title: Sesquiterpene lactones from Mikania micrantha and Mikania cordifolia and their cytotoxic and anti-inflammatory evaluation.
abstract: The guaianolide 8-epi-mikanokryptin (1) and the melampolide 11Hβ-11,13-dihydromicrantholide (2) along with known sesquiterpene lactones (3-13) and other constituents were isolated from the aerial parts of different populations of Mikania micrantha and Mikania cordifolia collected in several states of Mexico. The relative and absolute configurations of 1 were determined by X-ray diffraction and CD analysis, respectively. Considering the (1)H and (13)C NMR chemical shift similarities and the H-H coupling constant values, a [(1)D(14), (15)D5] conformation was established for micrantholides (2, 8-13). We tested nearly all the sesquiterpene lactones for antiproliferative activity in human cancer cell lines, and they exhibited moderate activity. Additionally, in a mouse ear model of edema induced by TPA, the anti-inflammatory activities were marginal.
authors.affiliation: Programa de Química, Facultad de Ciencias Básicas, Universidad del Quindío, Carrera 15, Calle 12 Norte, Armenia, Quindío, Colombia; Instituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, Coyoacán 04510, México, D.F., Mexico.
authors.forename: Eunice V
authors.initials: EV
authors.lastname: Ríos
authors.affiliation: Instituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, Coyoacán 04510, México, D.F., Mexico.
authors.forename: Alejandra
authors.initials: A
authors.lastname: León
authors.affiliation: Instituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, Coyoacán 04510, México, D.F., Mexico.
authors.forename: María Isabel
authors.initials: MI
authors.lastname: Chávez
authors.affiliation: Instituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, Coyoacán 04510, México, D.F., Mexico.
authors.forename: Yuridia
authors.initials: Y
authors.lastname: Torres
authors.affiliation: Instituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, Coyoacán 04510, México, D.F., Mexico.
authors.forename: María Teresa
authors.initials: MT
authors.lastname: Ramírez-Apan
authors.affiliation: Instituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, Coyoacán 04510, México, D.F., Mexico.
authors.forename: Rubén A
authors.initials: RA
authors.lastname: Toscano
authors.affiliation: Centro de Investigaciones en Ecosistemas, Universidad Nacional Autónoma de México, Antigua carretera a Pátzcuaro No. 8701, Col. Ex-Hacienda de San José de la Huerta, 58190 Morelia, Michoacán, Mexico.
authors.forename: Ángel E
authors.initials: ÁE
authors.lastname: Bravo-Monzón
authors.affiliation: Centro de Investigaciones en Ecosistemas, Universidad Nacional Autónoma de México, Antigua carretera a Pátzcuaro No. 8701, Col. Ex-Hacienda de San José de la Huerta, 58190 Morelia, Michoacán, Mexico.
authors.forename: Francisco J
authors.initials: FJ
authors.lastname: Espinosa-García
authors.affiliation: Instituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, Coyoacán 04510, México, D.F., Mexico. Electronic address: delgado@unam.mx.
authors.forename: Guillermo
authors.initials: G
authors.lastname: Delgado
mesh_terms: D000818:Animals; D000893:Anti-Inflammatory Agents / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D018360:Crystallography, X-Ray; D004195:Disease Models, Animal; D004487:Edema; D006801:Humans; D020128:Inhibitory Concentration 50; D007783:Lactones / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D051379:Mice; D035742:Mikania / Q000737:chemistry*; D015394:Molecular Structure; D035261:Plant Components, Aerial / Q000737:chemistry; D010936:Plant Extracts / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D012717:Sesquiterpenes / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D045789:Sesquiterpenes, Guaiane / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology
chemical_list: C000594075:11Hbeta-11,13-dihydromicrantholide; C000594072:8-epi-mikanokryptin; D000893:Anti-Inflammatory Agents; D007783:Lactones; D010936:Plant Extracts; D012717:Sesquiterpenes; D045789:Sesquiterpenes, Guaiane
keywords: Anti-inflammatory activity; Cytotoxic activity; Mikania cordifolia; Mikania micrantha; Sesquiterpene lactones