细花雪胆中的新成分——新葫芦素

本文报告从细花雪胆(Hemsleya graciliflora(Harms)cogn)地下茎中分离鉴定了五个化合物Ⅰa,Ⅰb,Ⅱa,Ⅱb和Ⅲ。经UV,IR,¹HNMR,MS分析及催化氢化证明Ia是一个新葫芦素:19-失碳,9β-甲基,10 α-H,2β,3α,16α,20,25-五羟基,△^5,23-羊毛甾二烯,11,22-双酮,25-乙酸酯即葫芦素F-25-乙酸酯(cucurbitacin F-25-acetate)。Ib是雪胆甲素(23,24-dihydrocucurbitacin F-25-acetate)。Ⅱa是葫芦素F(cucurbitacin F)。Ⅱb是雪胆乙素(23,24-dihydro-cucurbitacin F)。Ⅲ是齐墩果酸-28-O-β-D吡喃葡萄糖甙(C₂₈-glucoside of oleanoIic acid)。     

大花红景天化学成分的研究

从大花红景天(Rhodiola crenulata)根中分离出六个成分(Ⅰ～Ⅳ)。应用与已知品对照理化常数和光谱数据,鉴定Ⅰ,Ⅱ,Ⅲ,Ⅳ和Ⅴ分别为红景天苷(salidroside Ⅰ)、酪醇(p-tyrosolⅡ)、焦棓酸、没食子酸和β-谷甾醇。Ⅵ(大花红天素crenulatin)为一新的△¹-异戊烯-3-氧-β-D-葡萄糖苷(△¹-isopentenyl-3-O-β-D-glucopyranoside),由光谱法证明其结构为Ⅵ。     

雷公藤倍半萜生物碱的分离与结构

从雷公藤(Tripterygiu mwilfordii Hook.f.)根皮中分离到二个倍半萜生物碱,即碱Ⅰ和碱Ⅱ,根据理化性质和光谱(UV,IR,MS,HRMS,^lHNMR,¹³CNMR(COM和OFR),¹H-¹HCOSY,¹H-¹³CCOSY,NOESY和COLOC]解析,鉴定生物碱Ⅰ为euonymine,生物碱Ⅱ为一种新的生物碱,命名为雷公藤明碱(wilfordsine)。初步药理实验证明雷公藤明碱有免疫抑制活性。     

马缨丹根的三萜成分研究

从马缨丹(Lantana camara L.)根中分离到八个三萜成分,通过光谱(UV,IR,¹HNMR,¹³CNMR,MS)分析和理化常数测定,分别鉴定为lantanolic acid(Ⅰ),22β-O-angeloyl-lantanolic acid(Ⅱ),oleanolic acid(Ⅲ),22βO-angeloyt-oleanolic acid(Ⅳ),22β-O-senecioyl-oleanolic acid(Ⅴ),22β-hydroxy-oleanolic acid(Ⅵ),19α-hydroxyursolic acid(Ⅶ),3β-isovaleroyl-19α-hydroxyursolic acid(Ⅷ)。Ⅱ系首次从植物中分离到。Ⅷ是新化合物,命名为lantaiursolic acid。     

海南冬青中的一个新三萜甙

从冬青科植物海南冬青(Ilex hainanensis Merr.)的叶中分离得一新的△¹²-齐墩果叶-烷型的三萜酯甙,甙元的结构为齐墩果叶12-烯23α,28β-二酸3β,16α-二羟基(olean-12-23α,28β-dioic acid 3β,16α-dihydroxyl,Ⅱ),甙的结构为Ⅱ的β-D-葡萄糖(1′→28)酯(β-D-glucopyranosyl(1′→28)ester of Ⅱ),命名为海南冬青甙(hainanenside,Ⅰ)。     

白木通中一个新的三萜皂苷类化合物

目的研究木通科植物白木通藤茎的化学成分。方法通过反复硅胶柱色谱、ODS柱色谱和重结晶等方法进行分离纯化，根据化合物的理化性质和波谱数据鉴定结构。结果从白木通藤茎70%乙醇提取物中分离得到6个化合物。分别鉴定为2α,3β,23-trihydroxyolean-12-en-28-oic acid =O-β-D-xylopyranosyl-(1→3)-O-α-L-rhamnopyranosyl-(1→4)-O-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl ester (I), 2α,3β,23-trihydroxyurs-12-en-28-oic acid O-β-D-xylopyranosyl-(1→3)-O-α-L-rhamnopyranosyl-(1→4)-O-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl ester (II), 2α,3β,23-trihydroxyolean-12-en-28-oic acid O-α-L-rhamnopyranosyl-(1→4)-O-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl ester (III), 2α,3β,23-trihydroxyurs-12-en-28-oic acid O-α-L-rhamnopyranosyl-(1→4)-O-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl ester (IV), 2α,3β,23-trihydroxyolean-12-en-28-oic acid O-β-D-glucopyranosyl ester (V), 2α,3β,23-trihydroxyurs-12-en-28-oic acid O-β-D-glucopyranosyl ester (VI)。结论化合物II为新化合物，命名为mutongsaponin C，其他均为首次从该植物藤茎中分离得到。     

雷公藤三萜成分研究

自福建产雷公藤(Tripterygium wilfordii Hook-f)的去皮根部分离得到七种三萜成份。经鉴定T_i和T₂分别为雷公藤内酯甲和乙;T₃为3β,22α-二羟基-△¹²-齐墩果烯-29-羧酸;T₄为3-Epikatonic acid;T₅为Salaspermic acid;T₆为一新的三萜酸,3,24-二氧代-木栓烷-29-羧酸;T₇为南蛇藤素。T₅和T₆推测可能是卫矛科植物体内合成南蛇藤素的中间体。免疫学实验证明T₇对由Con A引起的淋巴细胞增殖有显著的抑制作用。     

赤芝子实体新三萜化合物的结构鉴定

目的　对赤芝子实体的化学成分进行研究。方法　利用各种色谱技术进行分离,采用¹HNMR ,¹³CNMR ,¹H-¹HCOSY ,HMQC和HMBC谱进行结构鉴定。结果　从赤芝子实体中分离得到3个化合物,分别鉴定为:lucidenicacidA (1) ,3β,7β-dihydroxy-4,4,14α-trimethyl-11,15-dioxo-5α-chol-8-en-24-oic acid (2 )和lucidenic acid C (3)。结论　化合物2为新化合物,命名为赤芝酸LM₁(lucidenicacidLM₁)。     

松塔化学成分的研究

目的研究华山松松塔的化学成分。方法用溶剂法和色谱法分离化合物，波谱法鉴定其结构。结果 分离得到4个二萜类化合物，其结构鉴定为7-oxo-12α,13β-dihydroxyabiet-8(14)-en-18-oic acid (I), 7-oxo-13β-hydroxyabiet-8(14)-en-18-oic acid (II), 8(14)-podocarpen-13-on-18-oic acid (III)和lambertianic acid (IV)。结论I为新化合物，其结构鉴定为7-oxo-12α,13β-dihydroxyabiet-8(14)-en-18-oic acid，化合物II，III为首次从该植物中分离得到。     

雷公藤三萜成分

目的：研究雷公藤(Tripterygium wilfordii Hook.f)根心部分化学成分。方法：采用硅胶柱色谱法进行分离,运用现代波谱技术分析鉴定了8个三萜。结果：经光谱鉴定化合物为：雷公藤内酯甲(wilforlide A 1),雷公藤内酯乙(wilforlide B 2),3-epikatonic acid (3),cangoronine (4),regelin (5),salaspermic acid (6),3-hydroxy-2-oxo-3-fridelen-20α-carboxylic acid (7)以及新化合物3β-hydroxy-D∶B-friedoolean-5∶6 epoxy-29-oic acid (8),后者命名为triptotin C。结论：化合物8为新化合物。     

Aceriphyllic acid A,A new ACAT inhibitory triterpenoid,from Aceriphyllum rossii

Two new triterpenoids along with three known ones, 3-oxoolean-12-en-27-oic acid (1), 3alpha-hydroxyolean-12-en-27-oic acid (2) and 3beta-hydroxyolean-12-en-27-oic acid (3), were isolated from Aceriphyllum rossii. The structures of the new compounds were determined to be a 3alpha,23-dihydroxyolean-12-en-27-oic acid (4) and a 3alpha,23-dihydroxyolean-12-en-29-oic acid (5) by spectroscopic and chemical methods; they were designated aceriphyllic acids A and B, respectively. Compounds 2, 3 and 4 remarkably inhibited the activity of ACAT.     

Bioactive triterpenoids from Symplocos chinensis

A new triterpenoid, 2beta,3beta,19alpha,24-tetrahydroxy-23-norurs-12-en-28-oic acid (4), together with three known triterpenoids 3-oxo-19alpha,23,24-trihydroxyurs-12-en-28-oic acid (1), 2alpha,3beta,19alpha,23-tetrahydroxyurs-12-en-28-oic acid (2), 2alpha,3alpha,19alpha,23-tetrahydroxyurs-12-en-28-oic acid (3), was isolated from the roots of Symplocos chinensis. The new triterpenoid shows significant cytotoxic activity against B16 and BGC-823 cells.     

野木瓜甙YM10和YM12的结构

从野木瓜(Stauntonia chinensis DC.)中分离得到二个去甲五环三萜皂甙化合物,经化学和光谱分析,分别鉴定为3-O-α-L-吡喃鼠李糖-(1→2)-α-L-吡喃阿拉伯糖-30去甲齐墩果-12,20(29)-二烯-28-羧酸-28-O-α-L-呲喃鼠李糖-(1→4-β-D-吡喃葡萄糖-(1→6)-β-D-吡喃葡萄糖酯,命名为野术瓜甙YM10(Ⅰ)和3-O-α-L-呲喃鼠李糖-(1→2)-α-L-吡喃阿拉伯糖-30-去甲齐墩果-12,20(29)-二烯-28-羧酸-28-O-β-D-吡喃葡萄糖-(1→6)-β-D-吡喃葡萄糖酯,命名为野木瓜甙YM₁₂(Ⅱ)。Ⅰ和Ⅱ均系首次从植物中得到的新化合物。     

Triterpenoids from the Flower of Campsis grandiflora K. Schum. as Human Acyl-CoA: Cholesterol Acyltransferase Inhibitors

The flower of Campsis grandiflora K. Schum. was extracted with 80% aqueous MeOH, and the concentrated extract was partitioned with EtOAc, n-BuOH and H2O. From the EtOAc fraction, seven triterpenoids were isolated through the repeated silica gel, ODS column chromatographies and preparative HPLC. From the result of physico-chemical data including NMR, MS and IR, the chemical structures of the compounds were determined as 3beta-hydroxyolean-12-en-28-oic acid (oleanolic acid, 1), 3beta-hydroxyurs-12-en-28-oic acid (ursolic acid, 2), 3beta-hydroxyurs-12-en-28-al (ursolic aldehyde, 3), 2alpha,3beta-dihydroxyolean-12-en-28-oic acid (maslinic acid, 4), 2alpha,3beta-dihydroxyurs-12-en-28-oic acid (corosolic acid, 5), 3beta,23-dihydroxyurs-12-en-28-oic acid (23-hydroxyursolic acid, 6) and 2alpha,3beta,23-trihydroxyolean-12-en-28-oic acid (arjunolic acid, 7). These teriterpenoids were isolated for the first time from this plant. Also, compounds 4, 5, 6, and 7 revealed relatively high hACAT-1 inhibitory activity with the value of 46.2+/-1.1, 46.7+/-0.9, 41.5+/-1.3 and 60.8+/-1.1% at the concentration of 100 microg/mL, respectively.     

Terpenoids and steroids from several euphorbiaceae and pinaceae plants]

During the course of a search for biologically active constituents from unexamined plant sources, several biogenetically interesting new di- and tri-terpenes and steroids were isolated from several weeds and shrubs of Euphorbiaceae and the bark, leaves and cones of several Pinaceae trees which had been treated as wastes in the forestry industry. Euphorbia supina contained 3,4-seco-5 alpha- and 5 beta-adian-4(23)-ene-3,5-diols and related oxides, oxygenated fern-8-en-3 beta-ols named supinenolones A-E and unusually migrated oxyfernanes having (9S)- and (9R)-7(8-->9)abeo-9-D:C-friedo-B':A'-neogammacerane skeletons named spirosupinane and neospirosupinane, while E. chamaesyce contained 3,4-seco-oleana-4(23), 18-dien-3-oic acid, 3,4-seco-8 beta H-ferna-4(23),9(11)-dien-3-oic acid and two oxygenated obtusifoliols. The bark of Phyllanthus flexuosus (Euphorbiaceae) contained 11 beta-hydroxy-D:A-friedo-olean-1-en-3-one, lup-20(29)-ene-3 beta, 15 alpha-diol, olean-12-ene-3 beta,15 alpha-diol and olean-12-ene-3 beta,15 alpha,24-triol together with trichadenic acid B for which we revised the structure to 3 beta-hydroxy-D:A-friedo-oleanan-27-oic acid. Two 26-nor-D:A-friedo-olean-14-enes were isolated from P. watsonii. Regarding Pinaceae trees, an unusually migrated abieslactone [(3R, 7S, 9R, 23R)-7-hydroxy-3-methoxy-8-oxo-7(8-->9)abeo-lanost-24-eno-26,23-lactone], named spiroveitchionolide, was isolated from the bark of Abies species, besides nine abieslactone analogues. Two pairs of unusually migrated serratanes, piceanonols A and B and jezananals A and B having novel skeletal systems of 14(13-->12) abeo- and 16(15-->14) abeo-serratanes named piceanane and jezanane, respectively, were also isolated from the stem bark of Picea species, besides three 14 beta,15 beta-epoxyserratanes and two 13 alpha,14 alpha-epoxyserratanes. The leaves of Larix kaempferi contained two deformed abietanes named karamatsuic acid (9,10-seco-9,10 alpha-epoxyabieta-8,11,13-trien-18-oic acid) and larikaempferic acid [9 alpha,13 alpha-epoxy-8-oxo-9(8-->7)abeo-7 beta-abietan-18-oic acid], as well as the cones to contain 8 alpha,12 alpha-epidioxy-15-hydroxyabiet-13-en-18-oic acid, three diepoxy-abietan-18-oic acids and two new dehydroabietic acid analogues. Several of the above compounds exhibited inhibitory effects against tumor-promoting and DNA topoisomerase II activities.     

Anticomplementary activity of triterpenoids from the whole plant of Aceriphyllum rossii against the classical pathway

To provide a better understanding of the anti-complement activity of triterpenoids, seven unusual pentacyclic triterpenoids bearing a carboxyl group at C-27 were evaluated for their anticomplement activities against the classical pathway of the complement system. The triterpenoids were isolated from the whole plant of Aceriphyllum rossii of the family Saxifragaceae and were determined to be 3alpha,23-isopropylidenedioxyolean-12-en-27-oic acid (1), 3-oxoolean-12-en-27-oic acid (2), 3alpha-hydroxyolean-12-en-27-oic acid (3), beta-peltoboykinolic acid (4), 3alpha,23-diacetoxyolean-12-en-27-oic acid (5), 23-hydroxy-3-oxoolean-12-en-27-oic acid (6) and aceriphyllic acid A ( 7). Among them, compounds 2, 3, and 5 showed significant anticomplement activity on the classical pathway with IC (50) values of 71.4, 98.5, and 180.7 microM, respectively, whereas compounds 1, 4, 6, and 7 were inactive. Our findings suggest that both the ketone at C-3 and the methyl at C-23 in the oleanane triterpenoids with a carboxyl group at C-27 are important for the anticomplement activity against the classical pathway.     

Abietane diterpenoids from the cones of Larix kaempferi and their inhibitory effects on Epstein-Barr virus activation

Four known (1-3, 8) and four new abietane diterpenes, 15-hydroxy-8alpha,14alpha,12alpha,13alpha-diepoxyabietan-18-oic acid (4), 7alpha,8alpha,13beta,14beta-diepoxyabietan-18-oic acid (5), 18-nor-abieta-8,11,13-triene-4alpha,7alpha,15-triol (6), and abieta-8,11,13-triene-7alpha,15,18-triol (7) were isolated from the CHCl3 extract of the cones of Larix koempferi. A known compound, 13,14-seco-13,14-dioxoabiet-13-en-18-oic acid (8) was isolated from natural sources for the first time. Their structures were determined by chemical and spectroscopic methods including 1D and 2D NMR techniques. The absolute stereostructure of 5 was determined by X-ray crystallographic analysis. The inhibitory effects of these compounds on Epstein-Barr virus early antigen (EBV-EA) activation induced by the tumor promoter, 12-O-tetradecanoylphorbol-13-acetate (TPA), were examined as a primary screening for antitumor promotors.     

New oleanene and fernane-type triterpenes from the stem bark of Betula pendula roth

A new oleanene-type triterpene, named betuloleanolic acid acetate and fernane-type triterpenes, namely betufernanediol A and betufernanediol B (isomers) have been isolated from the stem bark of Betula pendula. Their structures have been established as olean-12-en-3beta-ylacetate-29-oic acid, fern-22(29)-en-3beta,12beta-diol and fem-22(29)-en-3alpha,12beta-diol, respectively, on the basis of spectral data analysis and chemical reactions.