盘龙参化学成分研究  

Chemical constituents from Spiranthes sinensis

作　　者：于蕾[1] 赵目聪 董琳[2] 黄兹宝 姬敏 曹明玉 刘辰鹏[2] 张小坡[2,3] YU Lei;ZHAO Mu-cong;DONG Lin;HUANG Zi-bao;JI Min;CAO Ming-yu;LIU Chen-peng;ZHANG Xiao-po(College of Pharmacy,Harbin University of Commerce,Harbin 150076,China;School of Pharmaceutical Science,Hainan Medical University,Haikou 571199,China;Hainan Pharmaceutical Research and Development Science Park,Haikou 571157,China)

机构地区：[1]哈尔滨商业大学药学院,黑龙江哈尔滨150076 [2]海南医学院药学院,海南海口571199 [3]海南省药物研究与开发科技园,海南海口571157

出　　处：《中草药》2023年第13期4089-4095,共7页Chinese Traditional and Herbal Drugs

基　　金：国家自然科学基金项目(82060778);黑龙江省自然科学基金项目联合引导项目(LH2020H070);哈尔滨商业大学2021教师创新项目支持计划(LH2020H070)。

摘　　要：目的研究盘龙参Spiranthessinensis根的化学成分。方法采用95%乙醇回流提取,石油醚萃取获得萃取物,运用硅胶柱色谱、凝胶柱色谱和半制备高效液相色谱等方法进行分离制备,采用波谱学方法鉴定化合物结构。采用计算电子圆二色谱法(ECD)判定新化合物的绝对构型。体外考察化合物对棕榈酸诱导MIN6细胞损伤后的细胞活力影响。结果从盘龙参根乙醇提取物石油醚萃取部位中分离得到11个化合物,分别鉴定为(R)-2’-(2,4-二甲氧基-8-{4’-羟基-5’,6’-二甲基-四氢呋喃[7,8]}-9,10-二氢菲)(1)、红门兰酚(2)、spiranthesphenanthreneA(3)、2-methoxy-4,7-dihydroxy-6-isopentenyl-9,10-dihydrophenanthrene(4)、3,5-二羟基-4’,7-二甲氧基黄酮(5)、樱花素(6)、5-羟基-3,7,3’,4’-四甲氧基黄酮(7)、5-hydroxy-4’-[(2-isopentenyl)oxy]-3,7,3’-trimeoxyflavone(8)、hydroxydihydro-bovolide(9)、原儿茶醛(10)、β-谷甾醇(11)。活性测试结果显示化合物1(0.39~25μmol/L)或11(12.5~50μmol/L)与棕榈酸共同处理后的各组细胞增殖活力均明显增强。结论化合物1为新的二氢菲类化合物,命名为盘龙参醇A;化合物6~7、9~10为首次从绶草属中分离得到;化合物1和11能够拮抗棕榈酸对MIN6细胞的损伤作用,促进细胞的生长和增殖。Objective To study the chemical constituents from Spiranthes sinensis.Methods The extracts were extracted by 95% ethanol reflux and petroleum ether.The extracts were separated and prepared by silica gel column chromatography,gel column chromatography and semi-preparative high performance liquid chromatography.The structures of the compounds were identified by spectroscopic methods.The absolute configuration of the new compounds was determined by computational electron circular dichroism(ECD).The effect of the compounds on the cell viability after palmitic acid(PA)-induced MIN6 cell injury was investigatedinvitro.Results Eleven compounds were isolated from S.sinensisand identified as(R)-2'-(2,4-dimethoxy-8-{4'-hydroxy-5',6'-dimethyl-tetrahydrofuran[7,8]}-9,10-dihydrophenanthrene)(1),orchinol(2),spiranthesphenanthrene A(3),2-methoxy-4,7-dihydroxy-6-isopentenyl-9,10-dihydrophenanthrene(4),3,5-dihydroxy-4',7-dimethoxyflavone(5),sakuranetin(6),5-hydroxy-3,7,3',4'-tetramethoxy-flavone(7),5-hydroxy-4'-[(2-isopentenyl)oxy]-3,7,3'-trimeoxyflavone(8),hydroxydihydro-bovolide(9),protocatechuic aldehyde(10),β-sitosterol(11).The results showed that the cell proliferation viability was significantly enhanced in each group after being treated by compound 1(0.39-25μmol/L)or 11(12.5-50μmol/L)with PA.ConclusionCompound 1was a new dihydrophenanthrene compound,named(R)-2'-(2,4-dimethoxy-8-{4'-hydroxy-5',6'-dimethyl-tetrahydrofuran[7,8]}-9,10-dihydrophenanthrene),and compounds 6-7 and 9-10 were isolated from Spiranthes for the first time.Compounds 1 and 11 could antagonize the damage effect of PA on MIN6 cells and promote the growth and proliferation of MIN6 cells.

关 键 词：盘龙参 二氢菲类 MIN6细胞活力 盘龙参醇A 樱花素 5-羟基-3 7 3’ 4’-四甲氧基黄酮 

分 类 号：R284.1[医药卫生—中药学]