title: Antituberculosis activity of natural and semisynthetic azorellane and mulinane diterpenoids.
abstract: The antituberculosis activity of 14 natural azorellane and mulinane diterpenoids isolated from Azorella compacta, Azorella madreporica, Mulinum crassifolium, and Laretia acaulis, together with eight semisynthetic derivatives, was evaluated against two Mycobacterium tuberculosis strains. The natural azorellanes azorellanol (3) and 17-acetoxy-13-alpha-hydroxyazorellane (6), and the semisynthetic mulinanes 13-hydroxy-mulin-11-en-20-oic-acid methyl ester (13) and mulinenic acid methyl ester (23), showed the strongest activity, with MIC values of 12.5 microg/mL against both strains. The methylated derivatives 13-hydroxy-mulin-11-en-20-oic-acid methyl ester (13), mulin-11,13-dien-20-oic acid methyl ester (15) and mulinenic acid methyl ester (23) proved to be more active than the parent compounds.
authors.affiliation: Grupo de Química Orgánica, Unidad de Biotecnología, Centro de Investigación Científica de Yucatán, Calle 43 No 130, Colonia Chuburná, Mérida, Yucatán 97200, Mexico. gmolina70@gmail.com
authors.forename: Gloria María
authors.initials: GM
authors.lastname: Molina-Salinas
authors.forename: Jorge
authors.initials: J
authors.lastname: Bórquez
authors.forename: Alejandro
authors.initials: A
authors.lastname: Ardiles
authors.forename: Salvador
authors.initials: S
authors.lastname: Said-Fernández
authors.forename: Luis Alberto
authors.initials: LA
authors.lastname: Loyola
authors.forename: Aurelio
authors.initials: A
authors.lastname: San-Martín
authors.forename: Isidro
authors.initials: I
authors.lastname: González-Collado
authors.forename: Luis Manuel
authors.initials: LM
authors.lastname: Peña-Rodríguez
mesh_terms: D000995:Antitubercular Agents / Q000302:isolation & purification* / Q000494:pharmacology; D019661:Apiaceae / Q000737:chemistry*; D004224:Diterpenes / Q000138:chemical synthesis / Q000302:isolation & purification* / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D009169:Mycobacterium tuberculosis / Q000187:drug effects*; D010936:Plant Extracts / Q000737:chemistry / Q000494:pharmacology
chemical_list: D000995:Antitubercular Agents; D004224:Diterpenes; D010936:Plant Extracts; C546876:azorellane; C113748:mulinane