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Twelve New Seco-Pregnane Glycosides from Cynanchum taihangense

For our interest in the potential biologically active and structurally unique steroidal glycosides, continued phytochemical investigation of Cynanchum taihangense was carried out; twelve new seco-pregnane glycosides, cynataihosides I–L (1–4), M-T (7–14), and two known glycosides, glaucoside A (5) an...

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Autores principales: Wang, Yu-Bo, Zhao, Dan, Su, Shan-Shan, Chen, Gang, Wang, Hai-Feng, Pei, Yue-Hu
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9457764/
https://www.ncbi.nlm.nih.gov/pubmed/36080268
http://dx.doi.org/10.3390/molecules27175500
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author Wang, Yu-Bo
Zhao, Dan
Su, Shan-Shan
Chen, Gang
Wang, Hai-Feng
Pei, Yue-Hu
author_facet Wang, Yu-Bo
Zhao, Dan
Su, Shan-Shan
Chen, Gang
Wang, Hai-Feng
Pei, Yue-Hu
author_sort Wang, Yu-Bo
collection PubMed
description For our interest in the potential biologically active and structurally unique steroidal glycosides, continued phytochemical investigation of Cynanchum taihangense was carried out; twelve new seco-pregnane glycosides, cynataihosides I–L (1–4), M-T (7–14), and two known glycosides, glaucoside A (5) and atratcynoside F (6), were isolated from the 95% ethanol extract of Cynanchum taihangense. Two new aglycones were found among compounds 10, 11, 13, and 14. The structures of the glycosides were elucidated based on 1D and 2D NMR spectroscopic data, HR-ESI-MS analysis, and chemical evidence. The cytotoxicity of compounds against three human tumor cell lines (HL-60, THP-1, and PC-3) were evaluated by MTT assay. Compound 11 displayed significant cytotoxicity against THP-1 and PC-3 cell line with IC(50) values of 5.08 and 22.75 μm, respectively. Compounds 3 and 14 exhibited moderate and selective cytotoxicity on HL-60 and THP-1 with IC(50) values of 17.78 and 16.02 μm, respectively.
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spelling pubmed-94577642022-09-09 Twelve New Seco-Pregnane Glycosides from Cynanchum taihangense Wang, Yu-Bo Zhao, Dan Su, Shan-Shan Chen, Gang Wang, Hai-Feng Pei, Yue-Hu Molecules Article For our interest in the potential biologically active and structurally unique steroidal glycosides, continued phytochemical investigation of Cynanchum taihangense was carried out; twelve new seco-pregnane glycosides, cynataihosides I–L (1–4), M-T (7–14), and two known glycosides, glaucoside A (5) and atratcynoside F (6), were isolated from the 95% ethanol extract of Cynanchum taihangense. Two new aglycones were found among compounds 10, 11, 13, and 14. The structures of the glycosides were elucidated based on 1D and 2D NMR spectroscopic data, HR-ESI-MS analysis, and chemical evidence. The cytotoxicity of compounds against three human tumor cell lines (HL-60, THP-1, and PC-3) were evaluated by MTT assay. Compound 11 displayed significant cytotoxicity against THP-1 and PC-3 cell line with IC(50) values of 5.08 and 22.75 μm, respectively. Compounds 3 and 14 exhibited moderate and selective cytotoxicity on HL-60 and THP-1 with IC(50) values of 17.78 and 16.02 μm, respectively. MDPI 2022-08-26 /pmc/articles/PMC9457764/ /pubmed/36080268 http://dx.doi.org/10.3390/molecules27175500 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Wang, Yu-Bo
Zhao, Dan
Su, Shan-Shan
Chen, Gang
Wang, Hai-Feng
Pei, Yue-Hu
Twelve New Seco-Pregnane Glycosides from Cynanchum taihangense
title Twelve New Seco-Pregnane Glycosides from Cynanchum taihangense
title_full Twelve New Seco-Pregnane Glycosides from Cynanchum taihangense
title_fullStr Twelve New Seco-Pregnane Glycosides from Cynanchum taihangense
title_full_unstemmed Twelve New Seco-Pregnane Glycosides from Cynanchum taihangense
title_short Twelve New Seco-Pregnane Glycosides from Cynanchum taihangense
title_sort twelve new seco-pregnane glycosides from cynanchum taihangense
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9457764/
https://www.ncbi.nlm.nih.gov/pubmed/36080268
http://dx.doi.org/10.3390/molecules27175500
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