白桑叶化学成分研究

目的研究白桑叶的化学成分。方法利用各种色谱技术进行分离,根据光谱数据鉴定结构。结果从白桑叶中分离得到17个单体化合物,分别鉴定为β-谷甾醇(1)、茄尼醇(2)、(6S,9R)-6-羟基-3-氧代-α-紫罗兰醇-9-O-β-D-葡萄糖苷(3)、5α,6α-环氧-β-紫罗兰酮-3-O-β-D-葡萄糖苷(4)、5,5’-二甲氧基落叶松树脂醇-4-O-β-D-葡萄糖苷(5)、腺苷(6)、3β-羟基-5α,6α-环氧-β-紫罗兰醇-2α-O-β-D-葡萄糖苷(7)、山柰酚-3-O-β-槐糖苷(8)、山柰酚-3-O-α-L-吡喃鼠李糖基(1→2)-β-D-吡喃葡萄糖苷(9)、东莨菪苷(10)、icariside B(11)、木犀草素-7-O-β-D-葡萄糖苷(12)、山柰酚-3-O-α-L-鼠李糖苷(13)、东莨菪内酯(14)、山柰酚-3-O-β-D-葡萄糖苷(15)、马栗树皮素-7-O-β-D-葡萄糖苷(16)、左旋丁香树脂酚-4-O-β-D-吡喃葡萄糖苷(17)。结论化合物2、4、5、6、7、8、9、13为首次从该植物中分离得到。     

Pimarane‐type Diterpenes Obtained by Biotransformation: Antimicrobial Properties Against Clinically Isolated Gram‐positive Multidrug‐resistant Bacteria

The present study describes the antimicrobial activity of five pimarane‐type diterpenes obtained by fungal biotransformation against several nosocomial multidrug‐resistant bacteria. Among the investigated metabolites, ent‐8(14),15‐pimaradien‐3β‐ol was the most active compound, with very promising minimal inhibitory concentration values (between 8.0 and 25.0 µg mL^?1). Time‐kill assays using this metabolite against Staphylococcus aureus (HCRP180) revealed that this compound exerted its bactericidal effect within 24 h at all the evaluated concentrations (8.0, 16.0, and 24.0 µg mL^?1). When this metabolite was associated with vancomycin at their minimal bactericidal concentration values, the resulting combination was able to drastically reduce the number of viable strains of S. aureus within the first 6 h, compared with these chemicals alone. The checkerboard assays conducted against this microorganism did not evidence any synergistic effects when this same combination was employed. In conclusion, our results point out that ent‐8(14),15‐pimaradien‐3β‐ol is an important metabolite in the search for new effective antimicrobial agents. Copyright © 2012 John Wiley & Sons, Ltd.     

Jatrophane diterpenes from Euphorbia esula as antiproliferative agents and potent chemosensitizers to overcome multidrug resistance

Phytochemical study of whole, undried plants of Euphorbia esula led to the isolation of six new (1-6) jatrophane diterpene polyesters, named esulatins H-M, together with the known compounds 2α,3β,5α,7β,15β-pentaacetoxy-9α-nicotinoyloxyjatropha-6(17),11-dien-14-one (7), salicinolide (8), and euphosalicin (9). The structures and relative configuration of 1-6 were established on the basis of extensive spectroscopic analysis, including HRESIMS and one- and two-dimensional NMR techniques. All these compounds, together with diterpenes (10-14) isolated previously from this plant, were evaluated for their antiproliferative activity against HeLa, Ishikawa, and MCF7 cells. The multidrug-resistance-reversing activities were also investigated on L5178 mouse lymphoma cells transfected with the pHa MDR1/A retrovirus DNA. Preliminary structure-activity relationship data are discussed.     

糙皮侧耳次生代谢产物化学成分的研究

目的研究糙皮侧耳Pleurotus ostreatus(Jacq.)次生代谢产物的化学成分。方法糙皮侧耳大米培养发酵物乙酸乙酯提取物的分析采用硅胶柱、Sephadex LH?20、半制备HPLC等进行分离纯化,根据理化性质及波谱数据鉴定所得化合物的结构。结果从中分离得到16个化合物,分别鉴定为5?羟甲基糠醛(1)、羟基酪醇(2)、对羟基苯乙醇(3)、7?羟基?4?甲氧基?5?甲基香豆素(4)、flavasperone(5)、TMC?256C1(6)、pyrophen(7)、isopyrophen(8)、十八烷酸(9)、油酸(10)、1?油酸单甘油酯(11)、1?亚油酸单甘油酯(12)、麦角甾醇(13)、3β?羟基?5α,8α?过氧麦角甾醇?6,22?双烯(14)、菜油甾醇(15)、菜籽甾醇(16)。结论化合物1~3、5~11、13、15均为首次从侧耳属真菌次生代谢产物中分离得到。     

萎软紫菀化学成分的研究

目的 对萎软紫菀Aster flaccidus全草的化学成分进行分离研究.方法 采用正、反相硅胶柱进行分离纯化,用物理化学和光谱学方法鉴定化合物的结构.结果 从紫菀属植物萎软紫菀全草中分离鉴定出14个化合物,分别为2-oxo-isocostic acid(1)、单萜环烯醚苷(2)、山柰酚-3-O-β-D-葡萄糖苷(3)、1β,6α-二羟基桉烷-4(15)-烯(4)、6β-丙酸基-1,10-脱氢呋喃艾里莫芬型烷(5)、印乌头碱(6)、羽扇豆醇(7)、甘草素(8)、黄芹素(9)、苜蓿素(10)、松柏醛(11)、木栓酮(12)、芹菜素(13)、对羟基苯甲酸(14).结论 其中化合物2～7为该属植物中首次分离得到,化合物1～10、13为该植物中首次分离得到.     

繁缕中的黄酮碳苷类化合物

目的：研究繁缕中的黄酮类化合物。方法：95％的乙醇提取物的水混悬液依次用石油醚、乙酸乙酯和正丁醇萃取，各种柱层析进行分离纯化，UV，NMR等波谱数据进行结构鉴定。结果：从中分离得到14个黄酮碳苷类化合物，其结构鉴定为：芹菜素（apigenin）（1），芹菜素-6，8-二-C—β-吡喃葡萄糖苷（2），即新西兰牡荆苷-2[vicenin-Ⅱ（6，8-β-C—β-D—glucopyranosyl apigenin）]，芹菜素-6-C—β-D-葡萄糖-8-C—β-D-半乳糖苷（8-C—β-D—galactopyranosyhsovitexin（6-C—β-D—glucopyranosyl-8-C-β—D—galactopyranosyl apigenin）（3），芹菜素-6-C—-β-D-半乳糖-8-C—β-D-葡萄糖苷（6-C—β-D—galactopyranosylvitexin6-C-β-D—galactopyranosyl-8-C—β-D—glucopyranosyl apigenin）（4），芹菜素-6，8-二-C-α-L-阿拉伯糖苷（6，8-di-C-α-L-arabinopyranosyl apigenin）（5），芹菜素-6-C—β-D-葡萄糖-8-C—α-L-阿拉伯糖苷[schaftoside（6-C—β-D—glucopyranosyl-8-C-α-L-arabinosyl apigenin）]（6），芹菜素-6-C-α-L-阿拉伯糖-8-C-β-D-葡萄糖苷[isoschaftoside（6-C-α-L-arabinosyl-8-C—β-D—glucopyranosyl apigenin）]（7），芹菜素-6-C—β-半乳糖-8-C-α-L-阿拉伯糖苷（6-C—β-D—galactopyr anosyl-8-C-α-L—arabinosyl apigenin）（8），芹菜素-8-C-β-D-半乳糖（8-C-β-D-galactosyl apigenin）（9），牡荆素[vitexin（8-C-β-D-glucopyranosyl apigenin）]（10），异牡荆素[isovitexin（6-C—β-D—glucopyranosyl apigenin）]（11），麦黄酮-6，8-二-C—β-D葡萄糖苷（tricetin6，8-di-C-β-D-glucopyranoside）（12），麦黄酮-6-C-α-L-三-阿拉伯糖-8-C—β-D-葡萄糖苷[tricetin6-C-α-L-arabinosyl-8-C—β-D-galactopyranoside]13），7-O-β-D-葡萄糖基-6-C—β-D-葡萄糖（6＂-乙酰基）芹菜素[7—O-β-D—glucopyranosyl-6-C-β-D-6＂-acetyl—glucopyranosyl apigenin]（14）。结论：9个化合物（3～8及12、13）为首次从该植物中分离得到，化合物14为新化合物。     

A New Phenolic Glucoside from Paeonia lactiflora

Objective To study the chemical constituents from EtOAc extracts of Paeonia lactiflora.Methods Compounds were isolated by various chromatographic techniques and structures were elucidated on the basis of spectral analysis.Results Seventeen compounds were obtained and their structures were identified as 1,2,6-benzenetriol-1-O-α-D-glucoside(1),paeoniflorin(2),4-methylpaeoniflorin(3),albiflorin(4),paeonidanin(5),benzoylpaeoniflorin(6),4-methylbenzoylpaeoniflorin(7),benzoylalbiflorin(8),paeonidanin A(9),galloylalbiflorin(10),debenzoylalbiflorin(11),4’,5-dihydroxyflavanone-7-O-β-D-glucoside(12),5,7-dihydroxy flavanone-4’-O-β-D-glucoside(13),(+)-catechin(14),gallic acid(15),vanillic acid(16),and 1,2,3-benzenetriol(17).Conclusion Compound 1 is a new compound named paeoniphenoside.Compounds 12 and 13 are firstly obtained from genus Paeonia L.,and compounds 5 and 9 are isolated from P.lactiflora for the first time.     

川木香化学成分研究

目的:对川木香的化学成分进行研究。方法:采用多种柱色谱方法进行分离,通过波谱分析鉴定化合物结构。结果:分离得到17个化合物,分别鉴定为去氢木香内酯(1),木香烯内酯(2),川木香内酯(3),珊塔玛内酯(4),reynosin(5),4α-羟基-4β-甲基二氢木香醇(6),sulfocostunolide A(7),木香酸(8),β-cyclocostunolide(9),vladinol A(10),熊果酸(11),白桦酯酸(12),白桦酯醇(13),对苯二甲酸二丁酯(14),邻苯二甲酸二丁酯(15),尿嘧啶核苷(16),大黄素(17)。结论:化合物6～9,12～17为首次从该属植物分离得到,化合物11为首次从该种植物分离得到。     

Trinervitene diterpenes from soldiers of two Nasutitermes species from French Guyana

Methanolic extracts of soldiers of Nasutitermes guayanae and N. surinamensis have been shown to contain complex mixtures of diterpenes and monoterpenes. Eighteen diterpenes have been isolated and identified; twelve of them are previously known nasute termite diterpenes, while six are new trinervitene diterpenes. 2alpha,9beta-Dihydroxy-3beta,8beta-oxido-1(15)-trinervitene has been isolated from N. guayanae, while 3alpha,14alpha-diacetoxy-2beta-hydroxy-1(15),8(19),9-trinervitatriene, 14alpha-acetoxy-2beta,3alpha-dihydroxy-1(15),8(19),9-trinervitatriene, 2beta,3alpha-diacetoxy-11beta,14alpha-dihydroxy-1(15),8(19)-trinervitadiene, 9alpha,14alpha-diacetoxy-2beta,3alpha-dihydroxy-1(15),8(19)-trinervitadiene, and 2beta,9alpha,14alpha-triacetoxy-3alpha-hydroxy-1(15),8(19)-trinervitadiene have been isolated from N. surinamensis. Their structures were determined on the basis of their spectroscopic properties.     

Bioactive Triterpenes from the Root of Salvia miltiorrhiza Bunge

Danshen (Salvia miltiorrhiza) is a well‐known medicinal herb in the oriental medicine. The current study on bioactive triterpenoid in the root of S. miltiorrhiza led to the isolation of a new highly hydroxylated ursane‐type triterpene, urs‐12‐ene‐2α,3β,7β,16α‐tetraol (1) and five known ones including 2β‐hydroxypomolic acid (2), maslinic acid (3), asiatic acid (4), ursolic acid (5), and oleanolic acid (6). Their structures were elucidated on the basis of extensive spectroscopic analyses and comparison with literature data. The antiproliferative testing against HL‐60 cells revealed that the new compound 1 and ursolic acid (5) showed weak and moderate activities with IC₅₀ values of 42.2 and 11.7 μM. In addition, compounds 1–3 showed inhibitory effect on ghrelin activity. Copyright © 2017 John Wiley & Sons, Ltd.     

毛冬青叶的化学成分研究

目的 研究毛冬青Ilex pubescens叶的化学成分.方法 采用正相硅胶、反相ODS、Sephadex LH-20等柱色谱及半制备高效液相色谱法进行分离纯化,并通过理化性质与光谱分析法鉴定化合物的结构.结果 从毛冬青叶70％乙醇提取物中分离鉴定了16个化合物,分别为大豆苷元(1)、染料木苷(2)、山柰酚-3-O-β-龙胆二糖苷(3)、山柰酚-3-O-β-刺槐双糖苷(4)、山奈酚-3-O-β-半乳糖苷(5)、槲皮素-3-O-β-龙胆二糖苷(6)、3β,19α-二羟基齐墩果-12-烯-24,28-二酸-28-O-β-D-吡喃葡萄糖苷(7)、毛冬青皂苷A1(8)、毛冬青素A(9)、2-羟甲基-3-咖啡酰氧-1-丁烯-4-O-β-D-吡喃葡萄糖苷(10)、2-咖啡酰甲基-3-羟基-1-丁烯-4-O-β-D-吡喃葡萄糖苷(11)、3,4-O-二咖啡酰基奎宁酸(12)、3,5-O-二咖啡酰基奎宁酸(13)、1,5-O-二咖啡酰基奎宁酸(14)、4,5-O-二咖啡酰基奎宁酸(15)、2-苯乙基-O-α-L-阿拉伯糖基(1→6)-O-β-D-吡喃葡萄糖苷(16).结论 化合物1～6、12～16为首次从该植物中分离得到.     

虎尾轮根化学成分及其体外抗肾间质纤维化活性

目的 研究虎尾轮根Urariacrinita(L.) Desv.exDC的化学成分及其体外抗肾间质纤维化活性.方法 虎尾轮根乙醇提取物采用硅胶、SephadexLH-20进行分离纯化,根据理化性质及波谱数据鉴定所得化合物的结构.采用MTT法进行体外抗肾间质纤维化活性筛选.结果 从中分离得到16个化合物,分别鉴定为div...     

A New Triterpenoid Saponin from Aidi Injection

Objective To investigate the chemical constituents from Aidi Injection.Methods The chemical constituents were isolated by chromatography on Sephadex LH-20 gel columns and reverse phase semi-preparative HPLC repeatedly.Their structures were identified by spectroscopic analysis(NMR and MS).Results Twenty-two compounds were isolated and identified to be 3-O-3′,4′-diacetyl-β-D-xylopyranosyl-6-O-β-D-glucopyranosyl- cycloastragenol(1),astragaloside IV(2),astragaloside II(3),astragaloside I(4),isoastragaloside I(5), acetylastragaloside I(6),ginsenosid Re(7),ginsenoside Rf(8),ginsenoside Rg1(9),ginsenoside Rb3(10), notoginsenoside R4(11),ginsenoside Rb1(12),ginsenoside Rc(13),ginsenoside Rb2(14),ginsenoside Rd(15), lucyoside H(16),3-O-β-D-glucopyranosyl(1→4)-β-D-glucopyranosyl(1→3)-α-L-rhamnopyranosyl(1→2)-α-L- arabinopyranosyl oleanolic acid 28-O-α-L-rhamnopyranosyl(1→4)-β-D-glucopyranosyl(1→6)-β-D-glucopyranoside (17),3-O-β-D-glucopyranosyl(1→3)-α-L-rhamnopyranosyl[β-D-glucopyranosyl-(1→4)]-(1→2)-α-L-arabinopyranosyl oleanolic acid 28-O-α-L-arabinopyranosyl(1→4)-β-D-glucopyranosyl(1→6)-β-D-glucopyranoside(18),syringin (19),elentheroside E(20),4-(1,2,3-trihydroxypropyl)-2,6-dimethoxyphenyl-1-O-β-D-glucopyranoside(21),and coniferin(22).Conclusion Compounds 1-6 are originated from Astragalus membranceus,compounds 7-18 are originated from Panax ginseng,and compounds 19-22 are originated from Acanthopanax senticosus by LC-MS analysis.Compound 1 is a new compound.     

Inhibition of mammal Na+K+‐ATPase by diterpenes extracted from the Brazilian brown alga Dictyota cervicornis

The dolastane diterpenes 4‐acetoxy‐9,14‐dihydroxydolast‐1(15),7‐diene (1) and 4,7‐diacetoxy‐14‐hydroxydolast‐1(15),8‐diene (2) were isolated from specimens of the alga Dictyota cervicornis collected from the Rio de Janeiro coast, Brazil. Chemical structures of the diterpenes were assigned by 1D and 2D NMR spectral data for the first time. Both substances inhibited Na⁺K⁺‐ATPase preparations from guinea‐pig brain or kidney, with the same inhibitory potency towards enzyme isoforms. The maximal inhibition obtained for 1 was 40% at a concentration of 0.5 mm in the incubation mixture, while it reached 80% for compound 2 at this concentration. Ouabain insensitive ATPases were inhibited by 1, but not by 2. Data comparing the inhibitory potency of these compounds with that of ouabain and oleic acid suggest a higher degree of selectivity of 2 towards the Na⁺K⁺‐pump. Cardiac glycosides such as ouabain are used classically in the treatment of heart failure, but alterations of Na⁺K⁺‐pump activity are also involved in several other diseases. Therefore, the study of compounds interfering with this pump activity is gaining further importance. Copyright © 2009 John Wiley & Sons, Ltd.     

金橘化学成分的研究(Ⅰ)

目的研究金橘Fortunella margarita(Lour.)Swingle的化学成分。方法金橘成熟果实95%乙醇提取物采用硅胶、ODS、MCI、Sephadex LH-20以及半制备HPLC进行分离纯化,根据理化性质和波谱数据鉴定所得化合物结构。结果从中分离得到17个化合物,分别鉴定为无羁萜(1)、α-香树脂醇(2)、β-谷甾醇(3)、羽扇豆醇(4)、β-香树脂醇(5)、柠檬苦素(6)、表无羁萜醇(7)、滨蒿内酯(8)、东莨菪内酯(9)、citrusinine-Ι(10)、山柰酚(11)、芦丁(12)、(+)-nyasol(13)、金柑苷(14)、acacetin-8-C-neohesperidoside(15)、syringaresinol 4′-O-β-D-glucopyranoside(16)、vanilloloside(17)。结论化合物1~2、4~5、7~10、13、16~17为首次从该植物中分离得到,化合物16为金橘属植物中首次分离得到。     

多穗金粟兰中1对倍半萜对映异构体的研究

目的对多穗金粟兰Chloranthus multistachys中倍半萜类化学成分进行研究。方法利用多种色谱方法进行分离纯化,然后利用1D-NMR、2D-NMR、单晶X射线衍射等方法进行结构鉴定。结果从多穗金粟兰二氯甲烷部位中分离得到10个倍半萜类化合物,分别鉴定为(1R,4R,5R,8S,10R)-1-羟基-4-乙氧基桉叶-7(11)-烯-12,8-内酯(1a)、(1S,4S,5S,8R,10S)-1-羟基-4-乙氧基桉叶-7(11)-烯-12,8-内酯(1b)、(9S,10S)-(-)-9β-hydroxycyclocolorenon(2)、myrrhterpenoidN(3)、1α,8α,9α-三羟基桉叶-3(4),7(11)-二烯-8β,12-内酯(4)、dihydrocurcolone(5)、curvularin(6)、neolitacumone A(7)、银线草内酯F(8)和苍术内酯Ⅲ(9)。结论其中化合物1a和1b为1对新的倍半萜对映异构体,分别命名为(+)-多穗金粟兰内酯M和(-)-多穗金粟兰内酯M;化合物2为1个新的天然产物,化合物3~6为首次从该属植物中分离得到,其余化合物均为首次从该植物中分离得到。     

Smardaesidins A-G, isopimarane and 20-nor-isopimarane diterpenoids from Smardaea sp., a fungal endophyte of the moss Ceratodon purpureus

Five new isopimarane diterpenes, smardaesidins A-E (1- 5) and two new 20-nor-isopimarane diterpenes, smardaesidins F (6) and G (7), together with sphaeropsidins A (8) and C-F (10-13) were isolated from an endophytic fungal strain, Smardaea sp. AZ0432, occurring in living photosynthetic tissue of the moss Ceratodon purpureus . Of these, smardaesidins B (2) and C (3) were obtained as an inseparable mixture of isomers. Chemical reduction of sphaeropsidin A (8) afforded sphaeropsidin B (9), whereas catalytic hydrogenation of 8 yielded 7-O-15,16-tetrahydrosphaeropsidin A (14) and its new derivative, 7-hydroxy-6-oxoisopimara-7-en-20-oic acid (15). The acetylation and diazomethane reaction of sphaeropsidin A (8) afforded two of its known derivatives, 6-O-acetylsphaeropsidin A (16) and 8,14-methylenesphaeropsidin A methyl ester (17), respectively. Methylation of 10 yielded sphaeropsidin C methyl ester (18). The planar structures and relative configurations of the new compounds 1-7 and 15 were elucidated using MS and 1D and 2D NMR experiments, while the absolute configurations of the stereocenters of 4 and 6-8 were assigned using a modified Mosher's ester method, CD spectra, and comparison of specific rotation data with literature values. Compounds 1-18 were evaluated for their potential anticancer activity using several cancer cell lines and cells derived from normal human primary fibroblasts. Of these, compounds 8, 11, and 16 showed significant cytotoxic activity. More importantly, sphaeropsidin A (8) showed cell-type selectivity in the cytotoxicity assay and inhibited migration of metastatic breast adenocarcinoma (MDA-MB-231) cells at subcytotoxic concentrations.     

南苜蓿的化学成分研究

 目的 研究南苜蓿的化学成分。方法 采用不同柱色谱技术反复进行分离和纯化,通过理化性质和波谱数据分析鉴定化合物结构。结果 从南苜蓿地上部分分离并鉴定出14个化合物,分别为芹菜素(1)、芹菜素-7-O-β-D-葡萄糖苷(2)、芹菜素-7-O-β-D-葡萄糖醛酸甲酯(3)、芹菜素-7-O-β-D-葡萄糖醛酸丁酯(4)、木犀草素(5)、异芒柄花素(6)、异甘草素(7)、刺囊酸-3-O-[O-α-L-鼠李糖-(1→2)-α-L-阿拉伯糖苷](8)、香豆雌酚(9)、腺嘌呤(10)、黄嘌呤(11)、正三十九烷醇(12)、胡萝卜苷(13)、β-谷甾醇(14)。结论 以上化合物均为在该植物中首次分得,其中化合物3、4、6、8、10、11、12为首次从该属植物中分得。