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glucosides
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- Author:
- Chun-Lei Zhang; Guo-Ru Shi; Yan-Fei Liu; Yan Wang; Ruo-Yun Chen; De-Quan Yu
- Source:
- Journal of Asian natural products research 2017 v.19 no.2 pp. 128-133
- ISSN:
- 1477-2213
- Subject:
- Iris (Iridaceae); chemical derivatives; chemical structure; glucosides; rhizomes; spectral analysis
- Abstract:
- ... Phytochemical investigation of the rhizomes of Iris tectorum resulted in the isolation and characterization of three new apocynin derivatives, apocynin-4-O- β -D-(6′-O-syringyl)glucopyranoside (1), scrophenoside C-7-ethyl ether (2 , 3), together with a new naturally occurring compound but known by synthesis, apocynin-4-O- β -D-xylopyranoside (4), and five known ones (5–9). Their structures were el ...
- DOI:
- 10.1080/10286020.2016.1268128
- https://doi.org/10.1080/10286020.2016.1268128
- Author:
- Xian-Sheng Ye; Jun He; Yung-Chi Cheng; Lei Zhang; Hao-Yi Qiao; Xue-Ge Pan; Jia Zhang; Shu-Na Liu; Wei-Ku Zhang; Jie-Kun Xu
- Source:
- Journal of natural products 2017 v.80 no.12 pp. 3103-3111
- ISSN:
- 1520-6025
- Subject:
- Cornus officinalis; chemical structure; fruits; glucosides; human cell lines; inhibitory concentration 50; iridoid glycosides; nuclear magnetic resonance spectroscopy; spectral analysis
- Abstract:
- ... Fifteen new and rare iridoid glucoside dimers, cornusides A–O (1–15), and 10 known iridoid glucosides (16–25) were isolated from the fruit of Cornus officinalis. These new chemical structures were established through spectroscopic analysis (UV, IR, HRESIMS, 1D and 2D NMR). Compounds 1–25 were tested for their inhibitory activities by measuring IL-6-induced STAT3 promoter activity in HepG2 cells, a ...
- DOI:
- 10.1021/acs.jnatprod.6b01127
- https://doi.org/10.1021/acs.jnatprod.6b01127
- Author:
- Yong-Mei Ren; Chang-Qiang Ke; Chunping Tang; Sheng Yao; Yang Ye
- Source:
- Tetrahedron letters 2017 pp. -
- ISSN:
- 0040-4039
- Subject:
- Vaccinium bracteatum; X-ray diffraction; chemical structure; cycloaddition reactions; esters; glucosides; leaves; spectral analysis
- Abstract:
- ... Divaccinosides A-D (1-4), four rare iridoid glucoside cyclodimers in the truxillate forms, were characterized from the leaves of Vaccinium bracteatum. They were presumably biosynthesized from two known iridoid glucoside monomers, vaccinoside (5) and 10-O-trans-p-coumaroyl-6α-hydroxyl-dihydromonotropein (6), via a [2+2] cycloaddition reaction. The structures of the new compounds were established by ...
- DOI:
- 10.1016/j.tetlet.2017.05.013
- https://doi.org/10.1016/j.tetlet.2017.05.013
- Author:
- Li-Mei Dong; Xu-Chao Jia; Qing-Wen Luo; Yi-Ming Peng; Qiang Zhang; Bi Luo; Jian-Wen Tan
- Source:
- Phytochemistry letters 2017 v.20 pp. 155-159
- ISSN:
- 1874-3900
- Subject:
- Gram-negative bacteria; Mikania micrantha; aerial parts; antibacterial properties; anticarcinogenic activity; chemical structure; diterpenoids; glucosides; humans; neoplasms; spectral analysis
- Abstract:
- ... Phytochemical study on the aerial parts of Mikania micrantha led to the isolation of four new ent-kaurene diterpene glucosides, β-d-glucopyranosyl-15α-(3-hydroxy-3-methylbutanoyloxy)-9β-hydroxy-ent-16-kauren-19-oate (1), β-d-glucopyranosyl-15α-(3-methylbutanoyloxy)-9β-hydroxy-ent-16-kauren-19-oate (2), β-d-glucopyranosyl-15α-(2-methylbutanoyloxy)-9β-hydroxy-ent-16-kauren-19-oate (3), β-d-glucopyra ...
- DOI:
- 10.1016/j.phytol.2017.04.029
- https://doi.org/10.1016/j.phytol.2017.04.029
- Author:
- Jun He; Xian-Sheng Ye; Xiao-Xue Wang; Ya-Nan Yang; Pei-Cheng Zhang; Bing-Zhi Ma; Wei-Ku Zhang; Jie-Kun Xu
- Source:
- Fitoterapia 2017 pp. -
- ISSN:
- 0367-326X
- Subject:
- Cornus officinalis; chemical structure; circular dichroism spectroscopy; glucosides; iridoid glycosides; neuroprotective effect; nuclear magnetic resonance spectroscopy; spectral analysis; sugars
- Abstract:
- ... Four new and rare iridoid glucosides, cornusfuroside A–D (1–4), containing the furan ring were identified from water extract of the fruit of Cornus officinalis. These new chemical structures were determined through extensive spectroscopic analysis, including 1D and 2D NMR, IR, HRESIMS, experimental and calculated electronic circular dichroism (ECD). Notably, this study is the first report on the i ...
- DOI:
- 10.1016/j.fitote.2017.06.003
- https://doi.org/10.1016/j.fitote.2017.06.003
- Author:
- Daria Terescenco; Celine Picard; Florence Clemenceau; Michel Grisel; Geraldine Savary
- Source:
- Colloids and Surfaces A: Physicochemical and Engineering Aspects 2017 pp. -
- ISSN:
- 0927-7757
- Subject:
- X-ray diffraction; alcohols; chemical structure; emulsifiers; emulsions; esters; glucosides; light microscopy; light scattering; liquid crystals; oils; physical properties; polarized light; surface tension; surfactants; thermal analysis
- Abstract:
- ... In the present study the effect of cosmetic emollients (oils and esters) varying from their chemical structure on the lamellar liquid crystals organization has been investigated. The cetearyl alcohol/cetearyl glucoside emulsifier, known for its ability to form lamellar phases was used at a level of 10% in emulsions. At this high concentration a strong lamellar network is formed. Also, each of the ...
- DOI:
- 10.1016/j.colsurfa.2017.08.017
- https://doi.org/10.1016/j.colsurfa.2017.08.017
- Author:
- Takahiro Matsumoto; Seikou Nakamura; Souichi Nakashima; Tomoe Ohta; Keiko Ogawa; Masashi Fukaya; Junko Tsukioka; Tomohiro Hasei; Tetsushi Watanabe; Hisashi Matsuda
- Source:
- Phytochemistry 2017 v.137 pp. 101-108
- ISSN:
- 0031-9422
- Subject:
- aerial parts; chemical structure; cytotoxicity; glucosides; lignans; nuclear magnetic resonance spectroscopy; protective effect; spectral analysis; Japan
- Abstract:
- ... Six neolignan glucosides, named isodonosides I–VI, and a megastigmane glucoside named isodonmegastigmane I, were isolated together with 15 known compounds from the methanolic extract of aerial parts of Isodon japonicus cultivated in Tokushima, Japan. The chemical structures of the compounds were elucidated based on their MS and NMR spectroscopic analysis. The absolute configurations of the neolign ...
- DOI:
- 10.1016/j.phytochem.2017.02.007
- https://doi.org/10.1016/j.phytochem.2017.02.007
- Author:
- Jia Chen; Chun-Chao Zhao; Jian-Hua Shao; Ju-Di Fan; Xu-Hua Huang
- Source:
- Chemistry of natural compounds 2017 v.53 no.4 pp. 626-628
- ISSN:
- 0009-3130
- Subject:
- Galium verum; Helicoverpa armigera; Scorpiones; chemical structure; glucosides; insecticidal properties; lignans; mortality; poisoning; scorpion venoms; spectral analysis; stomach; toxicity
- Abstract:
- ... A new lignan glucoside, galiveroside A (1), and seven known compounds (2–8), were isolated from Galium verum L. The structure of 1 was elucidated on the basis of extensive spectroscopic analyses. Compound 1, at the concentration of 5 mg/mL, showed insecticide activity to 3 age cotton bollworm with a mortality of 16.3% through stomach poisoning. When combined with a recombinant scorpion toxin rLqh ...
- DOI:
- 10.1007/s10600-017-2075-3
- https://doi.org/10.1007/s10600-017-2075-3
- Author:
- Jian-Hua Shao; Xue-Wei Zhang; Zi-Ling Dong; Si-Hui Li; Ben-Jie Miao; Ke-Zhi Cheng
- Source:
- Chemistry of natural compounds 2017 v.53 no.6 pp. 1025-1027
- ISSN:
- 0009-3130
- Subject:
- Cyclea; chemical structure; glucosides; lignans; spectral analysis
- Abstract:
- ... A new lignan glucoside 1, along with two known lignans (2, 3), was isolated from Cyclea racemosa Oliv. Its structure was elucidated as (+)-7′-methoxylariciresinol 4-O-β-D-glucopyranoside on the basis of extensive spectroscopic analyses. ...
- DOI:
- 10.1007/s10600-017-2193-y
- https://doi.org/10.1007/s10600-017-2193-y
- Author:
- Sebastian Schwindl; Birgit Kraus; Jörg Heilmann
- Source:
- Phytochemistry 2017 v.144 pp. 58-70
- ISSN:
- 0031-9422
- Subject:
- Juglans regia; acylation; alkaline hydrolysis; chemical structure; chromatography; circular dichroism spectroscopy; glucosides; juglone; leaves; metabolites; nuclear magnetic resonance spectroscopy; plant extracts; polarimetry; salicylic acid; stereochemistry; sugars
- Abstract:
- ... A methanolic extract of Juglans regia L. leaves was fractioned by various chromatographic techniques yielding a total of 40 metabolites belonging to megastigmane, tetralone, phenylpropanoid, neolignane and juglone glycosides. Ten unknown megastigmane glucoside derivatives (juglanionosides A-K, 1–10) and six unknown tetralone glucoside derivatives (juglanosides J-O, 11–16) together with 24 known co ...
- DOI:
- 10.1016/j.phytochem.2017.08.012
- https://doi.org/10.1016/j.phytochem.2017.08.012
- Author:
- Amira Mansour; Rita Celano; Teresa Mencherini; Patrizia Picerno; Anna Lisa Piccinelli; Yazid Foudil-Cherif; Dezső Csupor; Ghania Rahili; Nassima Yahi; Seyed Mohammad Nabavi; Rita Patrizia Aquino; Luca Rastrelli
- Source:
- Fitoterapia 2017 v.119 pp. 32-39
- ISSN:
- 0367-326X
- Subject:
- myricetin; polyphenols; nuclear magnetic resonance spectroscopy; Myrtus; quantitative analysis; free radicals; cineole; 2,2-diphenyl-1-picrylhydrazyl; herbal tea; glucosides; black tea; antioxidant activity; phytopharmaceuticals; chemical structure; leaves
- Abstract:
- ... The phytochemical profile of decoction and infusion, obtained from the dried leaves of M. nivellei, consumed as tea in Saharan region, was characterized by UHPLC-PDA-HRMS. Fourteen compounds were characterized and, to confirm the proposed structures a preparative procedure followed by NMR spectroscopy was applied. Compound 3 (2-hydroxy-1,8-cineole disaccharide) was a never reported whereas a bicyc ...
- DOI:
- 10.1016/j.fitote.2017.03.013
- https://doi.org/10.1016/j.fitote.2017.03.013
- Author:
- Jibin Liu; Xiao‐Lin Zhu; Niamat Ullah; Yong‐Sheng Tao
- Source:
- Journal of food science 2017 v.82 no.2 pp. 248-259
- ISSN:
- 0022-1147
- Subject:
- analytical methods; chemical structure; glucosides; grapes; hydrolysis; odors; volatile compounds; wines
- Abstract:
- ... The major aroma components in grapes and wine include free volatile compounds and glycosidic nonvolatile compounds. The latter group of compounds is more than 10 times abundant of the former, and constitutes a big aroma reserve in grapes and wine. This review summarizes the research results obtained recently for the identification of aroma glycosides in grapes and wine, including grape glycoside s ...
- DOI:
- 10.1111/1750-3841.13598
- https://doi.org/10.1111/1750-3841.13598
- Author:
- Muhammad Ali Versiani; Asma Kanwal; Shaheen Faizi; Ahsana Dar Farooq
- Source:
- Chemistry of natural compounds 2017 v.53 no.5 pp. 915-922
- ISSN:
- 0009-3130
- Subject:
- Cuscuta reflexa; anticarcinogenic activity; beta-sitosterol; bioassays; chemical structure; coumarins; cytotoxicity; fractionation; glucosides; nuclear magnetic resonance spectroscopy; parasitic plants; prostatic neoplasms; spectral analysis; stable isotopes; ursolic acid
- Abstract:
- ... Bioassay guided fractionation of the cytotoxic extract of the plant Cuscuta reflexa, employing cytotoxic assay against a panel of 60 cell lines, led to the isolation of 13 compounds identified as odoroside H (1), 21-hydroxyodoroside H (2), neritaloside (3), strospeside (4), 16-β-hydroxydigitoxin (5), N-trans and cis feruloyl tyramines (6 and 7), ethyl caffeate (8), coumarins (9 and 10), ursolic ac ...
- DOI:
- 10.1007/s10600-017-2154-5
- https://doi.org/10.1007/s10600-017-2154-5
- Author:
- Kebo Xie; Yujiao Zhang; Ridao Chen; Dawei Chen; Lin Yang; Xia Liu; Jungui Dai
- Source:
- Tetrahedron letters 2017 v.58 pp. 2118-2121
- ISSN:
- 0040-4039
- Subject:
- Aloe arborescens; chemical structure; cost effectiveness; drugs; enzymatic treatment; glucosides; glucosylation; glycosyltransferases; naphthols
- Abstract:
- ... Enzymatic glucosylation of unnatural products by natural glycosyltransferases (GTs) has great potential in creating novel and bioactive glucosides. A new GT (AaGT3) from Aloe arborescens exhibited catalytic promiscuity and high efficiency to diverse unnatural naphthols. By combing the substrate flexibility and catalytic reversibility of AaGT3, a cost-effective enzymatic approach to novel and bioac ...
- DOI:
- 10.1016/j.tetlet.2017.04.041
- https://doi.org/10.1016/j.tetlet.2017.04.041
- Author:
- Liqiu Hu; Kai Wang; Guangbi Li; Rongyan Zhang; Yanyan Luo; Chuan-Ling Si; Junhui Wang
- Source:
- Holzforschung 2017 v.71 no.10 pp. 785-791
- ISSN:
- 1437-434X
- Subject:
- Juglans; chemical analysis; chemical structure; flavonols; glucosides; heartwood; isoflavones; mass spectrometry; nuclear magnetic resonance spectroscopy; traditional medicine; trees; China
- Abstract:
- ... Juglans sigillata is a deciduous tree in Juglandaceae that grows native in southwestern China. The extracts of J. sigillata are used extensively in folk medicines to treat or prevent various diseases. However, the individual components of J. sigillata heartwood are not known. In this work, the following substances have been isolated from the heartwood: a new trans-feruloyl isoflavone glycoside, na ...
- DOI:
- 10.1515/hf-2017-0036
- https://doi.org/10.1515/hf-2017-0036
- Author:
- Xiao-Jing Lv; Yong Li; Shuang-Gang Ma; Jing Qu; Yun-Bao Liu; Li Li; Ru-Bing Wang; Shi-Shan Yu
- Source:
- Tetrahedron 2017 v.73 pp. 776-784
- ISSN:
- 0040-4020
- Subject:
- Lyonia ovalifolia; X-ray diffraction; branches; chemical reactions; chemical structure; diterpenoids; glucosides; leaves; nuclear magnetic resonance spectroscopy
- Abstract:
- ... Eight new isopimarane diterpene glucosides (1–8) and one new nor-diterpene glucoside (9) were isolated from the twigs and leaves of Lyonia ovalifolia. The structures of the new compounds (1–9) were determined based on extensive spectroscopic analysis, including HRESIMS, and 1D and 2D NMR data. The absolute configuration of compounds 1a (the aglycone of 1) and 6a (the aglycone of 6) were establishe ...
- DOI:
- 10.1016/j.tet.2016.12.060
- https://doi.org/10.1016/j.tet.2016.12.060
17. Nucleofuge Generating Glycosidations by the Remote Activation of Hydroxybenzotriazolyl Glycosides
- Author:
- Mahesh Neralkar; Bijoyananda Mishra; Srinivas Hotha
- Source:
- Journal of organic chemistry 2017 v.82 no.21 pp. 11494-11504
- ISSN:
- 1520-6904
- Subject:
- chemical reactions; chemical structure; extrusion; glucosides; oligosaccharides; organic chemistry; organic compounds; zwitterions
- Abstract:
- ... Hydroxybenzotriazole is routinely used in peptide chemistry for reducing racemization due to the increased reactivity. In this article, very stable hydroxybenzotriazolyl glucosides were identified to undergo glycosidation. The reaction was hypothesized to go through the remote activation by the Tf₂O at the N3-site of HOBt followed by the extrusion of the oxocarbenium ion that was attacked by the g ...
- DOI:
- 10.1021/acs.joc.7b02027
- https://doi.org/10.1021/acs.joc.7b02027
- Author:
- An-Hua Wang; Xiao-Kui Huo; Lei Feng; Cheng-Peng Sun; Sa Deng; Hou-Li Zhang; Bao-Jing Zhang; Xiao-Chi Ma; Jing-Ming Jia; Chao Wang
- Source:
- Fitoterapia 2017 v.121 pp. 175-182
- ISSN:
- 0367-326X
- Subject:
- 2,2-diphenyl-1-picrylhydrazyl; Euphorbia; anticarcinogenic activity; antioxidant activity; ascorbic acid; bioassays; chemical structure; chromatography; cytotoxicity; electrospray ionization mass spectrometry; fluorescence; glucosides; humans; inhibitory concentration 50; medicinal plants; monoterpenoids; neoplasms; nuclear magnetic resonance spectroscopy; phenolic acids; roots; spectral analysis
- Abstract:
- ... The bioactive substance investigation of Euphorbia ebracteolata obtained 17 compounds by various chromatographic techniques. Their structures were elucidated using widely spectroscopic data, including ESI-MS, HRESI-MS, CD, 1D- and 2D-NMR, which gave 5 new phenolic glucosides and 4 new monoterpenoids. The phenolic glucosides and monoterpenoids showed the inhibitory effect against the human carboxyl ...
- DOI:
- 10.1016/j.fitote.2017.06.026
- https://doi.org/10.1016/j.fitote.2017.06.026
- Author:
- Yoshihiro Suyama; Naonobu Tanaka; Kazuyoshi Kawazoe; Kotaro Murakami; Shun-Lin Li; Han-Dong Sun; Yoshiki Kashiwada
- Source:
- Tetrahedron letters 2017 pp. -
- ISSN:
- 0040-4039
- Subject:
- Gentiana rigescens; chemical reactions; chemical structure; glucosides; herbal medicines; organic compounds; spectral analysis
- Abstract:
- ... Two new conjugates of norsecoiridoid and secoiridoid glucoside, rigenolides B (1) and C (2), were isolated from a Chinese herbal medicine Gentiana rigescens Franch. Their structures were established by comprehensive spectroscopic analysis. The absolute configurations of 1 and 2 were elucidated by comparison of the ECD spectra with TDDFT calculated spectra. ...
- DOI:
- 10.1016/j.tetlet.2017.02.075
- https://doi.org/10.1016/j.tetlet.2017.02.075
- Author:
- Yong-Mei Ren; Chang-Qiang Ke; Attila Mándi; Tibor Kurtán; Chunping Tang; Sheng Yao; Yang Ye
- Source:
- Tetrahedron 2017 pp. -
- ISSN:
- 0040-4020
- Subject:
- Vaccinium bracteatum; biochemical pathways; chemical reactions; chemical structure; circular dichroism spectroscopy; glucosides; iridoids; leaves; lignans; nuclear magnetic resonance spectroscopy; spectral analysis
- Abstract:
- ... Two new lignan-iridoid glucoside diesters (2 and 3), together with their putative biosynthetic precursor 10-O-trans-caffeoyl-6α-hydroxyl-dihydromonotropein (1), were characterized from the leaves of Vaccinium bracteatum. Their planar structures and relative configuration were elucidated by spectroscopic measurements and DFT C NMR calculations, and their absolute configurations were determined by t ...
- DOI:
- 10.1016/j.tet.2017.04.040
- https://doi.org/10.1016/j.tet.2017.04.040