Cargando…
Coumarin derivatives from Ainsliaea fragrans and their anticoagulant activity
Coumarin derivatives are an important class of C(6)–C(3) plant metabolites that show a variety of bioactivities. Currently, most clinical anticoagulant agents are coumarins, such as warfarin, dicoumarol and acenocoumarol, and patients taking these drugs must be monitored for adverse reactions. In a...
Autores principales: | , , , , , , , , , , , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Nature Publishing Group
2015
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4551958/ https://www.ncbi.nlm.nih.gov/pubmed/26315062 http://dx.doi.org/10.1038/srep13544 |
_version_ | 1782387655496957952 |
---|---|
author | Lei, Liang Xue, Yong-bo Liu, Zhong Peng, Si-si He, Yan Zhang, Yang Fang, Rong Wang, Jian-ping Luo, Zeng-wei Yao, Guang-min Zhang, Jin-wen Zhang, Geng Song, Hong-ping Zhang, Yong-hui |
author_facet | Lei, Liang Xue, Yong-bo Liu, Zhong Peng, Si-si He, Yan Zhang, Yang Fang, Rong Wang, Jian-ping Luo, Zeng-wei Yao, Guang-min Zhang, Jin-wen Zhang, Geng Song, Hong-ping Zhang, Yong-hui |
author_sort | Lei, Liang |
collection | PubMed |
description | Coumarin derivatives are an important class of C(6)–C(3) plant metabolites that show a variety of bioactivities. Currently, most clinical anticoagulant agents are coumarins, such as warfarin, dicoumarol and acenocoumarol, and patients taking these drugs must be monitored for adverse reactions. In a search for safe and effective anticoagulant compounds from Chinese herbal medicine, a screening procedure on the whole plant of Ainsliaea fragrans was performed. The phytochemical investigation of this plant afforded five new coumarin derivatives, including a pair of natural 4-hydroxycoumarin enantiomers (1), a pair of coumarin enantiomers with a rare polycyclic pyrano[3-2c] carbon skeleton (2) and a 7-hydroxycoumarin derivative (3), together with 5 known biogenetically related compounds (4–8). Enantioseparation of 1 and 2 produced optically pure compounds 1a, 1b, 2a and 2b. The absolute configurations of the new compounds were confirmed by single-crystal X-ray diffraction analysis. In addition, we evaluated the anticoagulant activity of all isolates via activated partial thromboplastin time (APTT), thrombin time (TT) and prothrombin time (PT) assays in vitro and in vivo. Of note, compound 3 displayed potent anticoagulant activity and no significant hepatic or renal toxicity, which could make it a promising agent for further preclinical evaluation for preventing abnormal blood clotting. |
format | Online Article Text |
id | pubmed-4551958 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | Nature Publishing Group |
record_format | MEDLINE/PubMed |
spelling | pubmed-45519582015-09-04 Coumarin derivatives from Ainsliaea fragrans and their anticoagulant activity Lei, Liang Xue, Yong-bo Liu, Zhong Peng, Si-si He, Yan Zhang, Yang Fang, Rong Wang, Jian-ping Luo, Zeng-wei Yao, Guang-min Zhang, Jin-wen Zhang, Geng Song, Hong-ping Zhang, Yong-hui Sci Rep Article Coumarin derivatives are an important class of C(6)–C(3) plant metabolites that show a variety of bioactivities. Currently, most clinical anticoagulant agents are coumarins, such as warfarin, dicoumarol and acenocoumarol, and patients taking these drugs must be monitored for adverse reactions. In a search for safe and effective anticoagulant compounds from Chinese herbal medicine, a screening procedure on the whole plant of Ainsliaea fragrans was performed. The phytochemical investigation of this plant afforded five new coumarin derivatives, including a pair of natural 4-hydroxycoumarin enantiomers (1), a pair of coumarin enantiomers with a rare polycyclic pyrano[3-2c] carbon skeleton (2) and a 7-hydroxycoumarin derivative (3), together with 5 known biogenetically related compounds (4–8). Enantioseparation of 1 and 2 produced optically pure compounds 1a, 1b, 2a and 2b. The absolute configurations of the new compounds were confirmed by single-crystal X-ray diffraction analysis. In addition, we evaluated the anticoagulant activity of all isolates via activated partial thromboplastin time (APTT), thrombin time (TT) and prothrombin time (PT) assays in vitro and in vivo. Of note, compound 3 displayed potent anticoagulant activity and no significant hepatic or renal toxicity, which could make it a promising agent for further preclinical evaluation for preventing abnormal blood clotting. Nature Publishing Group 2015-08-28 /pmc/articles/PMC4551958/ /pubmed/26315062 http://dx.doi.org/10.1038/srep13544 Text en Copyright © 2015, Macmillan Publishers Limited http://creativecommons.org/licenses/by/4.0/ This work is licensed under a Creative Commons Attribution 4.0 International License. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in the credit line; if the material is not included under the Creative Commons license, users will need to obtain permission from the license holder to reproduce the material. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/ |
spellingShingle | Article Lei, Liang Xue, Yong-bo Liu, Zhong Peng, Si-si He, Yan Zhang, Yang Fang, Rong Wang, Jian-ping Luo, Zeng-wei Yao, Guang-min Zhang, Jin-wen Zhang, Geng Song, Hong-ping Zhang, Yong-hui Coumarin derivatives from Ainsliaea fragrans and their anticoagulant activity |
title | Coumarin derivatives from Ainsliaea fragrans and their anticoagulant activity |
title_full | Coumarin derivatives from Ainsliaea fragrans and their anticoagulant activity |
title_fullStr | Coumarin derivatives from Ainsliaea fragrans and their anticoagulant activity |
title_full_unstemmed | Coumarin derivatives from Ainsliaea fragrans and their anticoagulant activity |
title_short | Coumarin derivatives from Ainsliaea fragrans and their anticoagulant activity |
title_sort | coumarin derivatives from ainsliaea fragrans and their anticoagulant activity |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4551958/ https://www.ncbi.nlm.nih.gov/pubmed/26315062 http://dx.doi.org/10.1038/srep13544 |
work_keys_str_mv | AT leiliang coumarinderivativesfromainsliaeafragransandtheiranticoagulantactivity AT xueyongbo coumarinderivativesfromainsliaeafragransandtheiranticoagulantactivity AT liuzhong coumarinderivativesfromainsliaeafragransandtheiranticoagulantactivity AT pengsisi coumarinderivativesfromainsliaeafragransandtheiranticoagulantactivity AT heyan coumarinderivativesfromainsliaeafragransandtheiranticoagulantactivity AT zhangyang coumarinderivativesfromainsliaeafragransandtheiranticoagulantactivity AT fangrong coumarinderivativesfromainsliaeafragransandtheiranticoagulantactivity AT wangjianping coumarinderivativesfromainsliaeafragransandtheiranticoagulantactivity AT luozengwei coumarinderivativesfromainsliaeafragransandtheiranticoagulantactivity AT yaoguangmin coumarinderivativesfromainsliaeafragransandtheiranticoagulantactivity AT zhangjinwen coumarinderivativesfromainsliaeafragransandtheiranticoagulantactivity AT zhanggeng coumarinderivativesfromainsliaeafragransandtheiranticoagulantactivity AT songhongping coumarinderivativesfromainsliaeafragransandtheiranticoagulantactivity AT zhangyonghui coumarinderivativesfromainsliaeafragransandtheiranticoagulantactivity |