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Weidong Zhang - One of the best experts on this subject based on the ideXlab platform.
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Valeriadimers A–C, three sesquiterpenoid dimers from Valeriana officinalis var. latifolia
RSC Advances, 2020Co-Authors: Ji Ye, Yunheng Shen, Huiliang Li, Weidong ZhangAbstract:Valeriadimer A (1), formed by a C–C (4-1′) bond between a bicyclogermacrane nor-sesquiterpene moiety and a maaliane nor-sesquiterpene moiety, together with two further sesquiterpenoid dimers, valeriadimers B and C (2, 3) were isolated from the root of Valeriana officinalis var. latifolia. Their structures were elucidated by extensive analysis of spectroscopic data and confirmed by Cu-Kα X-ray diffraction experiment.
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valeriadimers a c three sesquiterpenoid dimers from Valeriana officinalis var latifolia
RSC Advances, 2015Co-Authors: Ji Ye, Yunheng Shen, Huiliang Li, Weidong ZhangAbstract:Valeriadimer A (1), formed by a C–C (4-1′) bond between a bicyclogermacrane nor-sesquiterpene moiety and a maaliane nor-sesquiterpene moiety, together with two further sesquiterpenoid dimers, valeriadimers B and C (2, 3) were isolated from the root of Valeriana officinalis var. latifolia. Their structures were elucidated by extensive analysis of spectroscopic data and confirmed by Cu-Kα X-ray diffraction experiment.
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neomerane type sesquiterpenoids from Valeriana officinalis var latifolia
Tetrahedron, 2014Co-Authors: Xianpeng Zu, Huiliang Li, Weidong Zhang, Jinxin Wang, Bingyang Chen, Xianqing HuAbstract:Abstract Valeneomerins A–D, two new neomerane-type sesquiterpenoids and two new nor-sesquiterpenoids, were isolated from the roots of Valeriana officinalis var. latifolia. Among them, valeneomerin A (1) was identified as a sesquiterpenoid with an unprecedented 15,3-lactone loop while valeneomerin C (3) and valeneomerin D (4) were determined to be nor-sesquiterpenoids with a new 15-reductive neomerane-type carbon skeleton. Their structures were elucidated by detailed spectroscopic analysis and Cu Kα X-ray crystallography. Compounds 1, 2, and 4 exhibited significant neuroprotective effects against H2O2 induced oxidative stress in SH-SY5Y cells with viability of 49.8, 40.9, and 44.6% each at 50 μM, respectively, in contrast to positive control (catechin, 50 μM) with viability of 32.6%.
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acylated iridoids from the roots of Valeriana officinalis var latifolia
Planta Medica, 2012Co-Authors: Xianqing Hu, Ji Ye, Huiliang Li, Weidong ZhangAbstract:Phytochemical investigation of the roots of Valeriana officinalis var. latifolia resulted in the isolation and characterization of six new acylated iridoids, (5 S ,7 S ,8 S ,9 S )-7-hydroxy-8-isovaleroyloxy- Δ 4,11 -dihyronepetalactone ( 1 ), (5 S ,7 S ,8 S ,9 S )-7-hydroxy-10-isovaleroyloxy- Δ 4,11 -dihyronepetalactone ( 2 ), (5 S ,8 S ,9 S )-10-isovaleroyloxy- Δ 4,11 -dihyronepetalactone ( 3 ), (5 S ,6 S ,8 S ,9 R )-6-isovaleroyloxy- Δ 4,11 -1,3-diol ( 4 ), (5 S ,6 S ,8 S ,9 R )-1,3-isovaleroxy- Δ 4,11 -1,3-diol ( 5 ), and (5 S ,6 S ,8 S ,9 R )-3-isovaleroxy-6-isovaleroyloxy- Δ 4,11 -1,3-diol ( 6 ). Their structures were determined mainly by 1D and 2D NMR spectroscopic techniques. We also report herein for the first time the single crystal X-ray structure of compound 1 . In addition, the cytotoxic activities of compounds 1 - 6 were evaluated against A549 (human lung adenocarcinoma), HCT116 (human colon carcinoma), SK-BR-3 (human breast carcinoma), and HepG2 (human hepatoma) cell lines. Compound 6 showed weak cell growth inhibition of A549, HCT116, SK-BR-3, and HepG2 cells.
Youxing Zhao - One of the best experts on this subject based on the ideXlab platform.
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volvalerine a an unprecedented n containing sesquiterpenoid dimer derivative from Valeriana officinalis var latifolia
Fitoterapia, 2016Co-Authors: Pengcheng Wang, Jun Zhou, Jiangmiao Hu, Youxing ZhaoAbstract:Volvalerine A (1), a novel N-containing bisesquiterpenoid derivative with a dihydroisoxazole ring, and its possible biosynthetic precursor, 1-hydroxy-1,11,11-trimethyldecahydrocyclopropane azulene-10-one (2), were isolated from the roots of Valeriana officinalis var. latifolia. Their structures and relative configurations were identified using spectroscopic data and X-ray crystallography. A plausible biosynthetic pathway for 1 is also presented.
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phenolic compounds from the roots of Valeriana officinalis var latifolia
Journal of the Brazilian Chemical Society, 2013Co-Authors: Pengcheng Wang, Jun Zhou, Youxing ZhaoAbstract:Uma nova neolignana benzofurânica, isovalerato de 9-di-hidrodesidrodiconiferila, alem de 10 compostos fenolicos conhecidos, olivil, pinoresinol, 8-hidroxipinoresinol, pinorespiol, 8-hidroxi-7epipinoresinol, acido trans-p-hidroxifenil-propenoico, acido cis-p-hidroxifenil-propenoico, acido isoferulico e isovanilina foram isolados a partir das raizes da Valeriana officinalis var. latifolia. Suas estruturas e configuracoes foram elucidadas com base em metodos espectroscopicos. A atividade inibitoria da acetilcolinesterase (AChE) e a atividade intensificada do fator de crescimento neural (NGF) mediada pelo crescimento de neurites em celulas PC12 pelos compostos isovalerato de 9-di-hidrodesidrodiconiferila e olivil foram avaliadas. A new benzofuran neolignan, dihydrodehydrodiconiferyl alcohol 9-isovalerate, along with ten known phenolic compounds, olivil, pinoresinol, 8-hydroxypinoresinol, pinorespiol, 8-hydroxy7-epipinoresinol, trans-p-hydroxyphenyl- propenoic acid, cis-p-hydroxyphenyl-propenoic acid, ferulic acid, isoferulic acid and isovanillin were isolated from the roots of Valeriana officinalis var. latifolia. Their structures and configurations were elucidated on the basis of spectroscopic methods. The inhibitory activity for acetylcholinesterase (AChE) and enhancing activity on nerve growth factor (NGF)-mediated neurite outgrowth in PC12 cells of dihydrodehydrodiconiferyl alcohol 9-isovaterate and olivil were evaluated.
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sesquiterpenoids and lignans from the roots of Valeriana officinalis l
Chemistry & Biodiversity, 2011Co-Authors: Pengcheng Wang, Jun Zhou, Rui Chen, Jiangmiao Hu, Zhongquan Chen, Hezhong Jiang, Shengzhuo Huang, Youxing ZhaoAbstract:Two new guaiane-type sesquiterpenoids, valerol A (1) and kessyl 3-acetate (2), together with nine known compounds, valeracetate (3), anismol A (4), orientalol C (5), spatulenol (6), 4 alpha, 10 alpha-epoxyaromadendrane (7), (+)-8-hydroxypinoresinol (8), pinorespiol (9), pinoresinol 4-O-beta-D-glucopyranoside (10), and 8-hydroxypinoresinol 4'-O-beta-D-glucopyranoside (11) were isolated from the roots of Valeriana officinalis. The structures and relative configurations of 1 and 2 were elucidated on the basis of spectroscopic methods (1D- and 2D-NMR, MS, UV, and IR). These compounds were evaluated for inhibitory activity on acetylcholinesterase (AChE) and enhancing activity on nerve growth factor (NGF)-mediated neurite outgrowth in PC12 cells.
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two new iridoids from the roots of Valeriana officinalis
Journal of The Chinese Chemical Society, 2011Co-Authors: Youxing Zhao, Pengcheng Wang, Ning Li, Jun ZhouAbstract:Valeriana officinalis is the official species used in Europe as sedatives and tranquilizers for centuries. Two new iridoids, volvaltrates C and D (1 and 2) were isolated from the ethanol extract as a mixture from the roots of V. officinalis. Their structures were elucidated by spectroscopic evidence including MS, ID and 2D-NMR spectra.
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volvalerenone a a new type of mononorsesquiterpenoid with an unprecedented 3 12 oxo bridge from Valeriana officinalis
Tetrahedron Letters, 2010Co-Authors: Pengcheng Wang, Jun Zhou, Rui Chen, Liangchun Li, Shanshan Xiong, Youxing ZhaoAbstract:Volvalerenone A (1), a new type of mononorsesquiterpenoid with an unprecedented 5/6/6 tricyclic ring system, was isolated from the roots of Valeriana officinalis, the official species of valerian used in Europe. The structure of volvalerenone A was elucidated based on its spectroscopic and single-crystal X-ray crystallography data. The absolute configuration was assigned by the computational method. A possible bio-synthetic pathway of volvalerenone A was also proposed. Preliminary biological studies showed that volvalerenone A had weak inhibitory activity on acetylcholine esterase (AChE), and no enhancing activity on nerve growth factor (NGF)-mediated neurite outgrowth in PC12 cells was observed at 50 mu M. (C) 2010 Elsevier Ltd. All rights reserved.
Pengcheng Wang - One of the best experts on this subject based on the ideXlab platform.
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volvalerine a an unprecedented n containing sesquiterpenoid dimer derivative from Valeriana officinalis var latifolia
Fitoterapia, 2016Co-Authors: Pengcheng Wang, Jun Zhou, Jiangmiao Hu, Youxing ZhaoAbstract:Volvalerine A (1), a novel N-containing bisesquiterpenoid derivative with a dihydroisoxazole ring, and its possible biosynthetic precursor, 1-hydroxy-1,11,11-trimethyldecahydrocyclopropane azulene-10-one (2), were isolated from the roots of Valeriana officinalis var. latifolia. Their structures and relative configurations were identified using spectroscopic data and X-ray crystallography. A plausible biosynthetic pathway for 1 is also presented.
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phenolic compounds from the roots of Valeriana officinalis var latifolia
Journal of the Brazilian Chemical Society, 2013Co-Authors: Pengcheng Wang, Jun Zhou, Youxing ZhaoAbstract:Uma nova neolignana benzofurânica, isovalerato de 9-di-hidrodesidrodiconiferila, alem de 10 compostos fenolicos conhecidos, olivil, pinoresinol, 8-hidroxipinoresinol, pinorespiol, 8-hidroxi-7epipinoresinol, acido trans-p-hidroxifenil-propenoico, acido cis-p-hidroxifenil-propenoico, acido isoferulico e isovanilina foram isolados a partir das raizes da Valeriana officinalis var. latifolia. Suas estruturas e configuracoes foram elucidadas com base em metodos espectroscopicos. A atividade inibitoria da acetilcolinesterase (AChE) e a atividade intensificada do fator de crescimento neural (NGF) mediada pelo crescimento de neurites em celulas PC12 pelos compostos isovalerato de 9-di-hidrodesidrodiconiferila e olivil foram avaliadas. A new benzofuran neolignan, dihydrodehydrodiconiferyl alcohol 9-isovalerate, along with ten known phenolic compounds, olivil, pinoresinol, 8-hydroxypinoresinol, pinorespiol, 8-hydroxy7-epipinoresinol, trans-p-hydroxyphenyl- propenoic acid, cis-p-hydroxyphenyl-propenoic acid, ferulic acid, isoferulic acid and isovanillin were isolated from the roots of Valeriana officinalis var. latifolia. Their structures and configurations were elucidated on the basis of spectroscopic methods. The inhibitory activity for acetylcholinesterase (AChE) and enhancing activity on nerve growth factor (NGF)-mediated neurite outgrowth in PC12 cells of dihydrodehydrodiconiferyl alcohol 9-isovaterate and olivil were evaluated.
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sesquiterpenoids and lignans from the roots of Valeriana officinalis l
Chemistry & Biodiversity, 2011Co-Authors: Pengcheng Wang, Jun Zhou, Rui Chen, Jiangmiao Hu, Zhongquan Chen, Hezhong Jiang, Shengzhuo Huang, Youxing ZhaoAbstract:Two new guaiane-type sesquiterpenoids, valerol A (1) and kessyl 3-acetate (2), together with nine known compounds, valeracetate (3), anismol A (4), orientalol C (5), spatulenol (6), 4 alpha, 10 alpha-epoxyaromadendrane (7), (+)-8-hydroxypinoresinol (8), pinorespiol (9), pinoresinol 4-O-beta-D-glucopyranoside (10), and 8-hydroxypinoresinol 4'-O-beta-D-glucopyranoside (11) were isolated from the roots of Valeriana officinalis. The structures and relative configurations of 1 and 2 were elucidated on the basis of spectroscopic methods (1D- and 2D-NMR, MS, UV, and IR). These compounds were evaluated for inhibitory activity on acetylcholinesterase (AChE) and enhancing activity on nerve growth factor (NGF)-mediated neurite outgrowth in PC12 cells.
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two new iridoids from the roots of Valeriana officinalis
Journal of The Chinese Chemical Society, 2011Co-Authors: Youxing Zhao, Pengcheng Wang, Ning Li, Jun ZhouAbstract:Valeriana officinalis is the official species used in Europe as sedatives and tranquilizers for centuries. Two new iridoids, volvaltrates C and D (1 and 2) were isolated from the ethanol extract as a mixture from the roots of V. officinalis. Their structures were elucidated by spectroscopic evidence including MS, ID and 2D-NMR spectra.
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volvalerenone a a new type of mononorsesquiterpenoid with an unprecedented 3 12 oxo bridge from Valeriana officinalis
Tetrahedron Letters, 2010Co-Authors: Pengcheng Wang, Jun Zhou, Rui Chen, Liangchun Li, Shanshan Xiong, Youxing ZhaoAbstract:Volvalerenone A (1), a new type of mononorsesquiterpenoid with an unprecedented 5/6/6 tricyclic ring system, was isolated from the roots of Valeriana officinalis, the official species of valerian used in Europe. The structure of volvalerenone A was elucidated based on its spectroscopic and single-crystal X-ray crystallography data. The absolute configuration was assigned by the computational method. A possible bio-synthetic pathway of volvalerenone A was also proposed. Preliminary biological studies showed that volvalerenone A had weak inhibitory activity on acetylcholine esterase (AChE), and no enhancing activity on nerve growth factor (NGF)-mediated neurite outgrowth in PC12 cells was observed at 50 mu M. (C) 2010 Elsevier Ltd. All rights reserved.
Francois Granicher - One of the best experts on this subject based on the ideXlab platform.
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essential oils from normal and hairy roots of Valeriana officinalis var sambucifolia
Phytochemistry, 1995Co-Authors: Francois Granicher, Philippe Christen, Ilias KapetanidisAbstract:The composition of the steam-distilled oil from the roots of 9-month-old field-grown Valeriana officinalis var. sambucifolia was analysed and compared with that from Agrobacterium-mediated transformed roots of the same species. Capillary GC and GC-MS studies revealed that the normal oil contained bornyl acetate (13.3%) and valerenal (12.4%) and the transformed oil kessane derivatives, tentatively identified as kessyl alcohol (10.5%) and kessyl acetate (10.4%), as the main constituents.
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an iridoid diester from Valeriana officinalis var sambucifolia hairy roots
Phytochemistry, 1995Co-Authors: Francois Granicher, Philippe Christen, Philippe Kamalaprija, Ulrich BurgerAbstract:A new iridoid diester (1R,2S,6S,9S)-5-acetyloxymethyl-9-methyl-3-oxabicyclo[4.3.0.]non-4-en-2-yl isovalerate), which we have named valdiate, was isolated from the hairy roots of Valeriana officinalis var. sambucifolia Mikan transformed with Agrobacterium rhizogenes R1601. It was characterized by its chemical and physical data. Together with valdiate, five valepotriates were isolated and identified by means of mass spectrometry and 1H and 13C NMR spectrometry. The analysis of the non-transformed plant roots belonging to the same species, indicated the absence of valdiate and the presence of four valepotriates only.
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Rapid high performance liquid chromatographic quantification of valepotriates in hairy root cultures of Valeriana officinalis L. var. sambucifolia Mikan
Phytochemical Analysis, 1994Co-Authors: Francois Granicher, Philippe Christen, P. VuagnatAbstract:The quantitative determination of valepotriates in Valeriana officinalis L. var. sambucifolia Mikan hairy roots by a new high performance liquid chromatographic (HPLC) method is reported. The quantification is based on the simultaneous isocratic determination of the monoene and diene derivatives at one wavelength (208 nm). The analysis is rapid and highly reproducible, giving results similar to those obtained with a currently used HPLC method in which valepotriate quantification is undertaken using two separate runs.
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high yield production of valepotriates by hairy root cultures of Valeriana officinalis l var sambucifolia mikan
Plant Cell Reports, 1992Co-Authors: Francois Granicher, Philippe Christen, Ilias KapetanidisAbstract:Hairy root cultures of Valeriana officinalis var. sambucifolia were established by infection of sterile plantlets with Agrobacterium rhizogenes strain R1601 The transformed roots were grown in 10 different, hormone-free liquid media and the isovaltrate, valtrate, didrovaltrate, isovaleroxyhydroxydidrovaltrate content was quantified by HPLC. Valepotriates were entirely retained inside the root tissues. The highest overall valepotriate content (10.3 % dry wt), 4 times the amount found in the roots of 9-month-old nontransformed plants, was observed in half strength Gamborg B5 medium supplemented with 2 % sucrose. The hairy roots cultured in Murashige and Skoog liquid medium supplemented with 2 % sucrose for 50 days produced over 44 mg/g dry wt valepotriates.
Huiliang Li - One of the best experts on this subject based on the ideXlab platform.
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Valeriadimers A–C, three sesquiterpenoid dimers from Valeriana officinalis var. latifolia
RSC Advances, 2020Co-Authors: Ji Ye, Yunheng Shen, Huiliang Li, Weidong ZhangAbstract:Valeriadimer A (1), formed by a C–C (4-1′) bond between a bicyclogermacrane nor-sesquiterpene moiety and a maaliane nor-sesquiterpene moiety, together with two further sesquiterpenoid dimers, valeriadimers B and C (2, 3) were isolated from the root of Valeriana officinalis var. latifolia. Their structures were elucidated by extensive analysis of spectroscopic data and confirmed by Cu-Kα X-ray diffraction experiment.
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valeriadimers a c three sesquiterpenoid dimers from Valeriana officinalis var latifolia
RSC Advances, 2015Co-Authors: Ji Ye, Yunheng Shen, Huiliang Li, Weidong ZhangAbstract:Valeriadimer A (1), formed by a C–C (4-1′) bond between a bicyclogermacrane nor-sesquiterpene moiety and a maaliane nor-sesquiterpene moiety, together with two further sesquiterpenoid dimers, valeriadimers B and C (2, 3) were isolated from the root of Valeriana officinalis var. latifolia. Their structures were elucidated by extensive analysis of spectroscopic data and confirmed by Cu-Kα X-ray diffraction experiment.
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neomerane type sesquiterpenoids from Valeriana officinalis var latifolia
Tetrahedron, 2014Co-Authors: Xianpeng Zu, Huiliang Li, Weidong Zhang, Jinxin Wang, Bingyang Chen, Xianqing HuAbstract:Abstract Valeneomerins A–D, two new neomerane-type sesquiterpenoids and two new nor-sesquiterpenoids, were isolated from the roots of Valeriana officinalis var. latifolia. Among them, valeneomerin A (1) was identified as a sesquiterpenoid with an unprecedented 15,3-lactone loop while valeneomerin C (3) and valeneomerin D (4) were determined to be nor-sesquiterpenoids with a new 15-reductive neomerane-type carbon skeleton. Their structures were elucidated by detailed spectroscopic analysis and Cu Kα X-ray crystallography. Compounds 1, 2, and 4 exhibited significant neuroprotective effects against H2O2 induced oxidative stress in SH-SY5Y cells with viability of 49.8, 40.9, and 44.6% each at 50 μM, respectively, in contrast to positive control (catechin, 50 μM) with viability of 32.6%.
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acylated iridoids from the roots of Valeriana officinalis var latifolia
Planta Medica, 2012Co-Authors: Xianqing Hu, Ji Ye, Huiliang Li, Weidong ZhangAbstract:Phytochemical investigation of the roots of Valeriana officinalis var. latifolia resulted in the isolation and characterization of six new acylated iridoids, (5 S ,7 S ,8 S ,9 S )-7-hydroxy-8-isovaleroyloxy- Δ 4,11 -dihyronepetalactone ( 1 ), (5 S ,7 S ,8 S ,9 S )-7-hydroxy-10-isovaleroyloxy- Δ 4,11 -dihyronepetalactone ( 2 ), (5 S ,8 S ,9 S )-10-isovaleroyloxy- Δ 4,11 -dihyronepetalactone ( 3 ), (5 S ,6 S ,8 S ,9 R )-6-isovaleroyloxy- Δ 4,11 -1,3-diol ( 4 ), (5 S ,6 S ,8 S ,9 R )-1,3-isovaleroxy- Δ 4,11 -1,3-diol ( 5 ), and (5 S ,6 S ,8 S ,9 R )-3-isovaleroxy-6-isovaleroyloxy- Δ 4,11 -1,3-diol ( 6 ). Their structures were determined mainly by 1D and 2D NMR spectroscopic techniques. We also report herein for the first time the single crystal X-ray structure of compound 1 . In addition, the cytotoxic activities of compounds 1 - 6 were evaluated against A549 (human lung adenocarcinoma), HCT116 (human colon carcinoma), SK-BR-3 (human breast carcinoma), and HepG2 (human hepatoma) cell lines. Compound 6 showed weak cell growth inhibition of A549, HCT116, SK-BR-3, and HepG2 cells.