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

Authors

  • 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
Further Information

Publication History

received 10 September 2013
revised 12 December 2013

accepted 30 December 2013

Publication Date:
31 January 2014 (online)

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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