Antimycobacterial activity of constituents from Foeniculum vulgare var. dulce grown in Mexico.
Bioassay guided fractionation of an antimycobacterial extract of Foeniculum vulgare var dulce (Apiaceae) led to the isolation and characterization of 5-hydroxyfurano-coumarin. The chemical structure of this compound was elucidated by 1H and 13C (1D and 2D) Nuclear Magnetic Resonance (NMR) spectroscopy. In addition, the active fractions were analyzed by GC-MS and seventy eight compounds were identified; the major compounds were 1,3-benzenediol, 1-methoxycyclohexene, o-cymene, sorbic acid, 2-hydroxy-3-methyl-2-cyclopenten-1-one, estragole, limonene-10-ol and 3-methyl-2-cyclopenten-1-one. Twenty compounds identified in the active fractions were tested against one sensitive and three MDR strains of Mycobacterium tuberculosis using the Alamar Blue microassay. Compounds that showed some degree of antimycobacterial activity against all strains tested were the following: linoleic acid (MIC 100 µg/mL), oleic acid (MIC 100 µg/mL), 1,3-benzenediol (MIC 100-200 µg/mL), undecanal (MIC 50-200 µg/mL), and 2,4-undecadienal (MIC 25-50 µg/mL), the last being the most active compound. To our knowledge, this is the first report of the presence of 5-hydroxy-furanocoumarin in F. vulgare.
Facultad de Ciencias Químicas, Universidad Autónoma de Nuevo León. Av. Universidad s/n, Ciudad Universitaria, San Nicolás de los Garza, Nuevo León, C.P. 66451, Mexico.
Patricia C
PC
Esquivel-Ferriño
Juan Manuel J
JM
Favela-Hernández
Elvira
E
Garza-González
Noemí
N
Waksman
María Yolanda
MY
Ríos
María
M
del Rayo Camacho-Corona
D000900:Anti-Bacterial Agents / Q000494:pharmacology*; D003374:Coumarins / Q000737:chemistry / Q000494:pharmacology; D030001:Foeniculum / Q000737:chemistry* / Q000254:growth & development*; D009682:Magnetic Resonance Spectroscopy; D008800:Mexico; D008826:Microbial Sensitivity Tests; D009169:Mycobacterium tuberculosis / Q000187:drug effects
D000900:Anti-Bacterial Agents; D003374:Coumarins