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Further Study on Chemical Constituents of Parnassia wightiana Wall: Four New Dihydro-β-agarofuran Sesquiterpene Polyesters

Four new (1–4), along with six known (5–10) dihydro-β-agarofuran sesquiterpene polyesters were isolated from the whole plants of Parnassia wightiana. The new compounds were structurally elucidated through spectroscopic analysis including UV (Ultraviolet Spectrum), IR (Infrared Spectrum), (1)H-NMR ((...

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Autores principales: Gao, Zhao-Feng, Zhou, Bo-Hang, Zhao, Jie-Yu, Cao, Fang-Jun, Zhou, Le, Geng, Hui-Ling
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4463581/
https://www.ncbi.nlm.nih.gov/pubmed/25915027
http://dx.doi.org/10.3390/ijms16059119
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author Gao, Zhao-Feng
Zhou, Bo-Hang
Zhao, Jie-Yu
Cao, Fang-Jun
Zhou, Le
Geng, Hui-Ling
author_facet Gao, Zhao-Feng
Zhou, Bo-Hang
Zhao, Jie-Yu
Cao, Fang-Jun
Zhou, Le
Geng, Hui-Ling
author_sort Gao, Zhao-Feng
collection PubMed
description Four new (1–4), along with six known (5–10) dihydro-β-agarofuran sesquiterpene polyesters were isolated from the whole plants of Parnassia wightiana. The new compounds were structurally elucidated through spectroscopic analysis including UV (Ultraviolet Spectrum), IR (Infrared Spectrum), (1)H-NMR ((1)Hydrogen-Nuclear Magnetic Resonance), (13)C-NMR ((13)Carbon-Nuclear Magnetic Resonance), DEPT (Distortionless Enhancement by Polarization Transfer), (1)H-(1)H COSY ((1)H-(1)H Correlation Spectroscopy), HSQC (Heteronuclear Single Quantum Coherence), HMBC (Heteronuclear Multiple Bond Correlation), NOESY (Nuclear Overhauser Enhancement Spectroscopy) and HR-MS (High Resolution Mass Specttrum) and their absolute configurations were proposed by comparison of NOESY spectra and specific optical rotations with those of known compounds and biosynthesis grounds. Compound 2 is the first sesquiterpene alkaloid isolated from this plant. New compounds 1–4 exhibited some cytotoxic activities against NB4, MKN-45 and MCF-7 cells at 20 μM and of which 4 showed the highest activity against NB4 and MKN-45 cells with inhibition rates of 85.6% and 30.5%, respectively.
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spelling pubmed-44635812015-06-16 Further Study on Chemical Constituents of Parnassia wightiana Wall: Four New Dihydro-β-agarofuran Sesquiterpene Polyesters Gao, Zhao-Feng Zhou, Bo-Hang Zhao, Jie-Yu Cao, Fang-Jun Zhou, Le Geng, Hui-Ling Int J Mol Sci Article Four new (1–4), along with six known (5–10) dihydro-β-agarofuran sesquiterpene polyesters were isolated from the whole plants of Parnassia wightiana. The new compounds were structurally elucidated through spectroscopic analysis including UV (Ultraviolet Spectrum), IR (Infrared Spectrum), (1)H-NMR ((1)Hydrogen-Nuclear Magnetic Resonance), (13)C-NMR ((13)Carbon-Nuclear Magnetic Resonance), DEPT (Distortionless Enhancement by Polarization Transfer), (1)H-(1)H COSY ((1)H-(1)H Correlation Spectroscopy), HSQC (Heteronuclear Single Quantum Coherence), HMBC (Heteronuclear Multiple Bond Correlation), NOESY (Nuclear Overhauser Enhancement Spectroscopy) and HR-MS (High Resolution Mass Specttrum) and their absolute configurations were proposed by comparison of NOESY spectra and specific optical rotations with those of known compounds and biosynthesis grounds. Compound 2 is the first sesquiterpene alkaloid isolated from this plant. New compounds 1–4 exhibited some cytotoxic activities against NB4, MKN-45 and MCF-7 cells at 20 μM and of which 4 showed the highest activity against NB4 and MKN-45 cells with inhibition rates of 85.6% and 30.5%, respectively. MDPI 2015-04-23 /pmc/articles/PMC4463581/ /pubmed/25915027 http://dx.doi.org/10.3390/ijms16059119 Text en © 2015 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Gao, Zhao-Feng
Zhou, Bo-Hang
Zhao, Jie-Yu
Cao, Fang-Jun
Zhou, Le
Geng, Hui-Ling
Further Study on Chemical Constituents of Parnassia wightiana Wall: Four New Dihydro-β-agarofuran Sesquiterpene Polyesters
title Further Study on Chemical Constituents of Parnassia wightiana Wall: Four New Dihydro-β-agarofuran Sesquiterpene Polyesters
title_full Further Study on Chemical Constituents of Parnassia wightiana Wall: Four New Dihydro-β-agarofuran Sesquiterpene Polyesters
title_fullStr Further Study on Chemical Constituents of Parnassia wightiana Wall: Four New Dihydro-β-agarofuran Sesquiterpene Polyesters
title_full_unstemmed Further Study on Chemical Constituents of Parnassia wightiana Wall: Four New Dihydro-β-agarofuran Sesquiterpene Polyesters
title_short Further Study on Chemical Constituents of Parnassia wightiana Wall: Four New Dihydro-β-agarofuran Sesquiterpene Polyesters
title_sort further study on chemical constituents of parnassia wightiana wall: four new dihydro-β-agarofuran sesquiterpene polyesters
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4463581/
https://www.ncbi.nlm.nih.gov/pubmed/25915027
http://dx.doi.org/10.3390/ijms16059119
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