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.
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)
出处
《天然产物研究与开发》
CAS
CSCD
北大核心
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)。
