麦冬类药材质量的综合评价

在测定6个不同产地麦冬药材样品中14种成分含量的基础上,以因子分析方法确定各成分指标的权数,采用模糊数学方法对这些药材的质量进行综合评价。结果表明：正品麦冬质量优于代用品山麦冬,正品麦冬中尤以萧山产者为最佳。中国药典仅收载麦冬Ophiopogon japonicus (Thunb．)Ker-Gawl．的块根做麦冬的基原,以及传统认为杭麦冬为道地药材的观点是合理的。本评价结果也可以为优质药材选育提供参考。     

Saponins of Allium elburzense

A phytochemical investigation of the bulbs of Allium elburzense has been undertaken, leading to the isolation of 13 furostanol and spirostanol saponins, eight of which are new, namely, elburzensosides A1/A2 (1a/1b), B1/B2 (2a/2b), C1/C2 (3a/3b), and D1/D2 (4a/4b). On the basis of spectroscopic analysis, mainly 2D NMR and mass spectrometry, and chemical methods, the structures of the new compounds were determined as furost-2alpha,3beta,5alpha,6beta,22alpha-pentol 3-O-beta-D-glucopyranosyl 26-O-beta-D-glucopyranoside (1a), furost-2alpha,3beta,5alpha,6beta,22alpha-pentol 3-O-[beta-D-glucopyranosyl-(1-->4)-O-beta-D-glucopyranosyl] 26-O-beta-D-glucopyranoside (2a), furost-2alpha,3beta,5alpha,22alpha-tetrol 3-O-beta-D-glucopyranosyl 26-O-beta-D-glucopyranoside (3a), and furost-2alpha,3beta,5alpha,22alpha-tetrol 3-O-[beta-D-xylopyranosyl-(1-->3)-O-beta-D-glucopyranosyl-(1-->4)-O-beta-D-galactopyranosyl] 26-O-beta-D-glucopyranoside (4a), and the corresponding epimers at position 22 (1b-4b). Along with these compounds we have isolated the corresponding 22-O-methyl derivatives that we consider extraction artifacts. All the new elburzensosides A1/A2-D1/D2 possess as a common structural feature an OH-5alphathat is rare among furostanol saponins. The reported compounds have been isolated in large amounts, and this makes A. elburzense a prolific producer of saponins of the furostanol and spirostanol types.     

Three new sesquiterpene glycosides from Dendrobium nobile with immunomodulatory activity

Dendroside A (1) and dendronobilosides A and B (2 and 3), three new sesquiterpene glycosides, have been isolated from the stems of Dendrobium nobile, a plant used in Chinese traditional medicine. Their structures and stereochemistry were determined as 10beta,12,14-trihydroxyalloaromadendrane 14-O-beta-D-glucopyranoside (1), 10,12-dihydroxypicrotoxane 10,12-di-O-beta-D-glucopyranoside (2), and 6alpha,10,12-trihydroxypicrotoxane 10-O-beta-D-glucopyranoside (3), respectively, on the basis of spectroscopic and chemical methods. Quantum chemistry calculations were used in support of the structural determination of 1. Compounds 1 and 2 were found to stimulate the proliferation of murine T and B lymphocytes in vitro, while compound 3 showed inhibitory activity in this same assay.     

Triterpenoid saponins of Acanthopanax nipponicus leaves

Five new triterpenoid saponins, nipponosides A-E (1, 3-6), were isolated from Acanthopanax nipponicus leaves, along with a known saponin, kalopanaxsaponin G (2). Nipponosides A-E were characterized as the 28-O-alpha-L-rhamnopyranosyl(1-->4)-beta-D-glucopyranosyl(1-->6)-beta -D-glucopyranosyl ester of 3-oxohederagenin, oleanolic acid 3-O-beta-D-glucopyranoside, gypsogenin 3-O-beta-D-glucopyranoside, 3beta,23,29-trihydroxyolean-12-en-28-oic acid, and 3beta,20alpha, 23-trihydroxy-30-nor-olean-12-en-28-oic acid, respectively. The structures of these new compounds were based on chemical and spectral methods.     

New lanostanoid glycosides from the fruit body of laetiporus versisporus

Four new lanostanoid glycosides, 3beta, 7alpha-dihydroxy-24-methylene-lanost-8-en-21-oic acid 7-O-beta-D-glucopyranoside (1), 3beta,7alpha-dihydroxy-lanost-8, 24-dien-21-oic acid 7-O-beta-D-glucopyranoside (2), 7alpha-hydroxy-3-keto-lanost-8,24-dien-21-oic acid 7-O-beta-D-glucopyranoside (3), and 7alpha-hydroxy-3-keto-24-methylene-lanost-8-en-21-oic acid 7-O-beta-D-glucopyranoside (4) were isolated from the fruit bodies of Laetiporus versisporus. Compounds 1-4 were named laetiposides A-D, respectively. Their structures were established by extensive NMR experiments and chemical methods.     

中药麦冬的二维TE模式识别鉴定

本文以微量元素Ca、Mg的含量为分类特征,采用最简单的二维模式识别方法,将19个市售“麦冬”样品分成两类:麦冬与大叶麦冬。所得结果与生物学鉴定结果完全一致。     

Constituents of Ocimum sanctum with antistress activity

Three new compounds, ocimumosides A (1) and B (2) and ocimarin (3), were isolated from an extract of the leaves of holy basil (Ocimum sanctum), together with eight known substances, apigenin, apigenin-7-O-beta-D-glucopyranoside, apigenin-7-O-beta-D-glucuronic acid ( 4), apigenin-7- O-beta- d-glucuronic acid 6'-methyl ester, luteolin-7-O-beta-D-glucuronic acid 6'-methyl ester, luteolin-7-O-beta-D-glucopyranoside, luteolin-5-O-beta-D-glucopyranoside, and 4-allyl-1-O-beta-D-glucopyronosyl-2-hydroxybenzene (5), and two known cerebrosides. The structures of the new compounds were determined on the basis of extensive 1D and 2D NMR spectroscopic analysis. The new compounds (1- 3) and the known compounds 4 and 5 were screened at a dose of 40 mg/kg body weight for acute stress-induced biochemical changes in male Sprague-Dawley rats. Compound 1 displayed promising antistress effects by normalizing hyperglycemia, plasma corticosterone, plasma creatine kinase, and adrenal hypertrophy. Compounds 2 and 5 were also effective in normalizing most of these stress parameters. In contrast, compounds 3 and 4 were ineffective in normalizing any of these effects.     

Quality of tuberous root of Liriope spicata (Thunb.) Lour. var. prolifera Y.T.Ma and Ophiopogon japonicus (L.F.) Ker-Gawl.--comparison of immune function]

This paper deals with comparative study on the immune function of the tuberous root of Liriope spicata var. prolifera and Ophiopogon japonicus. The results showed that the aqueous extract of both species mentioned above could increase obviously the spleen weight (immunity organ) of mice, enhance the clearance rate of iv charcoal particles in mice and antagonize remarkably the leukopenia caused by cyclophosphamide.     

中药玉竹中新的次生代谢产物

目的 :研究中药玉竹Polygonatumodoratum的化学成分。方法 :用硅胶柱色谱法和光谱分析法分离和鉴定化学成分。结果 :从中药玉竹中分离到一个二肽类成分和一个呋甾烷醇苷 ,经化学和光谱分析鉴定其结构分别为N(N-苯甲酰基-S-苯丙胺酰基 )-S-苯丙胺醇醋酸酯 (1)和2 2-羟基-25(R ,S) 呋甾-5-烯-12-酮-3β ,22 ,26 三醇-26-O-β-D- 吡喃葡萄糖苷 (2 )。 结论 :化合物 (2 )为新化合物 ,同时也是首次报道的仅C-26位被糖基化的单糖链呋甾烷醇苷。     

龙舌兰发酵叶汁中一个新的C27甾体皂苷

目的 :对龙舌兰发酵叶汁的化学成分进行研究 ,寻找新的活性物质。方法 :利用正反相硅胶柱色谱分离 ,根据化合物的理化性质和光谱数据鉴定结构。结果 :分离并鉴定了3个甾体化合物 ,确定其结构为 (25R)-5α-螺甾烷-3β ,6α ,23α 三醇-6-O-β-D-吡喃葡萄糖苷 (1) ,(25R)-5α-螺甾烷-3β ,6α ,23α 三醇 3,6 二-O-β-D-吡喃葡萄糖苷 (cantalasaponin-1) (2)和 (25R) 5α-螺甾烷 3β ,6α,23α 三醇 (红光皂苷元 ) (3)。 结论 :化合物 1为一新化合物 ,命名为龙舌兰苷C。     

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.     

Beesiosides G, H, and J-N, seven new cycloartane triterpene glycosides from Beesia calthifolia

Seven new cycloartane glycosides (1-7), beesiosides G, H, and J-N, together with beesioside I (8) and beesioside A, were isolated from the rhizomes of Beesia calthifolia, and their structures were established by spectroscopic and chemical methods. Beesiosides G, H, and J-N were assigned as 20xi(1),24xi(2)-epoxy-9,19-cyclolanostane-3beta,16beta,18,25-tetraol-3-O-beta-D-glucopyranoside (1), 20xi(1),24xi(2)-epoxy-9,19-cyclolanostane-3beta,16beta,18,25-tetraol-3-O-[beta-D-glucopyranosyl-(1-->6)]-beta-D-glucopyranoside (2), (20S,24R)-15alpha,16beta-diacetoxy-20,24-epoxy-9,19-cyclolanostane-3beta,18,25-triol-3-O-beta-D-xylopyranoside (3), (20S,24S)-16beta-acetoxy-18,24;20,24-diepoxy-9,19-cyclanostane-3beta,15beta,25-triol-3-O-beta-D-xylopyranoside (4), (20S,24S)-16beta-acetoxy-18,24;20,24-diepoxy-9,19-cyclanostane-3beta,25-diol-3-O-beta-D-xylopyranoside (5), 20xi(1),24xi(2)-epoxy-15alpha-acetoxy-9,19-cyclolanostane-3beta,16beta,25-triol-3-O-beta-D-xylopyranoside (6), and 20xi(1),24xi(2)-epoxy-9,19-cyclolanostane-3beta,12alpha,15alpha,16beta,25-pentaol-3-O-beta-D-xylopyranoside (7), respectively.     

黄菊花化学成分研究

目的:研究黄菊花的化学成分。方法:采用聚酰胺和硅胶柱色谱方法进行分离、纯化,NMR和MS等方法进行结构鉴定。结果:从黄菊花的干燥头状花序乙醇提取物中分离鉴定了11个化合物,分别为木犀草素(1)、槲皮素(2)、刺槐素7-O-β-D-(3″-乙酰基)吡喃葡萄糖苷(3)、木犀草素7-O-β-D-(6″-乙酰基)吡喃葡萄糖苷(4)、橙皮素7-O-β-D-吡喃葡萄糖苷(5)、刺槐素7-O-β-D-吡喃葡萄糖苷(6)、香叶木素7-O-β-D-吡喃葡萄糖苷(7)、芹菜素7-O-β-D-吡喃葡萄糖苷(8)、橙皮苷(9)、蒙花苷(10)和木犀草素7-O-β-D-吡喃葡萄糖苷(11)。结论:化合物4,5系首次从黄菊花中分离得到。     

Tricalysiosides A-G: rearranged ent-kauranoid glycosides from the leaves of Tricalysia dubia

Seven rearranged ent-kaurane glycosides, named tricalysiosides A-G (1-7), were isolated from the leaves of Tricalysia dubia collected on Okinawa Island. Their C-18 and 19 methyls were found to have rearranged to form an alpha,beta-unsaturated gamma-lactone ring, with other functional groups remotely located only on C-15, -16, and -17 of the five-membered ring. Information available from various kinds of two-dimensional NMR spectra was limited and insufficient to allow total characterization of the structures. Finally, using X-ray crystallographic analysis, the structure of tricalysioside A (1) was determined to be 4-nor-18-homo-ent-kauran-4(18)-en-15beta,16beta,17-triol-3beta,19-olide 16-O-beta-D-glucopyranoside (1). On the basis of the crystal structure of 1, the structures of the other tricalysiosides (2-7) were also established.     

Cytotoxic furostanol saponins and a megastigmane glucoside from tribulus parvispinus

Two new furostanol saponins, (25R)-26-O-beta-D-glucopyranosyl-5alpha-furostan-2alpha,3beta,22alpha,26-tetraol 3-O-{beta-D-galactopyranosyl-(1-->2)-O-[beta-D-xylopyranosyl-(1-->3)]-O-beta-D-glucopyranosyl-(1-->4)-beta-D-galactopyranoside} (1) and (25R)-26-O-beta-D-glucopyranosyl-5alpha-furostan-3beta,22alpha,26-triol 3-O-{beta-D-galactopyranosyl-(1-->2)-O-[beta-D-xylopyranosyl-(1-->3)]-O-beta-D-glucopyranosyl-(1-->4)-beta-D-galactopyranoside} (2), and their O-methyl derivatives (3 and 4), and a new megastigmane glucoside, (6S,7E,9xi)-6,9,10-trihydroxy-4,7-megastigmadien-3-one 10-O-beta-D-glucopyranoside (6), along with one known spirostanol saponin, gitonin (5), and four known megastigmane glucosides were isolated from the aerial parts of Tribulus parvispinus. Their structures were established by detailed spectroscopic analysis. The cytotoxic activities of 1-6 against U937, MCF7, and HepG2 cells were evaluated. Compounds 2 (IC(50) 0.5 microM) and 5 (IC(50) 0.1 microM) showed the highest activity against U937 cells.     

Bioactive compounds from the seeds of Punica granatum (pomegranate)

Two new compounds, coniferyl 9-O-[beta-D-apiofuranosyl(1-->6)]-O-beta-D-glucopyranoside (1) and sinapyl 9-O-[beta-d-apiofuranosyl(1-->6)]-O-beta-D-glucopyranoside (2), were isolated from the seeds of Punica granatum (pomegranate), together with five known compounds, 3,3'-di-O-methylellagic acid (3), 3,3',4'-tri-O-methylellagic acid (4), phenethyl rutinoside, icariside D1, and daucosterol. The structures of 1 and 2 were elucidated by spectroscopic data analysis. Compounds 1-4 exhibited antioxidant activity, which was evaluated by measurement of low-density lipoprotein (LDL) susceptibility to oxidation and by determination in vitro of malondialdehyde (MDA) levels in the rat brain.     

Microbial transformation of curvularin

The microbiological transformation of curvularin (1) with Beauveria bassiana ATCC 7159 afforded three new metabolites identified as curvularin-7-O-beta-D-glucopyranoside (2), curvularin-4'-O-methyl-7-O-beta-D-glucopyranoside (3), and 6-hydroxycurvularin-4'-O-methyl-6-O-beta-D-glucopyranoside (4) resulting from hydroxylation, glucosidation, and methylglucosidation of the substrate. Isolation of 6-methyl-2,4-dihydroxyphenyl-4'-O-methyl-1-O-beta-D-glucopyranoside (5) from the fermentation broth of B. bassiana ATCC 7159 without any added substrate suggested that hydroxylase, glucosyl transferase, and methylase are constitutive enzymes of this organism.     

Microbial transformation of 20(S)-protopanaxatriol-type saponins by Absidia coerulea

Three 20(S)-protopanaxatriol-type saponins, ginsenoside-Rg1 (1), notoginsenoside-R1 (2), and ginsenoside-Re (3), were transformed by the fungus Absidia coerulea (AS 3.3389). Compound 1 was converted into five metabolites, ginsenoside-Rh4 (4), 3beta,2beta,25-trihydroxydammar-(E)-20(22)-ene-6-O-beta-D-glucopyranoside (5), 20(S)-ginsenoside-Rh1 (6), 20(R)-ginsenoside-Rh1 (7), and a mixture of 25-hydroxy-20(S)-ginsenoside-Rh1 and its C-20(R) epimer (8). Compound 2 was converted into 10 metabolites, 20(S)-notoginsenoside-R2 (9), 20(R)-notoginsenoside-R2 (10), 3beta,12beta,25-trihydroxydammar-(E)-20(22)-ene-6-O-beta-D-xylopyranosyl-(1-->2)-beta-D-glucopyranoside (11), 3beta,12beta-dihydroxydammar-(E)-20(22),24-diene-6-O-beta-D-xylopyranosyl-(1-->2)-beta-D-glucopyranoside (12), 3beta,12beta,20,25-tetrahydroxydammaran-6-O-beta-D-xylopyranosyl-(1-->2)-beta-D-glucopyranoside (13), and compounds 4-8. Compound 3 was metabolized to 20(S)-ginsenoside-Rg2 (14), 20(R)-ginsenoside-Rg2 (15), 3beta,12beta,25-trihydroxydammar-(E)-20(22)-ene-6-O-alpha-L-rhamnopyranosyl-(1-->2)-beta-D-glucopyranoside (16), 3beta,12beta-dihydroxydammar-(E)-20(22),24-diene-6-O-alpha-L-rhamnopyranosyl-(1-->2)-beta-D-glucopyranoside (17), 3beta,12beta,20,25-tetrahydroxydammaran-6-O-alpha-L-rhamnopyranosyl-(1-->2)-beta-D-glucopyranoside (18), and compounds 4-8. The structures of five new metabolites, 10-13 and 16, were established by spectroscopic methods.     

多裂委陵菜中的四甲基环己烯型单萜苷

目的:研究多裂委陵菜的化学成分。方法:应用硅胶、大孔吸附树脂HP-20、氧化铝、SephadexLH-20柱色谱、制备高效液相色谱进行分离纯化,根据理化常数和光谱分析鉴定结构。结果:从多裂委陵菜全草中分离并鉴定了4个四甲基环己烯型单萜苷(megastigmanglycosides):citrosideA(1),icarisideB₁(2),(6S,7E,9R)-roseoside(3),(6S,7E,9R)-vomifoliol-9-O-β-D-xylopyranosyl-(1-6)-O-β-D-glucopyranoside(4)。结论:所有化合物均为首次从该属植物中得到。     

Flavan-4-ol Glycosides from the Rhizomes of Abacopteris penangiana

Four new flavan-4-ol glycosides, abacopterins A-D (1-4), were isolated from a methanol extract of the rhizomes of Abacopteris penangiana, together with two known compounds, triphyllin A (5) and 6,8-dimethyl-7-hydroxy-4'-methoxyanthocyanidin-5-O-beta-D-glucopyranoside (6). Their structures were elucidated by extensive spectroscopic analysis and chemical methods. The cytotoxic activity of 1-5 against HepG2 human hepatoma cells was investigated.