Caesalpinone A, a new type of gorgonane sesquiterpenoid containing an unprecedented 1,15-bridge, from the pods of Caesalpinia spinosa Kuntze

Weihua Mu; Hongbo Tang; Yuanping Li; Dongyang He; Ruijing Ma; Liqin Wang

doi:10.1016/j.fitote.2016.06.012

Caesalpinone A, a new type of gorgonane sesquiterpenoid containing an unprecedented 1,15-bridge, from the pods of Caesalpinia spinosa Kuntze

Fitoterapia. 2016 Jul:112:233-6. doi: 10.1016/j.fitote.2016.06.012. Epub 2016 Jun 21.

Authors

Weihua Mu¹, Hongbo Tang¹, Yuanping Li¹, Dongyang He¹, Ruijing Ma¹, Liqin Wang²

Affiliations

¹ Faculty of Chemistry and Chemical Engineering, Yunnan Normal University, Kunming 650050, China.
² Faculty of Chemistry and Chemical Engineering, Yunnan Normal University, Kunming 650050, China. Electronic address: lqwang@ynnu.edu.cn.

PMID: 27345940
DOI: 10.1016/j.fitote.2016.06.012

Abstract

Caesalpinone A (1), a new type of gorgonane sesquiterpenoid containing an unprecedented 1,15-bridge, along with ten known sesquiterpenoids (2-11) were isolated from the pods of Caesalpinia spinosa Kuntze (Tara). The structure of caesalpinone A was elucidated based on its 1D and 2D NMR spectra. The absolute configuration of 1 was assigned by the comparison of the experimental and calculated electronic circular dichroism spectra. Compound 1 was evaluated for the inhibitory activities against five human tumor cell lines. The sesquiterpenoids of isodaucane skeleton and caryolane skeleton were isolated from Caesalpinia genus for the first time. Compounds 5-9 were firstly reported from Tara.

Keywords: Caesalpinia spinosa; Caesalpinone A; Sesquiterpenoid; Tara.

MeSH terms

Caesalpinia / chemistry*
Cell Line, Tumor
Diterpenes / chemistry*
Diterpenes / isolation & purification
Humans
Molecular Structure
Seeds / chemistry*
Sesquiterpenes / chemistry*
Sesquiterpenes / isolation & purification

Substances

Diterpenes
Sesquiterpenes
caesalpinone