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-hydroxyfuranocoumarin. The chemical structure of this compound was elucidated by 1 H and 13C (1D and 2D) Nuclear Magnetic Resonance (NMR) spectrosco...

Full description

Bibliographic Details
Main Authors: Esquivel Ferriño, Patricia Cristina, Favela Hernández, Juan Manuel de Jesús, Garza González, Elvira, Waksman Minsky, Noemí Herminia, Ríos, María Yolanda, Camacho Corona, María del Rayo
Format: Article
Language:English
Published: 2012
Online Access:http://eprints.uanl.mx/15007/1/610.pdf
_version_ 1824414222095745024
author Esquivel Ferriño, Patricia Cristina
Favela Hernández, Juan Manuel de Jesús
Garza González, Elvira
Waksman Minsky, Noemí Herminia
Ríos, María Yolanda
Camacho Corona, María del Rayo
author_facet Esquivel Ferriño, Patricia Cristina
Favela Hernández, Juan Manuel de Jesús
Garza González, Elvira
Waksman Minsky, Noemí Herminia
Ríos, María Yolanda
Camacho Corona, María del Rayo
author_sort Esquivel Ferriño, Patricia Cristina
collection Repositorio Institucional
description Bioassay guided fractionation of an antimycobacterial extract of Foeniculum vulgare var dulce (Apiaceae) led to the isolation and characterization of 5-hydroxyfuranocoumarin. The chemical structure of this compound was elucidated by 1 H 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-hydroxyfuranocoumarin in F. vulgare.
format Article
id eprints-15007
institution UANL
language English
publishDate 2012
record_format eprints
spelling eprints-150072020-06-12T17:00:16Z http://eprints.uanl.mx/15007/ Antimycobacterial Activity of Constituents from Foeniculum vulgare Var. Dulce Grown in Mexico Esquivel Ferriño, Patricia Cristina Favela Hernández, Juan Manuel de Jesús Garza González, Elvira Waksman Minsky, Noemí Herminia Ríos, María Yolanda Camacho Corona, María del Rayo Bioassay guided fractionation of an antimycobacterial extract of Foeniculum vulgare var dulce (Apiaceae) led to the isolation and characterization of 5-hydroxyfuranocoumarin. The chemical structure of this compound was elucidated by 1 H 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-hydroxyfuranocoumarin in F. vulgare. 2012 Article PeerReviewed text en cc_by_nc_nd http://eprints.uanl.mx/15007/1/610.pdf http://eprints.uanl.mx/15007/1.haspreviewThumbnailVersion/610.pdf Esquivel Ferriño, Patricia Cristina y Favela Hernández, Juan Manuel de Jesús y Garza González, Elvira y Waksman Minsky, Noemí Herminia y Ríos, María Yolanda y Camacho Corona, María del Rayo (2012) Antimycobacterial Activity of Constituents from Foeniculum vulgare Var. Dulce Grown in Mexico. Molecules, 17 (7). pp. 8471-8482. ISSN 1420-3049 http://doi.org/10.3390/molecules17078471 doi:10.3390/molecules17078471
spellingShingle Esquivel Ferriño, Patricia Cristina
Favela Hernández, Juan Manuel de Jesús
Garza González, Elvira
Waksman Minsky, Noemí Herminia
Ríos, María Yolanda
Camacho Corona, María del Rayo
Antimycobacterial Activity of Constituents from Foeniculum vulgare Var. Dulce Grown in Mexico
thumbnail https://rediab.uanl.mx/themes/sandal5/images/online.png
title Antimycobacterial Activity of Constituents from Foeniculum vulgare Var. Dulce Grown in Mexico
title_full Antimycobacterial Activity of Constituents from Foeniculum vulgare Var. Dulce Grown in Mexico
title_fullStr Antimycobacterial Activity of Constituents from Foeniculum vulgare Var. Dulce Grown in Mexico
title_full_unstemmed Antimycobacterial Activity of Constituents from Foeniculum vulgare Var. Dulce Grown in Mexico
title_short Antimycobacterial Activity of Constituents from Foeniculum vulgare Var. Dulce Grown in Mexico
title_sort antimycobacterial activity of constituents from foeniculum vulgare var dulce grown in mexico
url http://eprints.uanl.mx/15007/1/610.pdf
work_keys_str_mv AT esquivelferrinopatriciacristina antimycobacterialactivityofconstituentsfromfoeniculumvulgarevardulcegrowninmexico
AT favelahernandezjuanmanueldejesus antimycobacterialactivityofconstituentsfromfoeniculumvulgarevardulcegrowninmexico
AT garzagonzalezelvira antimycobacterialactivityofconstituentsfromfoeniculumvulgarevardulcegrowninmexico
AT waksmanminskynoemiherminia antimycobacterialactivityofconstituentsfromfoeniculumvulgarevardulcegrowninmexico
AT riosmariayolanda antimycobacterialactivityofconstituentsfromfoeniculumvulgarevardulcegrowninmexico
AT camachocoronamariadelrayo antimycobacterialactivityofconstituentsfromfoeniculumvulgarevardulcegrowninmexico