几个化合物的结构鉴定——云南红豆杉化学成分和独籽藤木栓烷三萜化学成分——
刘锡葵
学位类型硕士
导师吴大刚
1992
学位授予单位中国科学院昆明植物研究所
学位授予地点中国科学院昆明植物研究所
关键词云南红豆杉 云南经豆杉酯甲 异紫杉烷二萜 酯乙 酯丙 酯丁 紫杉醇 独籽藤 12-羟基木烯酮 12-羟基木栓酮
摘要本论文为理学硕士学位论文,分为两个部分:第一部分:云南红豆杉化学成分 从云南红豆杉(Taxus yunnanensis Cheng et L. K, Fu)枝叶的乙醇提取物中分离得到8个化合物:云南红豆杉酯甲、酯乙、酯丙、酯丁,紫杉醇,1-乙酰基-4-去乙酰基巴苦亭I,异银杏黄素坡那甾酮,其中前四个化合物为首次从天然产物中得到,可能是紫杉烷类化合物的最为接近的生源前体,并通过NMR,COSY,FABMS谱和X-单晶衍对它们的结构进行了鉴定,分别为:isotaxa-11 (12)-ene-4,5,20-exetrane-13α,15-diol-2α,4α,7β,9α-tetracetate-10β-benzonyl;isotaxa-11 (12)-ene-4,5,20-exetrane-7β,15-diol-2α,4α,9α,13α-tetracetate-10β-benzonyl;isotaxa-11(12)-ene-4,20-oxirane-2α,7β1,5-triol-5β,9α,10β-triacetate-13α-benzonyl;isotaxa-11(12),4(20)-diene-5α,13α,15-triol-7β,9α,10β-triacetate-2α-benzonyl属于异紫杉烷类化合物,并简要地讨论了它们与紫杉烷类化合物的关系。第二部分:独籽藤木栓烷三萜化学成分 从独籽藤(Monocelastrus monosperus (Roxb.) Wang et Tang)茎的氯仿提取物中分离得到六个木栓烷类三萜化合物:29-羟基木栓酮,12-羟基木烯酮,12-羟基木栓酮,canphyllal,木栓酮,canphyllalic acid。其中2,3为二个新化合物,通过UV,IR,NMR和MS光谱对它们的结构进行了鉴定,分别为12β-hydroxy friedel-1-ene-3-one和12β-hydroxy friedel-3-one。
其他摘要Recently, the intensive inverstigations of chemical constituents of Taxaceae, especially antitumor diterpenes related to taxane, have already been stimulated by the significant antitumor activity of taxol. Such studies may eventually be responsible for the development of new types of chemotherapeutic antitumor agents. This work has been centered upon the isolation and identification of eight compounds, including four new diterpenes taxayunnansin A. B. C. D. and known compounds taxol, 1-acetoxy-5-deacetyl baccatin I, isoginkgetin and ponasterone A, isolated from Taxus yunnanensis. The new compounds taxayunnansin A-D are structurely related to isotaxaane skeleton, which was priviously derived from the rearrangement of taxol by the electrophilic reaction~([15]). In fact, the skeleton isotaxane naturally occurs in the plant. These naturally occurring examples provide a definite stimulus for considering the biosynthetic link between various groups of taxane type. The structures of above mentioned compounds were elucidated by ~1H and ~(13)CNMR, ~1H-~1H and ~1H-~(13)C COSY, EI-MSand FAB-MS, IR, UV spectrospic methods. X-ray diffraction analysis was under taken to confirm the structure proposed for taxayunnansin A. to reveal the relative configuration f diterpene modity in the componds taxayunnansin A-D. In addition, from the CHCl_3 extract of Monocelastrus monosperus (Roxb.) Wang et Tang, six friedelane triterpenoids, were isolated and characterized, e. i. 29-hydroxy friedelane-3-one, 12β-hydroxy friedelane-1-ene-3-one; 12β-hydroxy friedelan-3-one, canophyllal, friedelin, canophyllalic acid. Two of them, 12β-hydroxy friedelan-1-ene-3-one and 12β-hydroxy friedelan-3-one are new friedelane derivatives and their structures were elucidated by means of UV. IR. NMR and MS spectra.
页数104
语种中文
文献类型学位论文
条目标识符http://ir.kib.ac.cn/handle/151853/946
专题昆明植物所硕博研究生毕业学位论文
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刘锡葵. 几个化合物的结构鉴定——云南红豆杉化学成分和独籽藤木栓烷三萜化学成分——[D]. 中国科学院昆明植物研究所. 中国科学院昆明植物研究所,1992.
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