title: Anti-inflammatory and antiproliferative evaluation of 4β-cinnamoyloxy,1β,3α-dihydroxyeudesm-7,8-ene from Verbesina persicifolia and derivatives.
abstract: The anti-inflammatory and antiproliferative activities of 4β-cinnamoyloxy,1β,3α-dihydroxyeudesm-7,8-ene (1) and of three derivatives, namely diacetate (2), hydrogenate (3) and diacetate hydrogenate (4) were evaluated. All derivatives exert an anti-inflammatory effect significantly lower than that exerted by 1. Otherwise, both the lead compound and 2-4 showed a comparable antiproliferative activity on human tumor cell lines. The investigation of the mechanism of action accountable for cytotoxicity highlighted the capacity to impair mitochondrial functions through two different pathways, depending on chemical structure. In particular, the lead compound 1 and derivative 3 are able to induce mitochondrial permeability transition, while derivatives 2 and 4 inhibit Complex II in the respiratory chain.
authors.affiliation: Department of Pharmaceutical and Pharmacological Sciences, University of Padova, Via F. Marzolo 5, 35131 Padova, Italy. Electronic address: lisa.dallavia@unipd.it.
authors.forename: L
authors.initials: L
authors.lastname: Dalla Via
authors.affiliation: Instituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, Coyoacán 04510, México D.F., Mexico.
authors.forename: M
authors.initials: M
authors.lastname: Mejia
authors.affiliation: Department of Pharmaceutical and Pharmacological Sciences, University of Padova, Via F. Marzolo 5, 35131 Padova, Italy.
authors.forename: A N
authors.initials: AN
authors.lastname: García-Argáez
authors.affiliation: Department of Pharmaceutical and Pharmacological Sciences, University of Padova, Via F. Marzolo 5, 35131 Padova, Italy.
authors.forename: A
authors.initials: A
authors.lastname: Braga
authors.affiliation: Department of Biomedical Sciences, University of Padova, Via G. Colombo 3, 35121 Padova, Italy.
authors.forename: A
authors.initials: A
authors.lastname: Toninello
authors.affiliation: Instituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, Coyoacán 04510, México D.F., Mexico. Electronic address: marvaz@unam.mx.
authors.forename: M
authors.initials: M
authors.lastname: Martínez-Vázquez
mesh_terms: D000893:Anti-Inflammatory Agents / Q000494:pharmacology*; D006801:Humans; D008928:Mitochondria / Q000378:metabolism*; D015394:Molecular Structure; D031208:Verbesina / Q000737:chemistry*
chemical_list: D000893:Anti-Inflammatory Agents
keywords: Anti-inflammatory activity; Antiproliferative activity; Eudesmane sesquiterpene; Mitochondria