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多穗金粟兰的化学成分研究

Chemical Constituents of Chloranthus Multistachys

【作者】 冉新辉

【导师】 魏刚;

【作者基本信息】 广州中医药大学 , 中药学, 2010, 硕士

【摘要】 本论文第一章综述了金粟兰科金粟兰属植物的化学成分和生物活性研究进展,对1979-2009年期间从该属植物中分离鉴定的170余个化合物进行了归纳整理,并根据结构特点进行了分类。本论文第二章对金粟兰科(Chloranthaceae)金粟兰属(Chloranthus)植物多穗金粟兰(Chloranthus multistachys)的化学成分进行了系统深入的研究。利用各种色谱分离技术,从多穗金粟兰全株的甲醇提取物中分离得到37个单体化合物,并通过现代波谱技术(1D-NMR,2D-NMR, MS, UV, IR等)鉴定了其结构,包括16个新化合物。化合物结构类型涉及倍半萜、倍半萜二聚体、苯丙素、木脂素、黄酮、酚性化合物、甾体等。这37个化合物的结构分别为:多穗金粟兰醇B-G (chloramultiols B-G,1-6), chloramultilide C (7), chloramultilide D (8),银线草醇B (shizukaol B,9),环银线草醇A(cycloshizukaol A,10),多穗金粟兰内酯A-I (multistalactone A-Ⅰ,11-19),长尾粗叶木内酯A (lasianthuslactone A,20),1β,4β-二羟基-5α-氢-7(11)-桉叶烯-8α,12-内酯(1β,4β-dihydroxy-5α(H)-eudesm-7(11)-en-8α,12-olide,21),1β,4α-二羟基-5α-氢-7(11)-桉叶烯-8α,12-内酯(1β,4α-dihydroxy-5α(H)-eudesm-7(11)-en-8α,12-olide,22),1β,10α:4α,5β-二坏氧-6β-羟基吉玛烷-8,12-内酯(1β,10α:4α,5β-diepoxy-6β- hydroxyglechoman-8a,12-olide,23),20,22-异丙叉基筋骨草甾酮C (ajugasterone C-20,22-acetonide,24),β-蜕皮甾酮(β-ecdysterone,25),2,3:20,22-双异丙叉基-24-表-蝶甾酮(24-epi-pterosterone-2,3,20,22-diacetonide,26),2,3:20,22-双异丙叉基-β-蜕皮甾酮(20-hydroxyecdysterone-2,3,20,22-diacetonide,27),丁香酸-4-O-α-L-鼠李吡喃糖苷(syringic acid-4-O-α-L-rhamnopyranoside,28),迷迭香酸(rosmarinic acid,29),迷迭香酸甲酯(methyl rosmarinate,30),枸橼苦素(citrusin C,31),苯乙醇-8-氧-β-D-葡萄糖苷(phenethyl-8-O-β-D-glucopyranoside,32),3,4-二氧-异丙叉基莽草酸(3,4-O-isopropylidenyl shikimic acid,33),松脂素(penoresinol,34),丁香脂素(dihydrodehydrodiconifery alcohol,35),2’-羟基-4,4′,6′-三甲氧基查耳酮(2’-hydroxy-4,4’,6’-trimethoxy-chalcone,36),甘油(glycerol,37)。其中多穗金粟兰醇G(6)是一个结构新颖的8,9-断裂的乌药烷型倍半萜二聚体,并推导了其可能的生物合成途径。

【Abstract】 This dissertation consists of two chapters. Chapter 1, reviewed the progress on the phytochemistry study and pharmacological activities from the genus Chloranthus.Chapter 2, phytochemical investigation on Chloranthus multistachys (Chloranthaceae) have lead to 37 compounds, including 6 new lindenane-type sesquiterpenoid dimmers,9 new sesquiterpenoids, and a new phenolic glycoside. Among them, chloramutiol G (6) was a novel 8,9-seco-lindenane-type sesquiterpenoid dimmer. These compounds were identified as follows:chloramultiol B-G (1-6), chloramultilide C (7), chloramultilide D (8), shizukaol B (9), cycloshizukaol A (10), multistalactone A-Ⅰ(11-19), lasianthuslactone A (20), 1β,4β-dihydroxy-5a(H)-eudesm-7(11)-en-8a,12-olide (21),1β,4a-dihydroxy-5a(H)-eudesm-7(11)-en-8a,12-olide (22), 1β,10a:4a,5β-diepoxy-6β-hydroxyglechoman-8a,12-olide (23), ajugasterone C-20,22-acetonide (24),β-ecdysterone (25),24-epi-pterosterone-2,3:20,22-diacetonide (26),20-hydroxyecdysterone-2,3:20,22-diacetonide (27), syringic acid-4-O-a-L-rhamnopyranoside (28), rosmarinic acid (29), methyl rosmarinate (30), citrusin C (31), phenethyl-8-O-β-D-glucopyranoside (32),3,4-O-isopropylidenyl shikimic acid (33), (-)-Penoresinol (34), (-)-(7S,8R)-dihydrodehydrodiconifery alcohol (35),2’-hydroxy-4,4’, 6’-trimethoxychalcone (36), and glycerol (37).

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