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。     

蛇毒中鞣花酸类及三萜类成分研究

自蛇毒(Duchesnea indica Fock)全草中分离出6个化合物,其中,2个为新化合物,分别命名为蛇莓甙A(duchesideA)和蛇莓甙B(duchesideB),经化学及光谱(UV,1R,¹HNMR,¹³CNMR,NOEDS和MS)分析确定,蛇莓甙A的结构为3'-O-甲基-鞣花酸-4-O-β-D-吡喃木糖甙(Ⅰ),蛇莓甙B的结构为3'-O-甲基-鞣花酸-4-O-α-L-呋喃阿拉伯糖甙(Ⅱ)。另外4个化合物为已知三萜类化合物:3β-羟基-乌苏烷-12-烯-28-羧酸(Ⅲ),2α,3β,19α-三羟基-乌苏烷-12-烯-28-羧酸(Ⅳ),2α,3β,19α-三羟基-乌苏烷-12-烯-28-羧酸-28-O-β-D-吡喃葡萄糖甙(Ⅴ),2α,3α,19α-三羟基-乌苏烷-12-烯-28-羧酸-28-O-β-D-吡喃葡萄糖甙(Ⅵ)。其中化合物Ⅳ,Ⅴ和Ⅵ为首次从该属植物中分离得到。     

New ursane-type triterpene with NO production suppressing activity from Nauclea officinalis

Two new ursane-type triterpenes, named as 3β,?19α,?23,?24-tetrahydroxyurs-12-en-28-oic acid (1) and 2β,?3β,?19α,?24-tetrahydroxyurs-12-en-28-oic acid (2), together with two known triterpenoids, 3-oxo-urs-12-ene-27, 28-dioic acid (3) and quinovic acid-3-β-rhamnopyranoside (4), were isolated from the stems (with barks) of Nauclea officinalis. The structures of 1 and 2 were determined by the combined use of single-crystal X-ray diffraction and spectroscopic data analysis. The inhibitory activities on nitric oxide (NO) production induced by lipopolysaccharide in mouse macrophage RAW 264.7 cells were examined, and compound 1 was found to inhibit NO production, with the IC(50) value of 4.8?μM.     

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.     

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 ).     

劲直刺桐化学成分研究

采用现代多种色谱技术对劲直刺桐Erythrina strica Roxb枝叶的乙酸乙酯萃取物进行化学成分分离纯化,得到15个化合物,化合物类型涉及倍半萜、三萜、甾体、木脂素等,利用波谱技术和文献对照鉴定它们的结构分别为:loliolide (1),phaseic acid (2),pinnatififidanoid A...     

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.     

旱莲草化学成分旱莲甙A和旱莲甙B的分离和鉴定

自旱莲草(Eclipta alba(L.)Hassk)全草中分得4个三萜化合物,经理化常数测定和光谱(IR,MS,UV,¹HNMR,¹³CNMR和¹³C-¹HCOSY)解析,2个已知的三萜类化合物分别为刺囊酸(echinocysticacid,I)和齐墩果酸(oleanlicacid,II),另2个为新化合物,分别命名为旱莲甙A(eclip-tasaponinA,II)和旱莲甙B(ecliptasaponinB,IV)。I和II为首次从鳢肠属植物中获得。     

Microbial transformation of asiatic acid by Alternaria longipes

Asiatic acid is a major pentacyclic triterpene isolated from Centella asiatica. It shows a variety of bioactivities. In order to obtain its derivatives, potentially useful for detailed pharmacological studies, the substrate was subjected to incubations with selected micro-organisms. In this work, asiatic acid was converted into three new compounds: 2α,3β,23,30-tetrahydroxyurs-12-ene-28-oic acid (1), 2α,3β,22β,23-tetrahydroxyurs-12-ene-28-oic acid (2), and 2α,3β,22β,23,30-pentahydroxyurs-12-ene-28-oic acid (3) by the fungus Alternaria longipes AS 3.2875. The structures of the three metabolites were determined by 1D and 2D NMR spectral data.     

New triterpenoid saponins from Patrinia scabiosifolia

Phytochemical investigation of methanol extract from the whole plants of Patrinia scabiosifolia Fisch. resulted in the isolation of three new triterpenoid saponins (1-3) along with twelve known triterpenoids (4-15). The structures of the new compounds were established as 11α, 12α-epoxy-3-O-β-D-xylopyranosyl-olean-28, 13β-olide (1), 11α, 12α-epoxy-3-O-β-D-xylopyranosyl-(1 → 3)-α-L-rhamnopyranosyl-(1 → 2)-β-D-xylopyranosyl-olean-28, 13β-olide (2), and 3-O-β-D-xylopyranosyl-(1 → 3)-α-L-rhamnopyranosyl-(1 → 2)-β-D-xylopyranosyl oleanolic acid 28-O-β-D-glucopyranoside (3) on the basis of various spectroscopic analyses (including different 1D and 2D NMR spectroscopies and high-resolution electrospray ionization mass spectrometry) and chemical evidences.     

黄腊果果皮化学成分的分离与鉴定

目的研究黄腊果果皮的化学成分。方法采用反复硅胶柱色谱法、Sephadex LH-20柱色谱法、重结晶和HPLC等方法进行分离纯化,并通过NMR技术鉴定其化学结构。结果从黄腊果中分离得到8个化合物,分别鉴定为:3-羟基-2-甲基-4-吡喃酮(3-hydroxy-2-methyl-4-pyrone,1)、芥子醛(sinapaldehyde,2)、2-甲基-4-吡喃酮-3-O-β-D-吡喃葡萄糖苷(2-methyl-4-pyrone-3-O-β-D-glucopyr-anoside,3)、3,5-二甲氧基-4-羟基苯甲酸-7-O-β-D-葡萄糖苷(3,5-dimethoxyl-4-hydroxybenzoic acid-7-O-β-D-glucopyranoside,4)、胡萝卜苷(daucosterol,5)、β-谷甾醇(sitosterol,6)、3-O-α-L-吡喃鼠李糖-(1→2)-α-L-吡喃阿拉伯糖-30-降甲基齐墩果-12,20(29)-二烯-28-羧酸(3-O-α-Lrhamnopyrano-syl-(1→2)-α-L-arabinopyranosyl-30-norolean-12,20(29)-dien-28-oic acid,7)、3-O-β-D-吡喃葡萄糖-(1→3)-α-L-吡喃鼠李糖-(1→2)-α-L-吡喃阿拉伯糖-30-降甲基齐墩果-12,20(29)-二烯-28-羧酸(3-O-β-D-glucopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→2)-α-D-glucopyranosyl-(1→3)-α-L-arabi-nopyranosyl-30-norolean-12,20(29)-dien-28-oic acid,8)。结论化合物1-4为首次从木通科植物中分离得到,化合物6-8为首次从黄腊果中分离得到。     

Microbial transformation of hederagenin by Cunninghamella echinulate,Mucor subtilissimus,and Pseudomonas oleovorans

The pentacyclic triterpenoid hederagenin (1) was subjected to biotransformation by Cunninghamella echinulate CGMCC 3.2000, Mucor subtilissimus CGMCC 3.2454 and Pseudomonas oleovorans CGMCC 1.1641. Three metabolites were obtained. On the basis of nuclear magnetic resonance and high-resolution mass spectral analyses, their structures were characterized as 3β, 23-dihydroxyolean-12-en-28-oic acid 28-O-β-D-glucopyranosyl ester (2), 3β, 15α, 23-trihydroxyolean-12-en-28-oic acid (3), 1β, 3β, 23-trihydroxyolean-12-en-28-oic acid (4), and metabolite (3) was a new compound. This was the first report on the biotransformation of hederagenin.     

Two new triterpenoids from Callicarpa kwangtungensis

Two new triterpenoids, 2α,3β,16α,19α,23-pentahydroxyolean-12-en-28-oic acid (1) and 2α,3α,11α,21α,23-pentahydroxyurs-12-en-28-oic acid (2), were isolated from the aerial parts of Callicarpa kwangtungensis. Their structures were elucidated by 1D and 2D analyses, as well as MS and IR spectra.     

A phenolic glucoside isolated fromPrunus serrulata var.spontanea and its peroxynitrite scavenging activity

A new phenolic glucoside (1), pursargentoside, was isolated from the leaves of Prunus serrulata var. spontanea, along with three other known compounds, orobol 7-omicron-glucoside (2), 1beta, 2alpha, 3alpha, 24-tetrahydroxy-urs-12-en-28-oic acid (3), and chlorogenic acid (4). The structure of pursargentoside (1) was identified by spectroscopic data analysis including 1D and 2D NMR spectroscopy, as 2-omicron-beta-(6'-benzoyl)-glucopyranosyl omicron-(Z)-coumaric acid. Compounds 1, 2, and 4 exhibited ONOO scavenging activity, whereas compound 3 was determined to be virtually inactive.     

黄腊果叶中化学成分的分离与鉴定(Ⅰ)

目的研究黄腊果(Stauntonia brachyanthera Hand.-Mazz.)叶中的化学成分。方法采用反复硅胶柱色谱法、Sephadex LH-20柱色谱法、制备薄层色谱法和重结晶等方法进行分离纯化,通过理化性质与波谱分析方法鉴定化合物的结构。结果从黄腊果叶体积分数70%乙醇溶液提取物中分离鉴定6个化合物,分别为3β,20α,24-trihydroxy-29-norolean-12-en-28-oic acid 24-O-β-D-glucopyrano-side(1)、牡荆素(vitexin,2)、山奈酚(kaempferol,3)、apigenin-7-O-β-D-neospheroside(4)、3,23-di-hydroxy-akebonic acid(5)、3-O-β-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl-30-norolean-12,20(29)-dien-28-oic acid(6)。结论化合物1～4为首次从野木瓜属植物中分离得到,化合物5为首次从黄腊果中分离得到。     

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.     

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     

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.     

A new ursane-type triterpene,cymosic acid from Rosa cymosa

A new ursane-type triterpene, cymosic acid (1) together with two known compounds, 3β,19α-dihydroxy-2-oxo-12-ursen-28-oic acid (2) and 2α,19α-dihydroxy-3-oxo-12-ursen-28-oic acid (3), were isolated from Rosa cymosa Tratt. The structure of compound 1 was elucidated by analyzing its ¹H and ¹³C NMR, ¹H–¹H COSY, HSQC, HMBC, NOESY, and HR-ESI-MS values. The three compounds were found to display moderate inhibitory activities against nitric oxide production in lipopolysaccharide-activated macrophage cell lines, RAW 264.7 cells.     

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。