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Establishment and Phytochemical Analysis of a Callus Culture from Ageratina pichinchensis (Asteraceae) and Its Anti-Inflammatory Activity

1
Centro de Investigaciones Químicas-IICBA, Universidad Autónoma del Estado de Morelos, Avenida Universidad 1001, Chamilpa, Cuernavaca, Morelos 62209, Mexico
2
Centro de Investigación en Biotecnología, Universidad Autónoma del Estado de Morelos, Avenida Universidad 1001, Chamilpa, Cuernavaca, Morelos 62209, Mexico
3
Centro Universitario de Ciencias Exactas e Ingenierías, Departamento de Madera, Universidad de Guadalajara, Celulosa y Papel, Km. 15.5 Carretera Guadalajara-Nogales, Zapopan, Jalisco 45100, Mexico
4
Departamento de Biotecnología, Universidad Autónoma Metropolitana-Iztapalapa, Av. San Rafael Atlixco 186, Col. Vicentina, Del. Iztapalapa, Ciudad de Mexico 09340, Mexico
5
Facultad de Farmacia, Universidad Autónoma del Estado de Morelos, Avenida Universidad 1001, Chamilpa, Cuernavaca, Morelos 62209, Mexico
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Facultad de Medicina, Universidad Autónoma del Estado de Morelos, Calle Leñeros s/n, Col. Los Volcanes, Cuernavaca, Morelos 62359, Mexico
*
Author to whom correspondence should be addressed.
Molecules 2018, 23(6), 1258; https://doi.org/10.3390/molecules23061258
Received: 25 April 2018 / Revised: 15 May 2018 / Accepted: 21 May 2018 / Published: 25 May 2018
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Abstract

A protocol was established to produce bioactive compounds in a callus culture of Ageratina pichinchensis by using 1 mg L−1 NAA with 0.1 mg L−1 KIN. The phytochemical study of the EtOAc extract obtained from the callus biomass, allowed the isolation and characterization of eleven secondary metabolites, of which dihydrobenzofuran (5) and 3-epilupeol (7), showed important anti-inflammatory activity. Compound 5 inhibits in vitro the secretion of NO (IC50 = 36.96 ± 1.06 μM), IL-6 (IC50 = 73.71 ± 3.21 μM), and TNF-α (IC50 = 73.20 ± 5.99 μM) in RAW (Murine macrophage cells) 264.7 macrophages, as well as the activation of NF-κB (40% at 150 μM) in RAW-blue macrophages, while compound 7 has been described that inhibit the in vivo TPA-induced ear edema, and the in vitro production of NO, and the PLA2 enzyme activity. In addition, quantitative GC-MS analysis showed that the anti-inflammatory metabolites 5 and 7 were not detected in the wild plant. Overall, our results indicated that A. pichinchensis can be used as an alternative biotechnological resource for obtaining anti-inflammatory compounds. This is the first report of the anti-inflammatory activity of compound 5 and its production in a callus culture of A. pichinchensis. View Full-Text
Keywords: Ageratina pichinchensis; dihydrobenzofuran; 3-epilupeol; callus culture; anti-inflammatory Ageratina pichinchensis; dihydrobenzofuran; 3-epilupeol; callus culture; anti-inflammatory
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Sánchez-Ramos, M.; Bahena, S.M.; Romero-Estrada, A.; Bernabé-Antonio, A.; Cruz-Sosa, F.; Gonzálesssz-Christen, J.; Acevedo-Fernández, J.J.; Perea-Arango, I.; Alvarez, L. Establishment and Phytochemical Analysis of a Callus Culture from Ageratina pichinchensis (Asteraceae) and Its Anti-Inflammatory Activity. Molecules 2018, 23, 1258.

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