strong correlation withα-glucosidase and PTP1B protein,which could be used as anti-diabetic lead compounds for subsequent research.

关 键 词：华泽兰 Septoriella phragmitis 次级代谢产物 生物活性 

分 类 号：R284[医药卫生—中药学]