Planta Med 2014; 80(02/03): 209-214
DOI: 10.1055/s-0033-1360302
Natural Product Chemistry
Original Papers
Georg Thieme Verlag KG Stuttgart · New York

Sphaeralcic Acid and Tomentin, Anti-inflammatory Compounds Produced in Cell Suspension Cultures of Sphaeralcea angustifolia

Juanita Pérez-Hernández
1   Centro de Investigación Biomédica del Sur (CIBIS), Instituto Mexicano del Seguro Social (IMSS), Xochitepec, Morelos, México
4   Departamento de Biotecnología, Universidad Autónoma Metropolitana Unidad Iztapalapa (UAM-Iztapalapa), Ciudad de México, México
,
Manasés González-Cortazar
1   Centro de Investigación Biomédica del Sur (CIBIS), Instituto Mexicano del Seguro Social (IMSS), Xochitepec, Morelos, México
,
Silvia Marquina
2   Centro de Investigaciones Químicas (CIQ), Universidad Autónoma del Estado de Morelos (UAEM), Cuernavaca, Morelos, México
,
Maribel Herrera-Ruiz
1   Centro de Investigación Biomédica del Sur (CIBIS), Instituto Mexicano del Seguro Social (IMSS), Xochitepec, Morelos, México
,
Mariana Meckes-Fischer
3   Unidad de Investigación Médica en Farmacología de Productos Naturales, Instituto Mexicano del Seguro Social (UIMFPN-IMSS), Hospital de Pediatría, Centro Médico Nacional Siglo XXI (CMN-SXXI), Ciudad de México, México.
,
Jaime Tortoriello
1   Centro de Investigación Biomédica del Sur (CIBIS), Instituto Mexicano del Seguro Social (IMSS), Xochitepec, Morelos, México
,
Francisco Cruz-Sosa
4   Departamento de Biotecnología, Universidad Autónoma Metropolitana Unidad Iztapalapa (UAM-Iztapalapa), Ciudad de México, México
,
María del Pilar Nicasio-Torres
1   Centro de Investigación Biomédica del Sur (CIBIS), Instituto Mexicano del Seguro Social (IMSS), Xochitepec, Morelos, México
› Author Affiliations
Further Information

Publication History

received 10 September 2013
revised 12 December 2013

accepted 30 December 2013

Publication Date:
31 January 2014 (online)

Abstract

Sphaeralcea angustifolia, an endangered plant species in Mexico, is employed to treat inflammatory processes and as a wound healing remedy. Scopoletin (1) was reported as one of the main bioactive compounds in this plant. Here, we isolated and identified compounds with anti-inflammatory properties from the suspension-cultured cells of S. angustifolia. The CH2Cl2 : CH3OH extract of the cells exhibited anti-inflammatory properties in acute inflammation models. Two compounds were isolated, 5-hydroxy-6,7-dimethoxycoumarin, named tomentin (2), and 2-(1,8-dihydroxy-4-isopropyl-6-methyl-7-methoxy)-naphthoic acid, denominated as sphaeralcic acid (3). Their structures were determined by spectroscopic and spectrometric analyses. The anti-inflammatory effects of both compounds were also evaluated. At a dose of 45 mg/kg, compound 2 inhibited the formation of λ-carrageenan footpad edema at 58 %, and compound 3 at 66 %. Local application of compound 2 (225 mM per ear) or 3 (174 mM per ear) inhibited the phorbol ester-induced auricular edema formation by 57 % or 86 %, respectively. The effect of compound 3 was dose-dependent and the ED50 was 93 mM.

Supporting Information