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Camganoids A and B, two new sesquiterpenes with different carbon skeletons isolated from fruits of Cinnamomum migao

OBJECTIVE: To isolate and identify the undescribed compounds from the fruits of Cinnamomum migao and evaluate its nitric oxide inhibition potential. METHODS: The chromatographic techniques of silica gel, Sephadex, and HPLC were used for isolation and purification of the compounds, while HR-ESI-MS, 1...

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Autores principales: Xiao, Yongzhen, Muhammad, Ishaq, Ma, Xianpeng, Yu, Huajun, Yan, Shikai, Xiao, Xue, Jin, Huizi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Elsevier 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9669358/
https://www.ncbi.nlm.nih.gov/pubmed/36405069
http://dx.doi.org/10.1016/j.chmed.2021.09.016
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author Xiao, Yongzhen
Muhammad, Ishaq
Ma, Xianpeng
Yu, Huajun
Yan, Shikai
Xiao, Xue
Jin, Huizi
author_facet Xiao, Yongzhen
Muhammad, Ishaq
Ma, Xianpeng
Yu, Huajun
Yan, Shikai
Xiao, Xue
Jin, Huizi
author_sort Xiao, Yongzhen
collection PubMed
description OBJECTIVE: To isolate and identify the undescribed compounds from the fruits of Cinnamomum migao and evaluate its nitric oxide inhibition potential. METHODS: The chromatographic techniques of silica gel, Sephadex, and HPLC were used for isolation and purification of the compounds, while HR-ESI-MS, 1D NMR, 2D NMR, ECD, and X-ray diffraction techniques were used to characterize and confirm the isolated compounds. Moreover, the anti-inflammatory activity of the isolated compounds was carried out to check inhibitory potential against the production of nitric oxide with RAW264.7 cells stimulated by LPS. RESULTS: Camganoid A (1), a novel sesquiterpene possessing an unprecedented skeleton, and camganoid B (2), containing a unique eight-membered sesquiterpene moiety with a new carbon skeleton, were isolated and identified from the fruits of C. migao. The absolute configurations of 1 and 2 were confirmed by single crystal X-ray diffraction and electronic circular dichroism (ECD) calculations. Among these compounds, compound 1 exhibited potent inhibitory activity against the production of nitric oxide with IC(50) value of 4.59 μmol/L in RAW264.7 cells stimulated by LPS. CONCLUSION: The isolation of two new skeletons from the fruits part of C. migao possessed unique skeletons which have not been reported before.
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spelling pubmed-96693582022-11-18 Camganoids A and B, two new sesquiterpenes with different carbon skeletons isolated from fruits of Cinnamomum migao Xiao, Yongzhen Muhammad, Ishaq Ma, Xianpeng Yu, Huajun Yan, Shikai Xiao, Xue Jin, Huizi Chin Herb Med Original Article OBJECTIVE: To isolate and identify the undescribed compounds from the fruits of Cinnamomum migao and evaluate its nitric oxide inhibition potential. METHODS: The chromatographic techniques of silica gel, Sephadex, and HPLC were used for isolation and purification of the compounds, while HR-ESI-MS, 1D NMR, 2D NMR, ECD, and X-ray diffraction techniques were used to characterize and confirm the isolated compounds. Moreover, the anti-inflammatory activity of the isolated compounds was carried out to check inhibitory potential against the production of nitric oxide with RAW264.7 cells stimulated by LPS. RESULTS: Camganoid A (1), a novel sesquiterpene possessing an unprecedented skeleton, and camganoid B (2), containing a unique eight-membered sesquiterpene moiety with a new carbon skeleton, were isolated and identified from the fruits of C. migao. The absolute configurations of 1 and 2 were confirmed by single crystal X-ray diffraction and electronic circular dichroism (ECD) calculations. Among these compounds, compound 1 exhibited potent inhibitory activity against the production of nitric oxide with IC(50) value of 4.59 μmol/L in RAW264.7 cells stimulated by LPS. CONCLUSION: The isolation of two new skeletons from the fruits part of C. migao possessed unique skeletons which have not been reported before. Elsevier 2022-09-17 /pmc/articles/PMC9669358/ /pubmed/36405069 http://dx.doi.org/10.1016/j.chmed.2021.09.016 Text en © 2022 Tianjin Press of Chinese Herbal Medicines. Published by ELSEVIER B.V. https://creativecommons.org/licenses/by-nc-nd/4.0/This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Original Article
Xiao, Yongzhen
Muhammad, Ishaq
Ma, Xianpeng
Yu, Huajun
Yan, Shikai
Xiao, Xue
Jin, Huizi
Camganoids A and B, two new sesquiterpenes with different carbon skeletons isolated from fruits of Cinnamomum migao
title Camganoids A and B, two new sesquiterpenes with different carbon skeletons isolated from fruits of Cinnamomum migao
title_full Camganoids A and B, two new sesquiterpenes with different carbon skeletons isolated from fruits of Cinnamomum migao
title_fullStr Camganoids A and B, two new sesquiterpenes with different carbon skeletons isolated from fruits of Cinnamomum migao
title_full_unstemmed Camganoids A and B, two new sesquiterpenes with different carbon skeletons isolated from fruits of Cinnamomum migao
title_short Camganoids A and B, two new sesquiterpenes with different carbon skeletons isolated from fruits of Cinnamomum migao
title_sort camganoids a and b, two new sesquiterpenes with different carbon skeletons isolated from fruits of cinnamomum migao
topic Original Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9669358/
https://www.ncbi.nlm.nih.gov/pubmed/36405069
http://dx.doi.org/10.1016/j.chmed.2021.09.016
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