Chemical Constituents from the Root of Antidesma Pentandrum var. Barbatum

Investigation of the root extract of Antidesma pentandrum var. barbatum led to the isolation of seven new compounds, antidesmol ( 1 ), antidesmanins E ( 2 ) and F ( 3 ), antidesnone ( 4 ), antidesnol ( 5 ), barbatumols A ( 6 ) and B ( 7 ), together with 14 known compounds including sodium aristolochate‐I ( 10 ) and aristolochic acid‐I methyl ester ( 11 ).     

Structures of 1,4-benzodioxane derivatives from the seeds of Phytolacca americana and their neuritogenic activity in primary cultured rat cortical neurons

The methanol extract of the seeds of Phytolacca americana was reinvestigated to yield three new 1,4-benzodioxane-type compounds, americanoic acid methyl ester (1), isoamericanoic acid A methyl ester (2), and 9'-O-methylamericanol A (3) along with the previously isolated neolignans 6-9. The structures of 1-3 were characterized by 2D NMR and long-range selective proton-decoupling (LSPD) techniques. The neuritogenic effects of compounds 1-3, and dicarboxilic acids 4 and 5, which had been previously synthesized with horseradish peroxidase-catalyzed oxidative coupling of caffeic acid, were examined in primary cultured rat cortical neurons. Americanoic acid A methyl ester (1) exhibited neurite outgrowth-promoting activity at concentration of 0.01-1.0 microM, whereas dicarboxilic acids 4 and 5 were found to induce neuritogenesis dose dependently at the concentrations from 0.1 microM to 10 microM.     

A new kaempferol diglycoside from Datura suaveolens Humb. & Bonpl. ex. Willd

A new flavonol glycoside, kaempferol 3-O-alpha-L-arabinopyranosyl-7-O-beta-D-glucopyranoside (1), has been isolated from methanol extract of leaves of Datura suaveolens (Solanaceae), along with six other known compounds, which include kaempferol 3-O-alpha-L-arabinopyranoside (2), 3-phenyl lactic acid, 3-(3-indolyl) lactic acid, and its methyl ester, physalindicanol A and physalindicanol B. The structural elucidation of 1 and characterization of the known compounds are based on detailed spectral analysis (ESI-FTICR-MS and 2D-NMR). This is the first report of isolation of these compounds from this plant.     

Antioxidant iridoid glucosides from Wendlandia formosana

Two new iridoid glucosides of 10-O-caffeoyl scandoside methyl ester (3), and 6-methoxy scandoside methyl ester (4) besides the known compounds of scandoside methyl ester (1), methyl deacetyl asperulosidate (2), 10-O-caffeoyl daphylloside (5), phytol (6), and ursolic acid (7) were isolated from the leaves of Wendlandia formosana. Structure elucidation of the new iridoid glucosides was based on interpretation of high-resolution 1D and 2D NMR spectral data and chemical conversions. Antioxidant activity of Compounds (1-5) against diphenylpicrylhydrazyl (DPPH) and hydroxyl radical, and peroxynitrite was reported.     

珠兰花香味成份的分离和鉴定

用石油醚回流蒸馏法抽取新鲜珠兰花的挥发性香味成份，经旋转蒸发器浓缩，通过气相色谱质谱联用仪鉴定出６０余种组份，包括脂肪烃，芳香烃，醚，醇，醛酮，羧酸和脂等，主要组分是４－羟基－β－紫罗酮（２０％）表茉莉酮酸甲脂（６％）和茉莉酮酸甲脂（４％）。     

Phenolic compounds from Scorzonera latifolia (Fisch. & Mey.) DC

A new 3-benzylphthalide, scorzoveratrin 4'-O-β-glucoside (1), together with the known 3-benzylphthalides, scorzoveratrin (2) and scorzoveratrozit (3), the caffeoyl derivatives, chlorogenic acid methyl ester (4), 4,5-dicaffeoylquinic acid (5), 4,5-dicaffeoylquinic acid methyl ester (6), 3,5-dicaffeoylquinic acid (7) and caffeic acid (8) were isolated from the subaerial parts of Scorzonera latifolia (Fisch. & Mey.) DC. All secondary metabolites were assigned using physicochemical and spectroscopic data. The known compounds 2-8 were isolated for the first time from this species.     

Iridoid and phenylethanoid glycosides from Phlomis longifolia var. longifolia

From the aerial parts of Phlomis longifolia var. longifolia four iridoid glucosides, shanzhiside methyl ester (1), 5-deoxypulchelloside I (2), lamalbide (3), phlomiol (4) and three phenylethanoid glycosides, verbascoside (5), forsythoside B (6), leucosceptoside A (7) along with the caffeic acid ester, chlorogenic acid (8) were isolated. The structures of the isolated compounds were established by spectroscopic (UV, IR, 1D- and 2D-NMR, FABMS) and chemical evidence. The structure elucidation of the iridoid compounds 2 and 3 are discussed in detail.     

丁酸氯维地平降解杂质的合成

以4-(2,3-二氯苯基)-1,4-二氢-2,6-二甲基-3,5-吡啶二羧酸(2-氰基乙基)（甲基）酯(5)为起始原料,合成了丁酸氯维地平的5种降解杂质：4-(2,3-二氯苯基)-1,4-二氢-2,6-二甲基-3,5-吡啶二羧酸单甲酯(A), 4-(2,3-二氯苯基)-1,4-二氢-2,6-二甲基-3-吡啶羧酸甲酯(B), 4-(2,3-二氯苯基)-2,6-二甲基-3,5-吡啶二羧酸单甲酯(C), 4-(2,3-二氯苯基)-2,6-二甲基-3,5-吡啶二羧酸（丁酰氧基甲基）（甲基）酯(D)和4-(2,3-二氯苯基)-2,6-二甲基-3-吡啶羧酸甲酯(E)。其中A由5水解制得;B由A脱羧制得;C由5氧化后再经水解制得;D由C和丁酸氯甲酯缩合制得;E由C脱羧制得,化合物结构经¹H NMR和MS（ESI）确证。     

Four new aromatic allenic ethers from the fungus Xylaria sp. No. 2508

Four new aromatic allenic ethers, (7E)-3-(4-buta-2,3-dienyloxy-3-methoxy-phenyl)-acrylic acid methyl ester (1), (7E)-3-[4-(4-buta-2,3-dienyloxy-benzyloxy)-phenyl]-acrylic acid methyl ester (2), 4-(4-buta-2,3-dienyloxy-benzyloxy)-benzoic acid methyl ester (3), (7E)-3-[4-(4-buta-2,3- dienyloxy-benzyloxy)-3-methoxy-phenyl]-acrylic acid methyl ester (4) were isolated from the fungus Xylaria sp. No. 2508. The structures of those compounds were determined by analysis of spectroscopic data, mainly 2D NMR experiments.     

Bisabolane‐Type Sesquiterpenoids from the Rhizomes of Glochidion coccineum

A novel bisabolane‐type sesquiterpenoid lactone, glochicoccin A ( 1 ), and three new norbisabolane sesquiterpenoids, glochicoccins B–D ( 2 – 4 ), together with two known norbisabolane sesquiterpenoids, phyllaemblic acid ( 5 ) and phyllaemblic acid methyl ester ( 6 ), were isolated from the rhizomes of Glochidion coccineum. Their structures were elucidated by different spectroscopic (IR, UV, NMR) and mass‐spectrometric (MS) techniques. The structure and relative configuration of 1 was confirmed by single‐crystal X‐ray diffraction (Fig. 2). None of the compounds were found to exhibit cytotoxic or antioxidant activities.     

Phenolic glycosides from Lindera fruticosa root and their inhibitory activity on osteoclast differentiation

Two new compounds were found in the phenolic glycosides isolated from the roots of Lindera fruticosa: 5-O-[beta-D-apiofuranosyl-(1'-->2')-O-beta-D-xylopyranosyl]gentisic acid-7,5'-ester (3), named linderofruticoside A; and 5-O-[beta-D-apiofuranosyl-(1'-->3')-O-beta-D-xylopyranosyl]gentisic acid methyl ester (4), linderofruticoside B. Two previously known phenolic glycosides were also identified: beta-D-(3,4-disinapoyl)fructofuranosyl-alpha-D-(6-sinapoyl)glucopyranoside (1) and beta-D-(3-sinapoyl)fructofuranosyl-alpha-D-(6-sinapoyl)glucopyranoside (2). Compounds 1 and 2 inhibited osteoclast differentiation in a dose-dependent manner at concentrations higher than 1.04 microM and 0.132 microM, respectively.     

New galloyl derivative from winged sumac (Rhus copallinum) fruit

Twelve compounds were isolated from Winged Sumac (Rhus copallinum) fruit and their structures were elucidated on the basis of NMR and mass spectral data. The isolates included a new galloyl derivative, (R)-galloyl malic acid dimethyl ester (1), and eleven known compounds, gallic acid (2), methyl gallate (3), glucogallin (4), methyl m-digallate (5), methyl p-digallate (6), quercetin (7), myricetin (8), rhamnazin (9), kaempferol (10), betulinic acid (11), and oleanolic acid (12). All of the compounds were evaluated for antiproliferative effects against human colon tumorigenic (HCT-116, Caco-2) and nontumorigenic (CCD18-Co) cell lines.     

Study on the Synthesis and Antitumor Activity of New Indolocarbazole Compounds

A series of new antitumor compounds having indolecarbazole structures were designed and synthesized. The methoxy substituted indolecarbazole parent nucleus, which was firstly synthesized, is condensed with bromine substituted amino acid methyl ester to produce the target compounds. The target compounds were performed with methylthiazolyldiphenyl-tetrazolium bromide(MTT) in vitro cytotoxin activity test and the results showed that compounds CZ-1, CZ-3 and CZ-6 have higher activity against human colon cancer(HT-29) and(HCT-8), hepatocellular carcinoma(Bel-7402), NSCLC(A549) and breast cancer(MCF-7) cells as compared to the positive control JDC-108.     

α-Glucosidase inhibitory constituents from Acanthopanax senticosus harm leaves

A new triterpene glycoside, 3-O-[(α-L-rhamnopyranosyl)(1→2)]-[β-D-glucuronopyranosyl-6-O-methyl ester]-olean-12-ene-28-olic acid (1) and a new indole alkaloid, 5-methoxy-2-oxoindolin-3-acetic acid methyl ester (5) were isolated from the leaves of Acanthopanax senticosus Harms along with six known compounds. The structures of the new compounds were determined by means of 2D-NMR experiments and chemical methods. All the isolated compounds were evaluated for their glycosidase inhibition activities and compound 6 showed significant α-glucosidase inhibition activity.     

Terpenoid Glucosides from Aster Smithianus

A diterpenoid trisaccharide, smithoside A, and a saponin, smithoside B, as well as six known compounds, apigenin, apigenin-7-O-glucoside, daucosterol, shanzhiside methyl ester, 8-acetylshanzhiside methyl ester and acteoside, were isolated from Aster smithianus. On the basis of spectral evidence and chemical analytical results, smithosides A and B were identified as pimar-15(16)-β-ene-8β,11α-diol-3β-O-β-D-glucopyranosyl(1→3)-[β-glucopyranosyl(1→2)]-β-D-glucopyranoside and 2β,3β,16β,21β,23-pentahydroxy-12-ene-28 oleanoic acid lactone-3-O-β-D-glucopyranosyl(1→3)-β-D-glucopyranoside, respectively.     

Study on the Chemical Constituent from the Seed of Litchi chinensis Sonn.

Seed of Litchi chinensis Sonn. is a traditional Chinese medicine, having curative effects on gastric disease, diabetes,and relieving pain.[1] Two new compounds 4-O-p-coumaroylquinic acid butyl ester (1) and 3-O-p-coumaroylquinic acid butyl ester (2), along with five known compounds: 5-O-p-coumaroylquinic acid butyl ester (3),[2] 3-O-p-coumaroylquinic acid methyl ester (4),[3] n-butyl-1-β-D-fructopyranoside (5),[4] D-1-O-methylmyo-inositol (6)[5] and 1H-imidazole-2,3-dihydro-2-oxo-4-carboxylic acid methyl ester (7)[5] were isolated and purified from the ethanol extracts of the seed of L.chinensis Sonn. Their structures, shown in Figure 1, were elucidated by ESI-MS, 1H NMR and 13C NMR, including 2DNMR spectroscopy.     

A new iridoid glucoside from <Emphasis Type="Italic">Lamiophlomis rotata</Emphasis>

A new iridoid glucoside and seven known compounds were isolated from the herb of Lamiophlomis rotata (Benth.) Kudo, which is a Tibetan folk medicine. The structure of the new iridoid glucoside was elucidated by spectroscopic methods. The others were lamiophlomiol A, shanzhigenin methyl ester, loganin, 8-O-acetyl-shanzhiside methyl ester, schismoside, phlomiol, and 7,8-dehydropenstemoside. Published in Khimiya Prirodnykh Soedinenii, No. 3, pp. 306–307, May–June, 2009.     

Cytotoxic triterpene saponins from the mangrove Aegiceras corniculatum

Using various chromatographic separations, sixteen compounds, including one new triterpene saponin named aegicoroside A (1), were isolated from the leaves of the Vietnamese mangrove Aegiceras corniculatum. Their structures were determined by spectroscopic methods such as 1D and 2D NMR and HR-ESI-MS. The cytotoxic activities of the isolated compounds against MCF7 (breast), HCT116 (colon), B16F10 (melanoma), and A549 (adenocarcinoma) cancer cell lines were also evaluated. Strong cytotoxicity was observed for sakurasosaponin (2) against all four cancer cell lines and for sakurasosaponin methyl ester (3) against MCF7, A549, and HCT116 cell lines with IC₅₀ values ranging from 2.89 ± 0.02 to 9.86 ± 0.21 μM.     

Melampolides from the leaves of Smallanthus sonchifolius and their inhibitory activity of lps-induced nitric oxide production

Two new melampolide-type sesquiterpene lactones, 8beta-epoxyangeloyloxy-9alpha-ethoxy-14-oxo-acanthospermolide (1) and 8beta-angeloyloxy-9alpha-ethoxy-14-oxo-acanthospermolide (2), were isolated from the leaves of yacon [Smallanthus sonchifolia (POEPP. et ENDL.) H. Robinson] along with eleven known melampolides, allo-schkuhriolide (3), enhydrin (4), polymatin A (5), fluctuanin (6), 8beta-angeloyloxy-9alpha-acetoxy-14-oxo-acanthospermolide (7), 8beta-angeloyloxy-14-oxo-acanthospermolide (8), 8beta-methacryloyloxymelampolid-14-oic acid methyl ester (9), uvedalin (10), polymatin B (11), 8beta-tigloyloxymelampolid-14-oic acid methyl ester (12), and sonchifolin (13). Their structures were established on the basis of spectroscopic evidence including 1D- and 2D-NMR experiments. All isolates were evaluated for inhibition of LPS-induced nitric oxide production in murine macrophage RAW 264.7 cells.     

The constituents of the root and stem of Aristolochia cucurbitifolia Hayata and their biological activity

Four new compounds, three phenanthrene derivatives, aristolochic acid-III methyl ester (1), cepharanone C (2), and sodium 7-hydroxyl-8-methoxyaristolate (3), and the benzoate derivative, sodium 3,4-dimethoxybenzoate (4), together with 53 known compounds were isolated and characterized from the fresh root and stem of Aristolochia cucurbitifolia. Their structures were elucidated by spectral analyses and chemical transformations. The cytotoxicity and antiplatelet activity of the isolated compounds are also discussed.