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Anti-inflammatory activity and chemical profile of Galphimia glauca.
Planta Med 2014; 80(1):90-6PM

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 (17-19), are described, to our knowledge for the first time, from Galphimia glauca.

Authors+Show Affiliations

Centro de Investigación Biomédica del Sur (CIBIS), Instituto Mexicano del Seguro Social (IMSS), Argentina No. 1, Col. Centro, Xochitepec, Morelos, México.Centro de Investigación Biomédica del Sur (CIBIS), Instituto Mexicano del Seguro Social (IMSS), Argentina No. 1, Col. Centro, Xochitepec, Morelos, México.Centro de Investigación Biomédica del Sur (CIBIS), Instituto Mexicano del Seguro Social (IMSS), Argentina No. 1, Col. Centro, Xochitepec, Morelos, México.Centro de Investigación Biomédica del Sur (CIBIS), Instituto Mexicano del Seguro Social (IMSS), Argentina No. 1, Col. Centro, Xochitepec, Morelos, México.Centro de Investigaciones Químicas (CIQ), Universidad Autónoma del Estado de Morelos, Cuernavaca, Morelos, México.Centro de Investigaciones Químicas (CIQ), Universidad Autónoma del Estado de Morelos, Cuernavaca, Morelos, México.Centro de Investigación Biomédica del Sur (CIBIS), Instituto Mexicano del Seguro Social (IMSS), Argentina No. 1, Col. Centro, Xochitepec, Morelos, México.

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

24338551

Citation

González-Cortazar, Manasés, et al. "Anti-inflammatory Activity and Chemical Profile of Galphimia Glauca." Planta Medica, vol. 80, no. 1, 2014, pp. 90-6.
González-Cortazar M, Herrera-Ruiz M, Zamilpa A, et al. Anti-inflammatory activity and chemical profile of Galphimia glauca. Planta Med. 2014;80(1):90-6.
González-Cortazar, M., Herrera-Ruiz, M., Zamilpa, A., Jiménez-Ferrer, E., Marquina, S., Alvarez, L., & Tortoriello, J. (2014). Anti-inflammatory activity and chemical profile of Galphimia glauca. Planta Medica, 80(1), pp. 90-6. doi:10.1055/s-0033-1360150.
González-Cortazar M, et al. Anti-inflammatory Activity and Chemical Profile of Galphimia Glauca. Planta Med. 2014;80(1):90-6. PubMed PMID: 24338551.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Anti-inflammatory activity and chemical profile of Galphimia glauca. AU - González-Cortazar,Manasés, AU - Herrera-Ruiz,Maribel, AU - Zamilpa,Alejandro, AU - Jiménez-Ferrer,Enrique, AU - Marquina,Silvia, AU - Alvarez,Laura, AU - Tortoriello,Jaime, Y1 - 2013/12/11/ PY - 2013/12/17/entrez PY - 2013/12/18/pubmed PY - 2014/10/28/medline SP - 90 EP - 6 JF - Planta medica JO - Planta Med. VL - 80 IS - 1 N2 - 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 (17-19), are described, to our knowledge for the first time, from Galphimia glauca. SN - 1439-0221 UR - https://www.unboundmedicine.com/medline/citation/24338551/Anti_inflammatory_activity_and_chemical_profile_of_Galphimia_glauca_ L2 - http://www.thieme-connect.com/DOI/DOI?10.1055/s-0033-1360150 DB - PRIME DP - Unbound Medicine ER -