title: Isolation of the new anacardic acid 6-[16'Z-nonadecenyl]-salicylic acid and evaluation of its antimicrobial activity against Streptococcus mutans and Porphyromonas gingivalis.
abstract: A new anacardic acid, 6-[16'Z-nonadecenyl]-salicylic acid (1), along with seven known compounds, 6-[8'Z-pentadecenyl] salicylic acid (15:1 anacardic acid) (2), 6-nonadecenyl salicylic acid (anacardic acid 19:0) (3), 6-pentadecyl salicylic acid (anacardic acid 15:0) (4), masticadienonic acid (5), 3α-hydroxymasticadienonic acid (6), 3-epi-oleanolic acid (7) and β-sitosterol, were isolated from the bark of Amphipterygium adstringens using a bioassay-guided fractionation method. The structure of the new compound (1) was elucidated by spectroscopic data interpretation. The known compounds (2-7) were identified by comparison of their spectroscopic data with reported values in the literature. Compounds 1-4 exhibited antibacterial activity against Streptococcus mutans and Porphyromonas gingivalis with minimum inhibitory concentrations ranging from 7 to 104 µg mL and from 12 to 126 µg mL, respectively.
authors.affiliation: Departamento de Farmacia, Facultad de Quimica, Universidad Nacional Autónoma de México, Ciudad Universitaria, 04510, México.
authors.forename: Blanca E
authors.initials: BE
authors.lastname: Rivero-Cruz
authors.forename: Nuria
authors.initials: N
authors.lastname: Esturau
authors.forename: Sobeida
authors.initials: S
authors.lastname: Sánchez-Nieto
authors.forename: Irma
authors.initials: I
authors.lastname: Romero
authors.forename: Israel
authors.initials: I
authors.lastname: Castillo-Juárez
authors.forename: J Fausto
authors.initials: JF
authors.lastname: Rivero-Cruz
mesh_terms: D048729:Anacardic Acids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D004353:Drug Evaluation, Preclinical; D009682:Magnetic Resonance Spectroscopy; D016966:Porphyromonas gingivalis / Q000187:drug effects*; D013295:Streptococcus mutans / Q000187:drug effects*
chemical_list: D048729:Anacardic Acids; D000900:Anti-Bacterial Agents