藤山柳根茎中的三萜成分

目的　研究我国特有的单种属药用植物藤山柳[Clematoclethrascandens (Franch .)Maxim .]根茎的甲醇提取物正丁醇萃取部分的化学成分。方法　将甲醇提取物分散于水中,经石油醚和乙酸乙酯萃取后,再用正丁醇进行萃取,对正丁醇萃取物进行柱色谱分离纯化,用波谱方法鉴定化合物结构。结果　分离鉴定了5个三萜化合物:2α,3β,24-三羟基乌苏-12 ,18-二烯-28-酸-28-O-β-D-吡喃葡糖酯(I) ,niga-ichigoside F₁ (II) ,asiaticacid (III) ,2α,3α,24-三羟基乌苏-12-烯-28-酸(IV) ,2α,3α,19α,24-四羟基乌苏-12-烯-28-酸(V)。结论　以上三萜化合物均为首次从该属植物中获得,其中I是一个新三萜皂苷     

藏药绵毛丛菔化学成分研究

目的对藏药绵毛丛菔Solms-Laubachia lanata Botsch根部甲醇提取物的化学成分进行分离鉴定。方法利用普通硅胶柱色谱方法进行分离、纯化,并经核磁共振(NMR)、质谱(MS)、红外(IR)等现代波谱技术确定其结构。结果从绵毛丛菔的甲醇提取物乙酸乙酯部位获得4个化合物,其结构被确定为:β-谷甾醇(Ⅰ),棕榈酸(Ⅱ),胡萝卜苷(Ⅲ),3α,24-二羟基-齐敦果-12-烯-28-甲酯(IV)。其中化合物(I)、(III)、(IV)为首次从丛菔属植物中分离得到。     

Two new triterpenoid glycosides from the leaves of Anthocephalus chinensis

Nine compounds were isolated from the leaves of Anthocephalus chinensis by column chromatography on silica gel and Sephadex LH-20, and their structures were elucidated by spectroscopic techniques as clethric acid-28-O-β-d-glucopyranosyl ester (1), mussaendoside T (2), β-stigmasterol (3), hederagenin (4), ursolic acid (5), clethric acid (6), 3β,6β,19α,24-tetrahydroxyurs-12-en-28-oic acid (7), mussaendoside I (8), and cadambine (9). Compounds 1 and 2, and 7 and 8 were isolated from the plants of this genus for the first time, and compounds 1 and 2 were new triterpenoid glycosides.     

3β,5α,6β-三羟基胆烷-24-酸衍生物的合成及体外抗癌活性

目的探讨3β,5α,6β三羟基胆烷24酸侧链的改变和A、B环羟基衍生物对羟基胆烷酸类化合物抗癌活性的影响;改进3β羟基胆5烯24酸甲酯等的制备方法。方法以去氧猪胆酸为起始原料,经甲酯化、氯代、乙酰氧基取代、水解、氧化、酯化等步骤合成目标化合物;采用MTT活细胞染色法,以3β,5α,6β三羟基胆烷24酸甲酯为对照,比较3β,5α,6β三羟基胆烷24酸衍生物对小鼠L1210白血病细胞增殖抑制作用,观察3β,5α,6β三羟基胆烷24酸衍生物对小鼠L1210白血病细胞体外抗癌活性。结果合成了15个化合物(其中6个未见文献报道)并确证了结构;小鼠L1210白血病细胞体外增殖抑制实验表明,3β,5α,6β三羟基胆烷24酸甲酯(L7)、3β,5α,6β三羟基胆烷24酸正己酯(L13)和3β,5α,6β三羟基胆烷24酸(2′甲氧基)乙酯(L14)有一定的抗癌活性。结论3β,5α,6β三羟基胆烷24酸甲酯为羟基胆烷酸类化合物中抗癌活性较好的化合物。     

热带灵芝的化学成分研究

目的研究热带灵芝(Ganoderma tropicum(Jungh.)Bres.)子实体的化学成分。方法采用常压硅胶柱色谱、减压硅胶柱色谱、Sephadex LH-20柱色谱等分离方法进行分离纯化,通过理化性质和波谱数据分析鉴定化合物的结构。结果从热带灵芝的乙醇提取物中分离得到10个化合物,分别鉴定为:3β,7β-dihydroxy-11,15,23-trioxo-lanost-8,16-dien-26-oic acid methyl ester(1)、灵芝酸I(2)、甲基灵芝酸B(3)、灵芝酮B(4)、灵芝酮A(5)、灵芝酸H(6)、甲基灵芝酸H(7)、24R-ergosta-7,22-diene-3,5,6-triol(8)、22E,24R-5α,6α-epoxyergos-ta-8,22-diene-3β,7α-diol(9)、麦角甾-7,22-二烯-3β-醇(10)。结论化合物1～7为三萜类化合物,化合物8～10为甾体类化合物,均为首次从热带灵芝中分离得到。     

Microbial transformation of the anti-diabetic agent corosolic acid by Cunninghamella echinulata

The pentacyclic triterpenoid corosolic acid was metabolized by Cunninghamella echinulata CGMCC 3.2000 to its C-24 aldehyde group metabolite and five other hydroxylated metabolites: madasiatic acid (2), 2α, 3β, 7β-trihydroxyurs-12-en-28-oic acid (3), 2α, 3β, 15α-trihydroxyurs-12-en-28-oic acid (4), 2α, 3β, 6β, 7β-tetrahydroxyurs-12-en-28-oic acid (5), 2α, 3β, 7β, 15α-tetrahydroxyurs-12-en-28-oic acid (6), and 2α, 3β,7β-trihydroxy-24-al-urs-12-en-28-oic acid (7); compounds 3, 5, and 7 were new compounds. The α-glucosidase inhibitory effects of the metabolites were also evaluated.     

Constituents of Cupuliferae,XVII: Triterpene Saponins and Falvonoids from Quercus laurifolia Michx.

In addition to fourteen known glycosides from leaves of Quercus laurifolia Michx., a new acylated triterpene soponin has been isolated and identified as 3-O-galloyl-28-β-D -glucopyranosyl diester of the 2α,3β,19α,23-tetrahydroxyurs-12-ene-28-oic acid ( 1 ). The structure of the previously described α-D -glucopyranosyl ester of the 2α,3β,19α,23-tetrahydroxyurs-12-ene-28-oic acid was revised to β-D -glucopyranosyl ester of the 2α,3β,19α,23-tetrahydroxyurs-12-ene-28-oic acid ( 2 ).     

Cytotoxic and pro-apoptotic effects of novel ganoderic acid derivatives on human cervical cancer cells in vitro

Ganoderic acid T, a triterpenic acid produced by Ganoderma lucidum, has demonstrated therapeutic potential for tumor disease. In the current work, ganoderic acid T was modified to produce more effective small-molecule inhibitors of cancer cell proliferation. Moreover, the anticancer effects of three new ganoderic acid T derivatives, i.e., (22S,24E)-3α,15α,22-triacetoxy-5α-lanosta-7,9(11),24-trien-26-oic acid ethyl ester (TLTO-Ee), (22S,24E)-3α,15α,22-triacetoxy-5α-lanosta-7,9(11),24-trien-26-oic acid propyl ester (TLTO-Pe), and (22S,24E)-3α,15α,22-triacetoxy-5α-lanosta-7,9(11),24-trien-26-oic acid amide (TLTO-A), and one known derivative, (22S,24E)-3α,15α,22-triacetoxy-5α-lanosta-7,9(11),24-trien-26-oic acid methyl ester (TLTO-Me), on the cervical cell line HeLa were investigated and compared. MTT assay indicated that, among the tested compounds, TLTO-A displayed the highest inhibitory effect on the growth of HeLa cells, whereas it showed less cytotoxicity to the non-tumorous cell line MCF-10A than ganoderic acid T. Flow cytometry analysis revealed that all the compounds caused cell cycle arrest at the G1 phase and induced apoptosis. Furthermore, they decreased the mitochondrial membrane potential and enhanced the activities of pro-apoptotic factors caspase-3 and caspase-9 in a dose-dependent manner. Accordingly, the apoptosis induction was presumed to occur through the endogenous pathway. The following order ranks both cytotoxic and pro-apoptotic effects of the compounds against HeLa cells: TLTO-A>ganoderic acid T≈TLTO-Me≈TLTO-Ee≈TLTO-Pe. This study suggests that the carboxyl group of ganoderic acid T is not the main active group and is suitable for its further structural modification. The current work presents valuable information on the design of ganoderic acid T derivatives to develop potential chemotherapy agents.     

裸花紫珠的化学成分研究

目的研究裸花紫珠的化学成分。方法应用各种柱层析方法分离纯化,运用光谱数据解析鉴定化合物结构。结果分离鉴定了11个化合物,分别为：2α,3α,24-三羟基-齐墩果烷-12-烯-28-酸（Ⅰ）,2α,3β,24-三羟基-齐墩果烷-12-烯-28-酸（Ⅱ）,2α,3β,19α-三羟基-齐墩果烷-12-烯-28-O-β-D-葡萄糖苷（Ⅲ）,2α,3α,19α,23-四羟基-齐墩果烷-12-烯-28-O-β-D-葡萄糖苷（Ⅳ）,岳桦素（Ⅴ）,芹菜素（Ⅵ）,木犀草素（Ⅶ）,无梗五加苷B（Ⅷ）,aurantiamide acetate（Ⅸ）,β-谷甾醇（Ⅹ）,β-胡萝卜苷（Ⅺ）。结论化合物Ⅱ～Ⅳ,Ⅷ和Ⅸ为首次从紫珠属植物中分离得到,化合物Ⅰ和Ⅴ为从裸花紫珠中首次分得。     

Two new triterpenoids from the resin of Boswellia carterii

Two new triterpenoids, 3-oxotirucalla-7,9(11),24-trien-21-oic acid (1) and 18Hα,3β,20β-ursanediol (2), along with 15 known triterpenes, α-amyrin, α-boswellic acid, β-boswellic acid, acetyl α-boswellic acid, acetyl β-boswellic acid, 9,11-dehydro-β-boswellic acid, 9,11-dehydro-α-boswellic acid, acetyl 11α-methoxy-β-boswellic acid, 11-keto-β-boswellic acid, acetyl 11-keto-β-boswellic acid, acetyl α-elemolic acid, 3β-hydroxytirucalla-8,24-dien-21-oic acid, elemonic acid, 3α-hydroxytirucalla-7,24-dien-21-oic acid, and 3α-hydroxytirucall-24-en-21-oic acid, were isolated from the resin of Boswellia carterii Birdw.     

Two new triterpenoids from the resin of Boswellia carterii

Two new triterpenoids, 3-oxotirucalla-7,9(11),24-trien-21-oic acid (1) and 18Hα,3β,20β-ursanediol (2), along with 15 known triterpenes, α-amyrin, α-boswellic acid, β-boswellic acid, acetyl α-boswellic acid, acetyl β-boswellic acid, 9,11-dehydro-β-boswellic acid, 9,11-dehydro-α-boswellic acid, acetyl 11α-methoxy-β-boswellic acid, 11-keto-β-boswellic acid, acetyl 11-keto-β-boswellic acid, acetyl α-elemolic acid, 3β-hydroxytirucalla-8,24-dien-21-oic acid, elemonic acid, 3α-hydroxytirucalla-7,24-dien-21-oic acid, and 3α-hydroxytirucall-24-en-21-oic acid, were isolated from the resin of Boswellia carterii Birdw.     

Triterpenes from Astilbe chinensis

Six new triterpenes, 3β,6β-dihydroxyurs-12-en-27-oic acid (1), 3β,6β,24-trihydroxyurs-12-en-27-oic acid (2), 3β,6β,7α-trihydroxyurs-12-en-27-oic acid (3), 3β-acetoxy-6β-hydroxyurs-12-en-27-oic acid (4), 3β,6β,24-trihydroxyolean-12-en-27-oic acid (5), and 3β,6β,7α-trihydroxyolean-12-en-27-oic acid (6), were isolated from the rhizomes of Astilbe chinensis. Their structures were elucidated on the basis of 1D- and 2D-NMR analyses and HR-MS experiments. The isolated compounds exhibited significant cytotoxic activities against the SK-N-SH and HL-60 cell lines.     

夏枯草皂苷A的结构鉴定

目的：研究夏枯草(Prunella vulgaris L.)果穗中的化学成分。方法：用色谱法分离夏枯草的化学成分,并用化学及波谱法鉴定其结构。结果：从夏枯草中分离得到6个化合物,根据理化性质和波谱数据鉴定其结构分别为β-香树脂醇（1）,α-波甾醇（2）,豆甾醇（3）,豆甾-7-烯-3β-醇（4）,咖啡酸（5）和2α,3α,24-三羟基-齐墩果-12-烯-28-酸-28-β-D-吡喃葡糖酯苷（6）。并将其亲脂性部分甲基化后用气质联用方法进行分析,从中分离鉴定了8个脂肪酸类化合物。 结论：化合物6为新化合物,命名为夏枯草皂苷A,化合物2～5为首次从夏枯草获得。     

New terpenes from Salvia palaestina Benth. and Salvia syriaca L. growing wild in Jordan

The novel seco-ursane-type triterpenoid 3β,11α-dihydroxy-17,22-seco-17(28), 12-ursadien-22-oic acid (1) was isolated for the first time from a natural source from two Salvia species growing wild in Jordan, Salvia palaestina Benth. and Salvia syrica L. In addition to compound 1, S. syriaca afforded a new sesquiterpene named syriacine (2). S. palaestina also afforded 15 other known compounds, 6 of which are isolated for the first time from the plant, and these include velutin, hyptadienic acid, cirsilineol, 2α,3β-dihydroxyurs-12-en-28-oic acid, 2α,3α-dihydroxy-24-nor-4(23),12-oleanan-28-oic acid, and 2α,3β,24-trihydroxyurs-12-en-28-oic acid. S. syriaca also afforded 16 other known compounds, 7 of which are isolated for the first time from the plant. These are 1α,3α-dihydroxyolean-9(11),12-diene, maslinic acid, 2α,3β,24-trihydroxyolean-12-en-28-oic acid, 11-oxo-oleanolic acid, 11-oxo-ursolic acid, poriferast-5-en-3,7-diol, and pectolinangenin.     

爪哇脚骨脆中三萜类化学成分研究(英文)

从大风子科植物爪哇脚骨脆的树干中分离得到11个已知三萜类化合物,经波谱解析及与文献对照方法,分别鉴定为木栓酮-2,3-内酯(1),木栓烷(2),表木栓醇(3),木栓酮(4),2α,3α,19α-三羟基-乌苏烷-12-烯-28-羧酸(5),2α,3β,19α-三羟基-乌苏烷-12-烯-28-羧酸(6),2α,3α,23-三羟基-乌苏烷-12-烯-28-羧酸(7),2α,3α,23-三羟基-齐墩果烷-12-烯-28-羧酸(8),2α,3α,19α,23-四羟基-乌苏烷-12-烯-28-羧酸(9),2α,3α,19α,23-四羟基-乌苏烷-12-烯-28-羧酸-28-O-β-D-葡萄糖酯(10),及3β,19α-双羟基-乌苏烷-12-烯-28-羧酸3-O-α-L-阿拉伯糖苷(11).其中化合物1为大风子科植物中稀有的裂环木栓烷三萜,所有化合物皆为首次从本植物中分离得到。     

Two new sesquiterpene lactones from leaves of yacon,Smallanthus sonchifolius

The chemical constituents of 95% EtOH extract of yacon leaves were separated to yield two new sesquiterpene lactones, together with three known compounds. The two new compounds were characterized to be 8β-angeloyloxy-13-methoxyl-11, 13-dihydromelampolid-14-oic acid methyl ester (1) and 8β-(3-methylbut-2-enoyl) oxy-13-methoxyl-11, 13-dihydromelampolid-14-oic acid methyl ester (2) on the basis of NMR spectra, HR-MS and other spectroscopic methods. The cytotoxicity of compounds 1–5 were evaluated on human hepatoma cell Bel-7402 and all the compounds showed moderate cytotoxicity.     

甘草中新三萜皂甙元的分离和结构鉴定

自乌拉尔甘草(Glycyrrhiza uralensis Fisch.)根茎中提取皂甙。经盐酸甲醇水解,柱层分离,得到七个皂甙元。本文报道新三萜皂甙元乌拉内酯(uralenolide)及18α-羟基甘草次酸甲酯的结构鉴定。后者为首次得自乌拉尔甘草。     

Triterpenoids from Peganum nigellastrum

Two triterpenoids were isolated from the roots of Peganum nigellastrum Bunge. Their structures were elucidated as 3α-acetoxy-27-trans-caffeoyloxyolean-12-en-28-oic acid methyl ester (1) and 3-oxotirucalla-7, 24-dien-21-oic acid (2) on the basis of spectroscopic evidence. 1 is a new triterpene ester and 2 is a known compound isolated for the first time from genus Peganum.     

Sterol biosynthesis in Pneumocystis: unique steps that define unique targets

Pneumocystis lacks ergosterol, and several antimycotics that bind ergosterol in fungal membranes or inhibit its synthesis are ineffective against Pneumocystis pneumonia. The organism synthesizes C(28) and C(29) Delta(7) 24-alkylsterols, 24-alkyllanosterol derivatives, and Delta(5) 24-alkylsterols, which may be produced by modifying scavenged Delta(5) sterols. Mammals cannot desaturate C-22 and alkylate C-24 of sterols, thus, these processes are particularly attractive targets for antifungal drug development. Recent data indicate that C-22 desaturation is not, but C-24 alkylation is an attractive target in P. carinii. The P. carinii S-adenosyl-L-methionine:sterol C-24 methyl transferase (SAM:SMT) has unique properties; it prefers lanosterol as its sterol substrate.     

Unusual microbial lactonization and hydroxylation of asiatic acid by Umbelopsis isabellina

Asiatic acid (1) is a natural triterpenoid isolated from Centella asiatica. This paper reports the microbial transformation of asiatic acid by an endophytic fungus Umbelopsis isabellina to obtain derivatives potentially useful for further studies. Incubation of asiatic acid with U. isabellina afforded two derivatives 2α,3β,7β, 23-tetrahydroxyurs-12-ene-28-oic acid (2) and 2α,3β,7β,23-tetrahydroxyurs-11-ene-28,13-lactone (3). The structures of these compounds were elucidated by spectral data. Compound 3 has formed an unusual lactone. These two products are new compounds. The possible transformation passway was also discussed.