Anticancer activity of limonoid from Khaya senegalensis

Two limonoids were isolated from the methanol extract of Khaya senegalensis (Meliaceae), and their structures were identified as 3alpha,7alpha-dideacetylkhivorin (1) and 1-O-acetylkhayanolide B (2) on the basis of MS and NMR spectral data. Complete assignments of (1)H and (13)C chemical shifts for compounds 1 and 2 were achieved by means of 1D and 2D NMR including DEPT, (1)H-(1)H COSY, HMQC, HMBC experiments. Compound 1 showed significant growth inhibitory activities against MCF-7, SiHa and Caco-2 cells with IC(50) values in the range of 0.07-0.14 microm (35-69 ppm) while compound 2 did not.     

Three new modified limonoids from Khaya senegalensis

Three new rings B/D opened limonoids, two rearranged phragmalin limonoids named khayanolides D and E (1 and 2), and one limonoid glucoside named khayanoside (3) were isolated as insect antifeedants from the stem bark of Egyptian Khaya senegalensis. The structures of these compounds were established by spectroscopic methods, including 2D NMR and CD.     

Antifeedant rings B and D opened limonoids from Khaya senegalensis.

Three new rings B and D opened limonoids, two mexicanolides named khayanone (1) and 2-hydroxyseneganolide (2) and one rearranged phragmalin limonoid of 1-O-acetylkhayanolide A (3), were isolated together with six known B,D-seco compounds from the acetone extract of the stem bark of Khaya senegalensis. Structures of new compounds were elucidated by spectroscopic means, and the absolute stereochemistry of 1 was established by CD study of the dibenzoate derivative. The insect antifeedant and antiviral activities of the new compounds were also determined.     

接骨木中木脂素类化学成分研究

目的:研究接骨木Sambucus williamsii茎枝的化学成分.方法:采用60%乙醇提取,经D101大孔吸附树脂、硅胶、Sephadex LH-20,ODS,制备型HPLC等各种现代分离手段,对接骨木中的木脂素类成分进行分离纯化,用波谱学方法对得到的化合物进行结构鉴定.结果:分离得到了7个木脂素类化合物,包括erythro-guaiacylglycerol-β-O-4'-sinapyl ether(1),1-(4'-hydroxr-3'-methoxyphenyl)-2-[4"-(3-hydroxy-pmpyl)-2",6"-dimethoxyphenoxy]propane-1,3-diol(2),异落叶松树脂醇(3),bursel-ignan(4),lyoniresinol(8),5-甲氧基-异落叶松树脂醇(6),环橄榄树脂素(7).结论:化合物1～7均为首次从该属植物中分离得到.     

青藤茎中的生物碱

对青藤(Sinomeniumacutum)茎的化学成分进行研究,从中分离并鉴定出3种生物碱,分别为N-trans-feru-loylmethoxytyramine (1) ,gusanlung C(2) ,和sinoacutine (3)。其中生物碱1和2为首次从该植物中分得。对以上分得的生物碱进行活性测试,结果表明1和2对过氧化氢引起的细胞损伤有一定保护作用。     

The topical antiinflammatory effect of chloroform extract from Khaya senegalensis stem barks

The croton oil-induced mice ear oedema test was used to study the topical antiinflammatory effects of petroleum ether and chloroform extracts of Khaya senegalensis stem barks. It was found that these fractions exhibited dose-dependent inhibitory effects. The chloroform extract activity was closely related to that of indomethacin used as standard, was more active than the petroleum ether extract and played a pivotal role in the topical antiinflammatory effect of Khaya senegalensis stem barks. © 1998 John Wiley & Sons, Ltd.     

Terpenoids from the stems of Cipadessa baccifera

In our systematical investigation on Chinese Meliaceae plants, the stems of Cipadessa baccifera collected in Yunnan province were studied. Two new tetranortriterpenoids, cipadessalide ( 1) and rubralin D ( 2), one new pregnane, 3beta,4beta-dihydroxy-2beta-acetoxypregnan-16-one ( 3), and two new sesquiterpenoids, bacciferins A ( 4) and B ( 5), along with 10 known compounds were isolated. Their structures were elucidated by 1D and 2D NMR spectra and other spectroscopic studies, as well as chemical conversion.     

岗梅茎中的酚类成分研究

综合运用多种色谱技术从岗梅茎的水提物中分离得到了18个酚类成分,经波谱学方法鉴定其结构,包括2个木脂素类(1,2),5个苯丙素类(3~7),6个绿原酸类(8~13),5个苯甲酸类似物(14~18),其中3~7,9,11,13,14,17,18为首次从冬青属中分离得到,2,8,10,15,16为首次从岗梅中分离得到。抗炎活性筛选结果显示,8,9,11,13,15对RAW264.7细胞中的NO生成显示有一定的抑制作用,其IC50为51.1~85.8μmol·L-1。该研究为进一步阐明岗梅茎的抗炎药效物质及药材的质量评价研究提供了参考。     

白木香中的黄酮类成分(英文)

目的:研究白木香茎木的化学成分。方法:运用硅胶、凝胶柱色谱和高效液相色谱等方法进行化合物的分离纯化。通过理化鉴别和波谱解析进行结构鉴定。结果:分离鉴定了12个黄酮类化合物,分别为白木香苷A1(1),lethediosideA(2),7,4′-二甲氧基洋芹素-5-O-木糖葡萄糖苷(3),lethedosideA(4),7-羟基-4′-甲氧基-5-O-葡萄糖黄酮苷(5),7,3′-二甲氧基-4′-羟基-5-O-葡萄糖黄酮苷(6),7,4′-二甲氧基-5-O-葡萄糖黄酮苷(7),洋芹素-7,4′-二甲醚(8),木犀草素-7,3′,4′-三甲醚(9),羟基芫花素(10),金合欢素(11),芒柄花素(12)。结论:化合物1为新黄酮苷,化合物2,4-7为首次从该属植物中分离得到。分离得到的5-O-黄酮苷化合物1-7具有抑制LPS诱导巨噬细胞生成NO活性。     

灰毡毛忍冬藤化学成分研究

目的:分离鉴定灰毡毛忍冬藤的化学成分。方法:采用各种柱色谱进行分离纯化,通过理化性质和波谱数据分析(MS1,H-NMR1,3C-NMR)进行结构鉴定。结果:从灰毡毛忍冬藤中分离出13个化合物,分别鉴定为:β-谷甾醇(1)、胡萝卜苷(2)、绿原酸(3)、木犀草素(4)、槲皮素(5)、香叶木素-7-O-β-D-葡萄糖苷(6)、山柰酚-3-O-β-D-葡萄糖苷(7)3、,4-O-二咖啡酰奎宁酸甲酯(8)、1,3-O-二咖啡酰奎宁酸(9)、东莨菪素(10)、灰毡毛忍冬皂苷乙(11)、灰毡毛忍冬皂苷甲(12)、圣草酚(13)。结论:其中,化合物6、7、13是首次从该植物中分离得到。     

Constituents from the stems of Aristolochia manshuriensis

In a continuing search for bioactive compounds from Aristolochia species, 28 compounds, including three new constituents, demethylaristofolin E (1), aristomanoside (2), and dehydrooxoperezinone (3), were isolated from an extract of the stems of Aristolochia manshuriensis. The structures of these compounds were established by extensive 1D and 2D NMR spectral studies. Among these compounds, dehydrooxoperezinone (3) was found to inhibit the replication of HIV, with an EC(50) value of 17.5 microg/mL and a therapeutic index of 1.43.     

云南红豆杉枝叶中紫杉烷二萜成分的研究

  从云南红豆杉枝叶中分离得到22个紫杉烷二萜化合物，经理化常数测定和光谱解析．确定 了它们的结构，其中5个为新化合物，分别命名为taxin B,2-deacetyl taxin B,taxayuntin E.F 和G,另外 17个为已知化合物：taxol, cephalomannine,10-deacetyl-7-epi -taxol ,10-deacetyl-7-epi-cephalomannine , baccatin Ⅲ ．10-deacetyl-baccatin Ⅲ，19-hydroxybaccatin Ⅲ，taxagifine，1-hydroxy-baccatin I，1-hy- droxy-5-deacetyl baccatin I，2-deacetoxy taxinine J，5-declnnamoyl-taxinine J，baccatin VI，taxicin，7- xylosyl-l0-deacetyl taxol，7-xylosyl-l0-deacetyl cephalomannine和7-xylosyl-10-deacetyl taxol C。它们 包括了迄今为止所发现的紫杉烷三大类骨架(6/10/6,6/8/6,5/7/6),共7种亚型。新化合物taxin B和 taxayuntin F所推导的结构，通过单晶X-射线衍射得到确证。     

Xanthones and benzophenones from the stems of Garcinia multiflora

Two new xanthone derivatives, garcinianones A (1) and B (2), two new benzophenone derivatives, 4,6,4'-trihydroxy-2,3'-dimethoxy-3-prenylbenzophenone (3) and 4,6,3',4'-tetrahydroxy-2-methoxybenzophenone (4), and a new inseparable mixture of (1E,22Z)-1,22-diferuloyloxydocosane and (1E,24Z)-1,24-diferuloyloxyteracosane (5), together with the previously known 3,8-dihydroxy-2,4,6-trimethoxyxanthone, 6,3'-dihydroxy-2,4-dimethoxybenzophenone, maclurin (6), 2,4,6,3'-tetrahydroxybenzophenone (7), and naringenin, were isolated from the stems of Garcinia multiflora. The structures of 1-5 were elucidated by extensive analysis of their spectral data. Compounds were evaluated in the brine shrimp lethality test and in the DPPH antioxidant assay.     

三桠苦的化学成分研究

目的研究三桠苦Melicope pteleifolia茎的化学成分。方法运用硅胶柱色谱、反相HPLC、重结晶等方法分离纯化,并通过UV、IR、MS和NMR光谱学方法进行结构鉴定。结果从三桠苦茎中分离得到了12个化合物,分别鉴定为异吴茱萸酮酚(isoevodionol,1)、3-乙酰基-β-谷甾醇(sitost-5-en-3β-ol acetate,2)、甲基异吴茱萸酮酚(methylevodinol,3)、4-豆甾烯-3-酮(stigmast-4-en-3-one,4)、三桠苦素C(leptin C,5)、三桠苦素A(leptin A,6)、3-异戊烯基伞形花内酯[3-(3-methylbut-2-enyl)umbelliferone,7]、7-去甲基软木花椒素(7-demethylsuberosin,8)、吴茱萸春(evolitrie,9)、5-羟基-6-乙酰基-7-甲氧基色原酮(5-hydroxy-6-acety-7-methoxychromnone,10)、7α-羟基甾醇(7α-hydroxysitosterol,11)和异紫花前胡内酯(nodakenetin,12)。结论化合物2、4、7、8、10～12为首次从该植物中分离得到,化合物10为一新天然产物。     

Limonoids from the leaves and stems of Toona ciliata

Three new norlimonoids, toonaciliatins A (1), F (6), and G (7), four new limonoids, toonaciliatins B-E (2-5), and five known compounds, 5alpha,6beta,8alpha-trihydroxy-28-norisotoonafolin (8), toonaciliatins H (9) and I (10), febrifugin (11), and khayasin T (12), were isolated from the leaves and stems of Toona ciliata. Compounds 1-3 have an unusual 1-en-3-one system with a 1,11-oxygen bridge, limonoids 11 and 12 have a mexicanolide-type structural frame, and others are typical A,B-seco- (4, 5, 9, and 10) or B-seco-29-nor- (3, 6, 7, and 8) limonoids. Toonaciliatins H (9) and I (10) were obtained for the first time as natural products. The structures were established by extensive spectroscopic methods, particularly 1D and 2D NMR techniques.     

通关藤中的孕甾醇苷类成分

目的研究通关藤Marsdenia tenacissima茎的化学成分。方法采用正反相硅胶柱色谱法进行分离纯化,结合MS、IR、NMR波谱数据及理化性质鉴定化合物的结构。结果从通关藤茎中分离得到两个孕甾醇苷类化合物,分别鉴定为:11α-丁烯酰基-通关藤苷元B-3-O-β-葡萄糖吡喃基-(1→4)-3-O-甲基-6-脱氧-β-阿洛糖吡喃基-(1→4)-β-齐墩果糖吡喃糖苷,命名为通关藤苷I(1);11α,12β-二-乙酰-通关藤苷元B-3-O-β-葡萄糖吡喃基-(1→4)-3-O-甲基-6-脱氧-β-阿洛糖吡喃基-(1→4)-β-齐墩果糖吡喃糖苷(通关藤苷K,2)。结论化合物1为新化合物,化合物2为首次从通关藤中分离得到。     

New diarylheptanoids from the stems of Carpinus cordata

Two new diarylheptanoids, carpinontriols A (1) and B (2), were isolated from the stems of Carpinus cordata, along with the known diarylheptanoid, casuarinondiol (3), and five known compounds, (+)-catechin (4), methyl gallate (5), methyl gallate 3-O-beta-D-glucopyranoside (6), methyl gallate 4-O-beta-D-glucopyranoside (7), and methyl gallate 3-O-beta-D-(6'-O-galloyl)-glucopyranoside (8). The structures of 1 and 2 were elucidated by spectral methods. Among the isolated compounds, compounds 4-6 and 8 showed radical-scavenging activity in the DPPH assay.     

胆木茎的生物碱类成分研究

目的研究胆木Nauclea offcinalis茎枝生物碱类化学成分。方法综合采用硅胶柱色谱、反相柱色谱及制备HPLC色谱等方法进行分离纯化,利用紫外、质谱及核磁共振谱等方法鉴定化合物的结构。结果从胆木茎枝70%乙醇提取物中分离得到13个化合物,分别鉴定为3-R-3,4-二氢牛眼马钱托林碱(1)、吐叶醇(2)、naucleofficine D(3)、1,2,3,4-四氢-β-咔啉(4)、3-S-3,4-二氢牛眼马钱托林碱(5)、latifoliamide D(6)、latifoliamide B(7)、牛眼马钱托林碱(8)、3,14-二氢狭花马钱碱(9)、3,14,18,19-四氢狭花马钱碱(10)、6′-乙酰基异长春花苷内酰胺(11)、喜果苷(12)、异长春花苷内酰胺(13)。结论化合物2和4为首次从该属植物中分离得到,化合物6、7、9、10为首次从该植物中分离得到。     

Chemical constituents from the stems of Gymnema sylvestre

AIM： To study the chemical constituents of stems of Gymnema sylvestre （Retz.） Schult. METHODS： Chromatographic techniques using silica gel, C18 reversed phase silica gel, and prep-HPLC were used. The structures were elucidated on the basis of MS and spectroscopic analysis （1D and 2D NMR）, as well as chemical methods. RESULTS： Seven compounds were isolated and their structures were elucidated as conduritol A （1）, stigmasterol （2）, lupeol （3）, stigmasterol-3-O-β-D-glucoside （4）, the sodium salt of 22α-hydroxy-longispinogenin-3-O-β-D-glucopyranosyl-（1→3）-β-D-glu-curono-pyranosyl-28-O-α-L-rhamnopyranoside （5）, oleanolic acid-3-O-β-D-glucopyranosyl-（1→6）-β-D-glucopyranoside （6）, and the sodium salt of 22α-hydroxy-longispinogenin 3-O-β-D-glucuronopyranosyl-28-O-α-L-rhamnopyranoside （7）. The inhibition activities of compounds 1, 5？7 on non-enzymatic glycation of protein in vitro were evaluated. CONCLUSION： Compound 7 is a new triterpenoid saponin. It was shown that compounds 1, 5？7 have weak inhibition activities for non-enzymatic glycation of protein in vitro.     

小黄皮茎的木脂素类化学成分研究

目的研究小黄皮Clausena emarginata茎的木脂素类化学成分。方法采用硅藻土、硅胶等多种柱色谱、MPLC及制备型HPLC等方法对小黄皮茎的木脂素类化学成分进行分离纯化,根据理化性质结合现代波谱学方法鉴定化合物结构;并对其抑制脂多糖(LPS)诱导小胶质细胞BV2细胞一氧化氮(NO)的活性进行测试。结果从小黄皮茎的95%乙醇提取物的氯仿部位分离得到16个木脂素类化合物,分别鉴定为buddlenol C(1)、hedyotol D(2)、hedyotol C(3)、3-(2,4-二羟基-3-甲氧基苄基)-4-(4-羟基-3-甲氧基苄基)四氢呋喃(4)、tripterygiol(5)、busaliol(6)、2,3-bis[(4-hydroxy-3,5-dimethoxyphenyl)-methyl]-1,4-butanediol(7)、polystachyol(8)、丁香树脂酚(9)、nitidanin(10)、4-[3-hydroxymethyl-5-((E)-3-hydroxypropenyl)-7-methoxy-2,3-dihydrobenzofuran-2-yl]-2,6-dimethoxy-phenol(11)、erythro-guaiacylglycerol-β-O-4′-sinapyl ether(12)、erythro-guaiacylglycerol-8-O-4′-(coniferyl alcohol)ether(13)、赤式-1-(4-羟基-3-甲氧基苄基)-2-(4-甲酰基-2-甲氧基苯氧基)-丙烷-1,3-二醇(14)、rosalaevin B(15)和去氢双松柏醇(16)。结论化合物1～15为首次从该植物中分离得到,化合物8和16对LPS诱导BV2细胞产生NO具有一定的抑制活性。