摘要
对亚洲兰茂牛肝菌Lanmaoa asiatica(“见手青”)的化学成分和生物活性进行研究。采用多种柱色谱技术以及重结晶等方式对其95%乙醇提取物的乙酸乙酯萃取物进行分离纯化,共得到17个单体化合物。根据波谱数据及文献比对鉴定了化合物的结构,其中9个为甾体类化合物:citreoanthrasteroid(1)、1(10→6)abeo-麦角甾-5,7,9,22-四烯-11β-甲氧基-3α-醇(2)、3β,5α,9α-trihydroxy-6β-methoxyergosta-7,22-dien(3)、过氧化麦角甾醇(4)、9(11)-去氢过氧化麦角甾醇(5)、3β-羟基-(22E,24R)-麦角甾-5,8(9),22-烯-7-酮(6)、(24S)-麦角甾-7-烯-3β-醇(7)、22E,24R-麦角甾-7,22-二烯-3β-醇(8)和麦角甾醇(9);其余化合物分别为:腺嘌呤核苷(10)、5’-deoxy-5’-methylamino-adenosine(11)、5’-deoxy-5’-methylamino-9-(α-L-lyxofuranosyl)adenine(12)、(R)-4-methylpiperidin-2-one(13)、尿嘧啶核苷(14)、尿嘧啶(15)、烟酰胺(16)和1(2)-linolyl-2(1)-palmityl-glycero-O-4’-(N,N,N-trimethyl)homoserine(17)。其中化合物1–3的核磁信号全归属为首次报道,化合物13为新天然产物,化合物1–17均为该种首次分离。利用MTT法测定化合物对肿瘤细胞的细胞毒活性,结果显示甾体类化合物1、3–6和9对人乳腺癌细胞(MCF-7)、小鼠小胶质细胞(BV2)和人肺癌细胞(A549)均有较强的细胞毒活性。化合物10对BV2细胞呈现出中等强度的细胞毒活性,其IC_(50)值为48.34μmol/L。本研究对亚洲兰茂牛肝菌的化学成分进行了较为系统的研究,对亚洲兰茂牛肝菌的进一步开发利用具有重要意义。
The chemical constituents and their biological activities of the fruiting bodies of Lanmaoa asiatica,a kind of“lurid boletes”,were studied.Seventeen compounds including nine steroids were isolated from the ethyl acetate extract of 95%ethanol extract of the fungus by various column chromatography techniques or recrystallization.The structures of the isolated compounds were identified as citreoanthrasteroid(1),1(10→6)abeo-ergosta-5,7,9,22-tetraen-11β-methoxy-3α-ol(2),3β,5α,9α-trihydroxy-6β-methoxyergosta-7,22-dien(3),ergosterol peroxide(4),9(11)-dehydroergosterol peroxide(5),3β-hydroxy-(22E,24R)-ergosta-5,8(9),22-trien-7-one(6),(24S)-ergost-7-en-3β-ol(7),(22E,24R)-ergosta-7,22-dien-3β-ol(8),ergosterol(9),adenosine(10),5'-deoxy-5'-methylamino-adenosine(11),5'-deoxy-5'-methylamino-9-(α-Llyxofuranosyl)adenine(12),(R)-4-methylpiperidin-2-one(13),uridine(14),uracil(15),nicotinamide(16)and 1(2)-linolyl-2(1)-palmityl-glycero-O-4'-(N,N,N-trimethyl)homoserine(17).Among them,the exact assignments of the NMR signals of 1–3 were reported for the first time,compound 13 was a new natural product,and compounds 1–17 were reported to be isolated from Lanmaoa asiatica for the first time.The cytotoxic activity of 1–17 was evaluated by MTT assay,and the results showed that 1,3–6 and 9 displayed relatively strong cytotoxic activity against human breast cancer cells(MCF-7),mouse microglia cells(BV2)and human lung cancer cells(A549).Compound 10 displayed moderate cytotoxic activity against BV2 cells,with an IC_(50)of 48.34μmol/L.The chemical constituents of Lanmaoa asiatica were comprehensively investigated,and this study will be meaningful in utilization of Lanmaoa asiatica.
作者
汤婧
徐锐
赵雪
王雨婷
谭鸿雨
单俊杰
李长伟
崔承彬
TANG Jing;XU Rui;ZHAO Xue;WANG Yuting;TAN Hongyu;SHAN Junjie;LI Changwei;CUI Chengbin(School of Pharmacy,Nanjing University of Chinese Medicine,Nanjing 210046,Jiangsu,China;State Key Laboratory of Toxicology and Medical Countermeasures,Institute of Pharmacology and Toxicology,Academy of Military Medical Sciences,Academy of Military Sciences,Beijing 100850,China;School of Traditional Chinese Materia Medica,Shenyang Pharmaceutical University,Shenyang 110016,Liaoning,China)
出处
《菌物学报》
CAS
CSCD
北大核心
2023年第6期1345-1359,共15页
Mycosystema
