海风藤化学成分及神经保护活性研究  

Chemical constituents from Piperis Kadsurae Caulis and their neuroprotective activities

作　　者：徐瑞雯 范雨欣 朱莹 张晓祎 薛贵民 曾梦楠[1,2] 郑晓珂 冯卫生[1,2] 陈辉 XU Rui-wen;FAN Yu-xin;ZHU Ying;ZHANG Xiao-yi;XUE Gui-min;ZENG Meng-nan;ZHENG Xiao-ke;FENG Wei-sheng;CHEN Hui(School of Pharmacy,Henan University of Chinese Medicine,Zhengzhou 450046,China;Collaborative Innovation Center for Chinese Medicine and Respiratory Diseases co-construction by Henan province&Education Ministry of China,Zhengzhou 450046,China)

机构地区：[1]河南中医药大学药学院,河南郑州450046 [2]呼吸疾病中医药防治省部共建协同创新中心,河南郑州450046

出　　处：《中草药》2023年第24期7959-7966,共8页Chinese Traditional and Herbal Drugs

基　　金：国家自然科学基金面上项目(22177027);河南省重点研发与推广专项(232102310441)。

摘　　要：目的对海风藤Piperis kadsurae藤茎的化学成分进行研究,并对分离的化合物进行初步的神经保护活性筛选。方法运用硅胶、ODS、和Sephadex LH-20等柱色谱以及反相制备型HPLC等各种现代色谱分离技术进行系统的分离纯化,利用波谱学方法确定化合物结构。同时采用MTT和RTCA法,以白藜芦醇作为阳性对照,对化合物进行体外神经保护活性实验。结果从海风藤藤茎的二氯甲烷和醋酸乙酯提取物中分离得到22个化合物,分别鉴定为puberulin(1)、(-)-acuminatin(2)、dihydrocarinatin(3)、海风藤酮(4)、山蒟素C(5)、3-羟基苯甲酸苄酯(6)、2-羟基苯甲酸苄酯(7)、cherrevenol D(8)、trans-2,3-diacetoxy-1-[(benzoy1oxy)methyl]-cyclohexa-4,6-diene(9)、(3R,4R)-4-O-acetyl-5-(benzoyloxymethyl)cyclohexa-1,5-diene-3,4-diol(10)、(-)-sootepoxidechlorohydrinA(11)、香草醛(12)、细辛醛(13)、β-细辛醚(14)、α-细辛醚(15)、胡椒内酰胺D(16)、焦谷氨酸甲酯(17)、三羟基异黄酮(18)、去氢木香内酯(19)、木香内酯(20)、spathulenol(21)、β-谷甾醇(22)。化合物2、4、19、21对体外神经保护的半数效应浓度(median effective concentration,EC_(50))分别为11.1、27.3、32.9、29.3μmol/L。结论化合物3、6~8、19~20为首次从胡椒属植物中分离得到,化合物15、21为首次从海风藤中分离得到。其中化合物4的^(13)C-NMR波谱数据为首次报道。化合物2、4、19、21对Aβ_(25-35)诱导PC-12细胞损伤具有显著保护作用。Objective To investigate the chemical constituents of the stems of Piperis Kadsurae Caulis,and preliminary screen out the isolated compounds with neuroprotective activity.Methods The compounds were isolated and purified by various modern chromatographic separation techniques such as silica gel,ODS,Sephadex LH-20 column chromatography and reversed phase preparation HPLC,and their structures were identified by spectroscopic method.Meanwhile,MTT and RTCA were used to test the neuroprotective activities of the compounds in vitro with resveratrol as the positive control.Results A total of 22 compounds were isolated from the dichloromethane and ethyl acetate extracts of Piperis Kadsurae Caulis,which were determined as puberulin(1),(−)-acuminatin(2),dihydrocarinatin(3),kadsurenone(4),hancinone C(5),3-hydroxybenzyl benzoate(6),2-hydroxybenzyl benzoate(7),cherrevenol D(8),trans-2,3-diacetoxy-1-[(benzoy1oxy)methyl]-cyclohexa-4,6-diene(9),(3R,4R)-4-O-acetyl-5-(benzoyloxymethyl)cyclohexa-1,5-diene-3,4-diol(10),(−)-sootepoxide chlorohydrin A(11),vanillin(12),asaronaldehyde(13),β-asarone(14),α-asarone(15),piperolactam D(16),methyl pyroglutamate(17),genistein(18),dehydrocostus lactone(19),costuslactone(20),spathulenol(21),β-sitosterol(22).The concentration for 50%of maximal effect(EC_(50))values of compounds 2,4,19 and 21 on neuroprotection in vitro were 11.1,27.3,32.9,29.3μmol/L,respectively.Conclusion Compounds 3、6−8、19−20 were isolated firstly from Piperis L.,while compounds 15 and 21 were isolated firstly from Piperis Kadsurae Caulis.Meanwhile,the ^(13)C-NMR data of compound 4 was reported for the first time.Compounds 2,4,19 and 21 exhibited significant neuroprotective effects against Aβ_(25-35)-induced PC-12 cell damage.

关 键 词：海风藤 新木脂素 puberulin 海风藤酮 神经保护活性 

分 类 号：R284.1[医药卫生—中药学]