Planta Med 2014; 80(01): 90-96
DOI: 10.1055/s-0033-1360150
Natural Product Chemistry
Original Papers
Georg Thieme Verlag KG Stuttgart · New York

Anti-Inflammatory Activity and Chemical Profile of Galphimia glauca

Manasés González-Cortazar
1   Centro de Investigación Biomédica del Sur (CIBIS), Instituto Mexicano del Seguro Social (IMSS), Argentina No. 1, Col. Centro, Xochitepec, Morelos, México
,
Maribel Herrera-Ruiz
1   Centro de Investigación Biomédica del Sur (CIBIS), Instituto Mexicano del Seguro Social (IMSS), Argentina No. 1, Col. Centro, Xochitepec, Morelos, México
,
Alejandro Zamilpa
1   Centro de Investigación Biomédica del Sur (CIBIS), Instituto Mexicano del Seguro Social (IMSS), Argentina No. 1, Col. Centro, Xochitepec, Morelos, México
,
Enrique Jiménez-Ferrer
1   Centro de Investigación Biomédica del Sur (CIBIS), Instituto Mexicano del Seguro Social (IMSS), Argentina No. 1, Col. Centro, Xochitepec, Morelos, México
,
Silvia Marquina
2   Centro de Investigaciones Químicas (CIQ), Universidad Autónoma del Estado de Morelos, Cuernavaca, Morelos, México
,
Laura Álvarez
2   Centro de Investigaciones Químicas (CIQ), Universidad Autónoma del Estado de Morelos, Cuernavaca, Morelos, México
,
Jaime Tortoriello
1   Centro de Investigación Biomédica del Sur (CIBIS), Instituto Mexicano del Seguro Social (IMSS), Argentina No. 1, Col. Centro, Xochitepec, Morelos, México
› Author Affiliations
Further Information

Publication History

received 22 March 2013
revised 06 November 2013

accepted 11 November 2013

Publication Date:
11 December 2013 (online)

Abstract

Galphimia glauca, commonly known as “flor de estrella”, is a plant species used in Mexican traditional medicine for the treatment of different diseases that have an acute or chronic inflammatory process in common. Aerial parts of this plant contain nor-seco-triterpenoids with anxiolytic properties, which have been denominated galphimines. Other compounds identified in the plant are tetragalloyl-quinic acid, gallic acid, and quercetin, which are able to inhibit the bronchial obstruction induced by platelet-activating factor. The objective of this work was to evaluate the anti-inflammatory effect of crude extracts from G. glauca and, by means of bioguided chemical separation, to identify the compounds responsible for this pharmacological activity. n-Hexane, ethyl acetate, dichloromethane, and methanol extracts showed an important anti-inflammatory effect. Chemical separation of the active methanol extract allowed us to identify the nor-seco-triterpenes galphimine-A (1) and galphimine-E (3) as the anti-inflammatory principles. Analysis of structure-activity relationships evidenced that the presence of an oxygenated function in C6 is absolutely necessary to show activity. In this work, the isolation and structural elucidation of two new nor-seco-triterpenes denominated as galphimine-K (4) and galphimine-L (5), together with different alkanes, fatty acids, as well as three flavonoids (1719), are described, to our knowledge for the first time, from Galphimia glauca.

Supporting Information

 
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