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Caesalpinaxin, a cassane-type diterpenoid with a 21-carbon core skeleton from the seeds of Caesalpinia minax possessing pro-angiogenetic property
Lou, Ruohan1; Xu, Fan3; Xu, Yunshao1; Chen, Jiali1; Feng, Zheling1; Gan, Lishe2,3; Lin, Ligen1
2021-12-01
Source PublicationBioorganic Chemistry
ISSN0045-2068
Volume117
Abstract

A novel cassane-type diterpenoid, caesalpinaxin (1), was isolated from the seeds of Caesalpinia minax Hance. The structure of caesalpinaxin was established by means of spectroscopic techniques (NMR, HR-ESIMS, UV and IR). The absolute configuration of caesalpinaxin was determined by quantum chemical calculations of its theoretical electronic circular dichroism (ECD) spectrum. Caesalpinaxin is the first cassane-type diterpenoid with 21 carbons core skeleton, containing an unusual δ-lactone ring. A plausible biosynthetic pathway was proposed for compound 1. Furthermore, caesalpinaxin was tested for the pro-angiogenetic activity on human umbilical vein endothelial cells (HUVECs). The results indicated that this compound significantly stimulated migration and tuber formation through enhancing the level of vascular endothelial growth factor (VEGF). Thus, caesalpinaxin might be applied in accelerating wound healing.

KeywordAngiogenesis Caesalpinaxin Cassalpinia Minax Ecd Fabaceae
DOI10.1016/j.bioorg.2021.105426
URLView the original
Indexed BySCIE
Language英語English
WOS Research AreaBiochemistry & Molecular Biology ; Chemistry
WOS SubjectBiochemistry & Molecular Biology ; Chemistry, Organic
WOS IDWOS:000711454100005
Scopus ID2-s2.0-85117239631
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Document TypeJournal article
CollectionUniversity of Macau
Corresponding AuthorGan, Lishe; Lin, Ligen
Affiliation1.State Key Laboratory of Quality Research in Chinese Medicine, Institute of Chinese Medical Sciences, University of Macau, Taipa, 999078, Macao
2.School of Biotechnology and Health Sciences, Wuyi University, Jiangmen, 529020, China
3.College of Pharmaceutical Sciences, Zhejiang University, Hangzhou, 310058, China
First Author AffilicationInstitute of Chinese Medical Sciences
Corresponding Author AffilicationInstitute of Chinese Medical Sciences
Recommended Citation
GB/T 7714
Lou, Ruohan,Xu, Fan,Xu, Yunshao,et al. Caesalpinaxin, a cassane-type diterpenoid with a 21-carbon core skeleton from the seeds of Caesalpinia minax possessing pro-angiogenetic property[J]. Bioorganic Chemistry,2021,117.
APA Lou, Ruohan,Xu, Fan,Xu, Yunshao,Chen, Jiali,Feng, Zheling,Gan, Lishe,&Lin, Ligen.(2021).Caesalpinaxin, a cassane-type diterpenoid with a 21-carbon core skeleton from the seeds of Caesalpinia minax possessing pro-angiogenetic property.Bioorganic Chemistry,117.
MLA Lou, Ruohan,et al."Caesalpinaxin, a cassane-type diterpenoid with a 21-carbon core skeleton from the seeds of Caesalpinia minax possessing pro-angiogenetic property".Bioorganic Chemistry 117(2021).
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