Immunosuppressive pregnane glycosides from Periploca sepium and Periploca forrestii

Nine pregnane glycosides containing peroxy functions in their sugar moieties (1-5 and 11-14), five oligosaccharides (6-10), six pregnane glycosides (15-20), and five cardiac glycosides (21-25) were isolated from the root barks of Periploca sepium Bge. (Asclepiadaceae) and the roots of Periploca forrestii Schltr. (Asclepiadaceae), two traditional Chinese medicines used for the treatment of rheumatoid arthritis. Among them, 1-8 are hitherto unknown. Their structures were characterized on the basis of spectroscopic analyses. In pharmacological testing, compounds 1-5 and 11-14 were found to exhibit inhibitory activity against the proliferation of T lymphocyte in vitro with IC50 values ranging from 0.29microM to 1.97microM, while the other components showed no significant inhibitory activity.     

Cytotoxic cardenolides from Streptocaulon griffithii

A new cardenolide, 3-O-(beta-glucopyranosyl)acovenosigenin A (1), was isolated from the roots of Streptocaulon griffithii, together with eight known cardenolides, compounds 2-9. All compounds showed significant in vitro inhibition of the proliferation of the human gastrointestinal cancer cell line HGC-27, with IC50 values in the range of ca. 20-564 nM, taxol being used as positive control. Compound 1 was also found to be strongly cytotoxic against other human tumor cell lines, including A549, MCF-7, and Hela cells.     

贵州苗药黑骨藤化学成分的研究

利用色谱技术从黑骨藤(Periploca forrestii Schltr)中分离得到9个化合物,通过理化性质和光谱分析,分别鉴定为:α-香树脂醇(I),α-香树脂醇乙酸酯(Ⅱ),27-羟基-α-香树脂醇(Ⅲ),β-香树脂醇(IV),β-香树脂醇乙酸酯(V),熊果酸(Ⅵ),β-谷甾醇(Ⅷ),β-胡萝卜甙(Ⅷ),大黄素(Ⅸ).化合物Ⅰ,Ⅲ,Ⅳ,Ⅴ为首次从该植物中分离得到.     

Cytotoxic cardenolides and antibacterial terpenoids from Crossopetalum gaumeri

From the methanol extract of the roots of (Crossopetalum gaumeri, four new highly cytotoxic cardenolides, securigenin-3beta-O-beta-6-deoxyguloside (2), 19-hydroxy-sarmentogenin-3beta-O-beta-6-deoxyguloside (4), sarmentogenin-3beta-O-[alpha-allosyl-(1-->4)-beta-6-deoxy alloside] (5), and securigenin-3beta-O-[alpha-allosyl-(1-->4)-beta-6-deoxyal loside] (6) were isolated. The dichloromethane extract afforded the new diterpene 3,15-dihydroxy-18-norabieta-3,8,11,13-tetraene (7) as well as the new triterpene 2,3,7-trihydroxy-6-oxo-1,3,5(10),7-tetraene-24-nor-friedelane-29-o ic acid methylester (11). The new terpenoids lack cytotoxicity and the antibacterial activity is moderate to low.     

Cytotoxic bibenzyl dimers from the stems of Dendrobium fimbriatum Hook

The bioassay-guided chemical investigation of the stems of Dendrobium fimbriatum Hook led to the isolation of seven first reported bibenzyl dimers with a linkage of a methylene moiety, fimbriadimerbibenzyls A–G (1–7), together with a new dihydrophenanthrene derivative (S)-2,4,5,9-tetrahydroxy-9,10-dihydrophenanthrene (8) and thirteen known compounds (9–21). The structure of the new compound was established by spectroscopic analysis. Biological evaluation of bibenzyl derivatives against five human cell lines indicated that seven of those compounds exhibited broad-spectrum and cytotoxic activities with IC₅₀ values ranging from 2.2 to 21.2 μM. Those rare bibenzyl dimers exhibited cytotoxic activities in vitro and the cytotoxicity decreased as the number of oxygen-containing groups in the structure decreases.     

白头树化学成分研究

利用多种层析方法,从白头树(Garuga forrestii)树枝95%的乙醇提取物中分离得到10个化合物,通过理化性质和波谱分析,分别鉴定为13α,14β,17α-羊毛甾-7,24-二烯-1β,3β-二醇(1)、豆甾-5-烯-3β,7α-二醇(2)、豆甾-5-烯-3β,7β-二醇(3)、豆甾-3β,6α-二醇(4)、β-谷甾醇(5)、儿茶素(6)、(Z)阿魏酸二十四烷基酯(7)、(E)阿魏酸二十四烷基酯(8)、4-羟基-3-甲氧基苯甲酸(9)和1-甲氧基2,3苯并环戊烷(10).这些化合物均为该种植物首次报道.     

Steroidal glycosides from Cynanchum forrestii Schlechter

Nine new steroidal glycosides, cynaforrosides B, C, D, E, and F, based on a 13, 14: 14, 15-disecopregnane-type skeleton, cynaforrosides G, H, and I with a new aglycone named cynaforrogenin A, and cynaforroside J together with three known C21 steroidal glycosides cynatratoside A, hancoside and komaroside C were isolated from the ethanol extract of the roots of Cynanchum forrestii Schlechter. The structures of new compounds were determined on the basis of spectral and chemical evidence. Steroidal glycosides with three kinds of skeletons were isolated from this plant simultaneously. The sugar units of cynaforrosides B-I contained two moieties of glucoses and especially cynaforrosides E-I contained two glucoses with the mode of 1-->6 linkage, which were rare among steroidal glycosides of the genus Cynanchum.     

丽江乌头根中的二萜生物碱成分研究

为了寻找丽江乌头中结构新颖的化合物,丰富丽江乌头的化学成分多样性,本文对丽江乌头(Aconitum forrestii Stapf)根部的化学成分进行研究,采用硅胶柱层析从其乙醇提取物中分离得到14个化合物。通过HR-ESI-MS、1D和2D NMR等波谱技术鉴定了它们的结构,其中化合物1是一个新的乌头碱型二萜生物碱,命名为8-O-methyl-14-O-anisoylchasmanine(1)。其余13个化合物均为已知化合物:14-acetoxy-8-O-methylsachaconitine(2)、14-acetyltalatizamine(3)、talatisamine(4)、chasmanine(5)、ezochasmanine(6)、crassicautine(7)、geniculatine C(8)、cammaconine(9)、vilmoraconitine(10)、aconitramine A(11)、vilmorrianine G(12)、hemsleyaconitine G(13)和heterophylloidine(14)。测试了所有化合物对阿霉素诱导的H9c2心肌细胞损伤的保护活性,结果显示化合物3、10、11和12表现出一定的保护作用。     

New cardenolides from seeds of Corchorus trilocularis

From the seeds of Corchorus trilocularis, subjected to autofermentation, two crystalline glycosides were isolated. The major glycoside is new and named trilocularin, the minor identical with corchoroside B. Trilocularin was shown to be the 3-O-β-d-boivinoside of canarigenin from chemical and spectral evidence.     

Seven new steroidal glycosides from the roots of Cynanchum forrestii

Seven new steroidal glycosides, cynaforrosides K (1), L (2), M (3), N (4), and Q (7), based on a 13,14:14,15-disecopregnane-type aglycone, and cynaforrosides O (5) and P (6) with a 14,15-secopregnane-type aglycone, were isolated from the 95% ethanol extract of the roots of Cynanchum forrestii Schlechter. The structures of new compounds were determined on the basis of spectroscopic and chemical evidence. The sugar units of cynaforrosides K-P contained two moieties of glucoses with the mode of 1-->4 linkage and those of cynaforrosides K-O contained six moieties of sugars.     

Two new strophanthidol cardenolides from the seeds of Antiaris toxicaria

Two new strophanthidol cardenolides, toxicarioside N (1) and toxicarioside O (2), together with three known ones, were isolated from the seeds of Antiaris toxicaria. The structures of the new compounds were identified as strophanthidol-3-O-β-d-glucopyranosyl-(1 → 4)-6-deoxy-β-d-allopyranoside (1) and strophanthidol-3-O-β-d-glucopyranoside (2), respectively. The cytotoxic test showed that compounds 1 and 2 exhibited significant cytotoxicity against SMMC-7721 and K562.     

杠柳枝皮的化学成分研究(英文)

将杠柳枝皮粉末的乙醇提取物悬浮于水后,依次用石油醚、乙酸乙酯和正丁醇萃取.对乙酸乙酯萃取物采用各种柱层析进行多次分离后得到4个化合物,经波谱分析,鉴定它们的结构分别为β-香树素乙酸酯(1)、β-香树素(2)、periplogenin(3)和perilocoside N(4),其中化合物1和2是首次从该植物中分离得到.     

Cytotoxicity of cardenolides and cardenolide glycosides from Asclepias curassavica

A new cardenolide, 12β,14β-dihydroxy-3β,19-epoxy-3α-methoxy-5α-card-20(22)-enolide (6), and a new doubly linked cardenolide glycoside, 12β-hydroxycalotropin (13), together with eleven known compounds, coroglaucigenin (1), 12β-hydroxycoroglaucigenin (2), calotropagenin (3), desglucouzarin (4), 6′-O-feruloyl-desglucouzarin (5), calotropin (7), uscharidin (8), asclepin (9), 16α-hydroxyasclepin (10), 16α-acetoxycalotropin (11), and 16α-acetoxyasclepin (12), were isolated from the aerial part of ornamental milkweed, Asclepias curassavica and chemically elucidated through spectral analyses. All the isolates were evaluated for their cytotoxic activity against HepG2 and Raji cell lines. The results showed that asclepin (9) had the strongest cytotoxic activity with an IC₅₀ value of 0.02 μM against the two cancer cell lines and the new compound 13 had significant cytotoxic activity with IC₅₀ values of 0.69 and 1.46 μM, respectively.     

Identification of cardiac glycosides in fractions from Periploca forrestii by high-performance liquid chromatography/diode-array detection/electrospray ionization multi-stage tandem mass spectrometry and liquid chromatography/nuclear magnetic resonance

Cardiac glycosides are a class of naturally occurring compounds that are characterized by some interesting biological activities and are widely distributed in the plant kingdom and can also be found in some animals. There is an interest in the chemical characterization of these molecules due to their toxicity and their use in medicines. In the study reported here, a combination of electrospray ionization tandem mass spectrometry with high-performance liquid chromatography equipped with diode-array detector (HPLC-DAD/ESI-MSⁿ), and hyphenation to both liquid chromatography and nuclear magnetic resonance spectroscopy (HPLC/NMR) were utilized for the on-line analyses of cardiac glycosides from Periploca forrestii. The fragmentation patterns and ¹H NMR spectra of nine isolated cardiac glycosides were investigated; their fragmentation rules and ¹H NMR spectral characteristics were summarized and applied to the structural identification of similar constituents in fractions from P. forrestii. As a result, a total of nine trace cardiac glycosides were tentatively determined by analyses of accurate molecular masses, representative fragment ions and characteristic ¹H NMR signals provided by HPLC/high-resolution mass spectrometry (HRMS), HPLC-DAD/ESI-MSⁿ and HPLC/¹H NMR experiments, respectively. Of these, eight (2–9) are new compounds and one (1) is reported from P. forrestii for the first time. Results of the present study can benefit the rapid identification and targeted isolation of new cardiac glycosides from crude plant extracts.     

圆瓣姜花根茎挥发油的化学成分

利用水蒸汽蒸馏法提取圆瓣姜花根茎挥发油,运用毛细管气相色谱-质谱联用法对挥发油进行了分析,分离出60个峰,鉴定了其中的51种成分,所鉴定成分占挥发油总量的97.32%,其主要化学成分为单萜及倍半萜类化合物。     

丽江产紫萼香茶中一新二萜甙

从丽江紫萼香茶菜（Ｉsodon forestii(Diels)Kudo)中分离得到７个化合物,经波谱方法鉴定了它们的结构,其中化合物１为新的萜甙,命名为Ａbieforrestin,已知化合物分别为：腺花素（Adenanthin),显脉香茶菜素（Nervosanin),乌苏酸（Ursolic acid),2α－羟基鸟苏酸（2－Hydroxy-ursolic acid),β－谷甾醇（β－Sitoserol)及胡萝卜甙（Daucosterol).     

Xanthones from the stems of Cratoxylum cochinchinense

Three xanthones, named cratoxylumxanthones B–D (1–3), along with five known xanthones (4–8), were isolated from the stems of Cratoxylum cochinchinense (Lour.) Blume. Their structures were elucidated by interpretation of spectroscopic data. Among these xanthones, cochinxanthone D (4) exhibited the most potent antioxidant activity in both the DPPH radical scavenging and the lipid peroxidation inhibition assays.     

苍白秤钩风中脱皮甾酮类化学成分的研究

从中国广西药用植物苍白秤钩风(Diploclisia glaucescens)藤茎的95％乙醇提取物中分离得到5个脱皮甾酮类化合物(1-5)。通过NMR、MS以及化学沟通等方法分别将其结构鉴定为paristerone C-20,22-monoacetonide(1),paristerone(2),eodysterone(3),makisterone C(4)和capisterone(5)。化合物1为首次从自然界分得的天然产物,2,4,5亦为首次从该植物中分得。