A novel antibacterial iridoid and triterpene from Caiophora coronata

Bioassay-guided fractionation of the antibacterial CH(2)Cl(2)-MeOH extract obtained from the aerial parts of the Argentinean plant Caiophora coronata led to the isolation of a new triterpene, 1beta,3beta-dihydroxyurs-12-en-27-oic acid, 1, and a new iridoid, 1alpha-methoxy-6alpha,10-dihydroxyisoepiiridomyrmecin (caiophoraenin), 2, along with the known iridoid isoboonein 3. Their structures were established by spectroscopic techniques (1D and 2D NMR, HRFABMS, FTIR). The MIC values of isolated compounds were determined against methicillin-sensitive (MSSA) and -resistant (MRSA) strains of Staphylococcus aureus, Bacillus subtilis (BS), vancomycin-resistant Enterococcus faecium (VREF), Escherichia coli (EC), E. coli imp (ECimp), and Candida albicans (CA). Compound 1 was found active against BS, MSSA, MRSA, VREF, and ECimp with MIC values of 2, 4, 4, 4, and 16 microg/mL, respectively.     

美丽红豆杉种子化学成分的研究(Ⅳ)

目的研究美丽红豆杉T axusm a irei种子的化学成分。方法采用柱色谱、制备TLC、制备HPLC法和光谱法分离鉴定化学成分。结果从美丽红豆杉种子中分离得到6个紫杉烷类化合物,鉴定为13-αacety lbrev ifo lio l(Ⅰ)、taxayun tin E(Ⅱ)、acety ltax in ine B(Ⅲ)、5-ep i-canadensene(Ⅳ)、2,α9,α10,β13-tetraacetoxy-20-c innam oy loxy-taxa-4(5),11(12)-d iene(Ⅴ)、taxach itrienes B(Ⅵ)。结论它们均为首次从该植物种子中获得。     

酸枣仁中的一种新羽扇豆烷型三萜

目的研究酸枣仁Ziziphus jujuba var．spinosa的化学成分。方法利用硅胶柱色谱进行分离纯化，通过理化方法及光谱分析鉴定其结构。结果从酸枣仁乙醇提取液中得到6个化合物，分别鉴定为2α，3β-dihydroxylup-20（29）-en-28-oci acid methyl ester（Ⅰ）、β-谷甾醇（Ⅱ）、白桦酯醇（Ⅲ）、白桦醋酸（Ⅳ）、1一-六烷酸甘油酯（Ⅴ）、胡萝卜苷（Ⅵ）。结论化合物Ⅰ为新化合物。一命名为罗珠子酸甲酯（alphitolic acid methyl ester），一化合物Ⅴ为首次从酸枣仁中分离得到。     

Fomlactones A-C, novel triterpene sactones from Fomes cajanderi

Investigation of the neutral ether extracts of the fungus Fomes cajanderi led to the isolation of three novel ketal lactones named fomlactones A (1), B (2), and C (3). These compounds were identified by analysis of IR, HRMS, CD, and 1D and 2D NMR data. The structure of fomlactone C (3) was confirmed by X-ray diffraction analysis.     

假繁缕中的一个新三萜化合物(英文)

AIM:To investigate the chemical constituents of Glinus oppositifolius.METHODS:The compounds were isolated by silica gel chromatography.The structure of the new triterpene was elucidated by extensive 1D and 2D NMR spectroscopy.RESULTS:The dichloromethane extract of the air-dried leaves of Glinus oppositifolius afforded a new triterpene,oppositifolone(1),spinasterol(2),squalene(3) and lutein(4).The structure of 1 was elucidated by NMR spectroscopy,while 2-4 were identified by comparison of their 13C NMR data with those reported in the literature.CONCLUSION:A new triterpene was isolated from G.oppositifolius.     

In vitro cytotoxicity of the protoberberine-type alkaloids

In vitro cytotoxic activities of 24 quaternary protoberberine alkaloids related to berberine have been evaluated using a human cancer cell line panel coupled with a drug sensitivity database. Extending the alkyl chain at position 8 or 13 strongly influenced the cytotoxic activity, that is, relative lipophilicity as well as the size of the substituent affects cytotoxicity. The highest level of activity was observed in 8- or 13-hexyl-substituted derivatives of berberine. Structure-activity relationships are described.     

Two novel glucodienoid alkaloids from Erythrina latissima seeds

The structures of two novel glycodienoid alkaloids isolated from Erythrina latissima seeds have been established as (+)-16beta-D-glucoerysopine (1) and (+)-15beta-D-glucoerysopine (2). NOE measurements established that 1 and 2 are positional isomers. Their structures were elucidated from their 1D and 2D homonuclear and heteronuclear NMR spectroscopic data. In addition, seven known tetracyclic dienoid alkaloids were isolated and identified as (+)-erysovine, (+)-erysodine, (+)-erysotrine, (+)-erythraline, (+)-beta-D-glucoerysodine, (+)-8-oxoerythraline, and (+)-erysotramidine.     

Aquiledine and isoaquiledine, novel flavonoid alkaloids from Aquilegia ecalcarata

Two new flavonoid alkaloids, aquiledine (1) and isoaquiledine (2), were isolated from the whole herb of Aquilegia ecalcarata, and their structures were determined by detailed spectral analysis. Three known flavonoids were also isolated from this extract-apigenin, apigenin-7,4'-dimethyl ether, and luteolin-and have not been reported previously from A. ecalcarata.     

A new dammarane-type triterpene glycoside from Polyscias fulva

A new dammarane-type triterpene glycoside, polysciasoside A (1), and three known compounds have been isolated from the leaves of Polyscias fulva. The structure of the new compound was established as 12-oxo-3beta,16beta,20(S)-trihydroxydammar-24-ene-3-O-alpha-L-rhamnopyranosyl-(1-->2)-beta-D-glucopyranoside.     

Polycitone B and prepolycitrin A: two novel alkaloids from the marine ascidian Polycitor africanus

Two novel compounds, polycitone B (4) and prepolycitrin A (3), were isolated from the marine ascidian Polycitor africanus. The structures of these new dibromotyrosine metabolites were established mainly on the basis of NMR spectroscopic data. Isolation of compound 3 supports the earlier suggestion that it is the bioprecursor of polycitrin A (2).     

Isolation and characterization of Brachystemidines A-E,novel alkaloids from Brachystemma calycinum

Five novel alkaloids, brachystemidines A-E (1-5), were isolated from the roots of Brachystemma calycinum. Their structures were established by spectral data, especially by 1D and 2D NMR techniques. The crystal structure of brachystemidine D was determined via X-ray diffraction analysis.     

Abrusosides A-D, four novel sweet-tasting triterpene glycosides from the leaves of Abrus precatorius

In addition to abrusoside A [1], abrusosides B [2], C [3], and D [4], three further sweet glycosides based on the novel cycloartane-type aglycone, abrusogenin [5], were isolated from an n-BuOH-soluble extract of the leaves of Abrus precatorius. Using a combination of spectral methods, the structures of compounds 1-4 were assigned, respectively, as the 3-O-beta-D-glucopyranosyl, the 3-O-beta-D-glucopyranosyl-(1----2)-beta-D-6-methylglucuronopyranosyl+ ++, the 3-O-beta-D-glucopyranosyl-(1----2)-beta-D-glucopyranosyl, and the 3-O-beta-D-glucopyranosyl-(1----2)-beta-D-glucuronopyranosyl derivatives of compound 5. After it established that compounds 1-4 were neither acutely toxic with mice nor mutagenic with Salmonella typhimurium strain TM677, they were found by a human taste panel to exhibit sweetness potencies in the range 30-100 times greater than sucrose.     

Rotundines A-C, three novel sesquiterpene alkaloids from Cyperus rotundus

Rotundines A (1), B (2), and C (3), three novel sesquiterpene alkaloids with an unprecedented carbon skeleton, were isolated from the rhizomes of Cyperus rotundus. The structures of 1-3 were elucidated by spectral and chemical methods.     

独子藤中1个新的木栓烷型三萜

目的 研究独子藤Celastrus monospermus茎的化学成分.方法 采用乙醇浸提法进行提取,利用溶剂萃取法和多种柱色谱法进行化合物纯化,并运用波谱学数据鉴定化合物的结构.通过X-射线单晶衍射确定新化合物绝对构型.结果 从独子藤茎中分离鉴定了7个化合物,分别鉴定为3-羰基-11β,12α-二羟基木栓烷(1)、m...     

柳叶五层龙中的1个新的木栓烷型三萜

目的对柳叶五层龙Salacia cochinchinensis的化学成分进行研究。方法利用硅胶柱色谱、MCI、Sephadex LH-20柱色谱和半制备型高效液相色谱等手段进行分离纯化,根据理化性质和波谱数据对化合物进行结构鉴定。结果从柳叶五层龙90%乙醇提取物的石油醚萃取部分中分离得到8个化合物,分别鉴定为28-羟基大籽五层龙酸(1)、pachysandiol A(2)、pristimeronol(3)、28-hydroxy-friedelan-3-one-29-oicacid(4)、山柰酚-3-O-α-L-鼠李糖苷(5)、6,7-dimethoxy-4-hydroxyl-1-naphthoicacid(6)、蚱蜢酮(7)、3,4,5-三甲氧基苯甲酸甲酯(8)。结论木栓烷型三萜为该属植物的主要成分之一,其中化合物1为新木栓烷型三萜,化合物2～8为首次从五层龙属植物中分离得到,所有化合物均为首次从该种植物中分离得到。     

紫芝中的一个新三萜

目的研究紫芝Ganoderma sinense子实体的化学成分。方法通过反复硅胶、凝胶柱色谱进行分离纯化,利用多种波谱技术鉴定化合物的结构。结果分离鉴定了4个化合物,分别为紫芝酸(sinensoic acid,1)、cere-broside D(2)、poke-weed cerebroside(3)、泥湖鞘鞍醇(hemisceramide,4)。结论化合物1为新化合物,命名为紫芝酸(sinensoic acid),其余化合物均为首次从灵芝属真菌中分离得到。     

A new triterpene saponin from Pittosporum viridiflorum from the Madagascar rainforest.

A novel triterpenoid saponin, pittoviridoside (1), which possesses an unusual 2,3,4-trisubstituted glycosidic linkage, has been isolated from Pittosporum viridiflorum using the engineered yeast strains 1138, 1140, 1353, and Sc-7 for bioactivity-guided fractionation. The structure of this compound was determined to be 3-O-[beta-D-glucopyranosyl(1-->2)]-[alpha-D-arabinopyranosyl(1-->3)],[alpha-l-arabinofuranosyl(1-->4)-beta-D-glucuronopyranosyl-21-angeloyl-22-senecioylolean-12-en-3beta,15alpha,16alpha,21beta,22alpha,28-hexol by spectral, chemical, and GC analyses. This compound showed weak cytotoxicity against the A2780 human ovarian cancer cell line.     

中华苦荬菜中的新三萜

目的研究中华苦荬菜Ixeris chinensis全草的化学成分。方法采用硅胶柱色谱和高效液相色谱等方法分离纯化,依据理化性质及波谱数据鉴定化合物结构。结果从中华苦荬菜全草中分离得到9个三萜类化合物,分别鉴定为20α-过氧羟基-3β-乌苏醇-21-烯(1)、3β,21α-二羟基羽扇豆-18-烯(2)、3β,25-二羟基-甘遂烷-7,23-二烯(3)、21α-羟基蒲公英甾醇-20(30)-烯(4)、羽扇豆醇(5)、3β-乌苏醇(6)、3β-齐墩果醇-18-烯(7)、3β-齐墩果醇(8)、3β-乌苏醇-20-烯(9)。结论化合物1为新化合物,命名为苦荬菜三萜醇;化合物7为首次从该植物中分离得到。     

New isoflavone and triterpene glycosides from soybeans

Chemical investigation of a soybean phytochemical concentrate resulted in the isolation and identification of two new isoflavanones, dihydrodaidzin (1) and dihydrogenistin (2), a new isoflavone, 2' ',6' '-O-diacetyloninin (3), and two new triterpenoid saponins (13 and 14). Nine known isoflavonoids (4-12) and three known saponins (15-17) were also identified. Structures of the new compounds were established by a combination of extensive NMR (DEPT, DQF-COSY, HMBC, HMQC, and ROESY) studies and chemical degradation. Cytotoxic activities (ED(50)) of various extracts and selected isoflavonoids and saponins were measured against human stomach carcinoma (Hs 740.T, Hs 756 T), breast adenocarcinoma (Hs 578 T, Hs 742.T), and prostate carcinoma (DU 145, LNCaP-FGC) cell lines. Isoflavonoids 3 and 5 were more active than 1 and 2 versus at least one of the three cell lines examined, indicating the importance of the 2,3-double bond in cytotoxicity. Saponins 13, 14, and 15 were slightly more active than saponins 16 and 17, indicating that sugar attachments at position-22 enhance cytotoxic activity.