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Acylated flavonol glycosides from Tagetes minuta with antibacterial activity

Wild marigold (Tagetes minuta), a flowering plant of the family Asteraceae contains compounds of pharmaceutical and nutritional importance especially essential oils and flavonols. Identification, characterization of flavonols and determination of their antibacterial activity were major objectives of...

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Autores principales: Shahzadi, Irum, Shah, Mohammad M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4566057/
https://www.ncbi.nlm.nih.gov/pubmed/26441652
http://dx.doi.org/10.3389/fphar.2015.00195
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author Shahzadi, Irum
Shah, Mohammad M.
author_facet Shahzadi, Irum
Shah, Mohammad M.
author_sort Shahzadi, Irum
collection PubMed
description Wild marigold (Tagetes minuta), a flowering plant of the family Asteraceae contains compounds of pharmaceutical and nutritional importance especially essential oils and flavonols. Identification, characterization of flavonols and determination of their antibacterial activity were major objectives of the current study. The isolation and purification of flavonols was accomplished using chromatographic techniques while structural elucidation was completed by LC–MS and NMR spectroscopy. The extracts and purified compounds were tested against various bacterial strains for antibacterial activity. A total of 19 flavonols were isolated from this species. Of these, 17 were of butanol and two of ethyl acetate extracts. Based on the concentration and purity, eight potential flavonols were selected and structurally elucidated. Four flavonols, 6-hydroxyquercetin 7-O-β-(6′′-galloylglucopyranoside; 2), 6-hydroxykaempferol 7-O-β-glucopyranoside (5), 6-hydroxykaempferol 7-O-β-(6′′-galloylglucopyranoside; 7), 6-hydroxyquercetin 7-O-β-(6′′-caffeoylglucopyranoside; 9), were identified for the first time from T. minuta. Butanol and ethyl acetate extracts of flowers and seeds showed significant antibacterial activity against Micrococcus leteus, Staphylococcus aureus, Bacillus subtilis, and Pseudomonas pikettii. Among the isolated flavonols only 1, 2, and 18 were found to possess significant antibacterial activity against M. luteus. The extracts and purified flavonols from T. minuta can be potential candidates for antibacterial drug discovery and support to ethnopharmacological use.
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spelling pubmed-45660572015-10-05 Acylated flavonol glycosides from Tagetes minuta with antibacterial activity Shahzadi, Irum Shah, Mohammad M. Front Pharmacol Pharmacology Wild marigold (Tagetes minuta), a flowering plant of the family Asteraceae contains compounds of pharmaceutical and nutritional importance especially essential oils and flavonols. Identification, characterization of flavonols and determination of their antibacterial activity were major objectives of the current study. The isolation and purification of flavonols was accomplished using chromatographic techniques while structural elucidation was completed by LC–MS and NMR spectroscopy. The extracts and purified compounds were tested against various bacterial strains for antibacterial activity. A total of 19 flavonols were isolated from this species. Of these, 17 were of butanol and two of ethyl acetate extracts. Based on the concentration and purity, eight potential flavonols were selected and structurally elucidated. Four flavonols, 6-hydroxyquercetin 7-O-β-(6′′-galloylglucopyranoside; 2), 6-hydroxykaempferol 7-O-β-glucopyranoside (5), 6-hydroxykaempferol 7-O-β-(6′′-galloylglucopyranoside; 7), 6-hydroxyquercetin 7-O-β-(6′′-caffeoylglucopyranoside; 9), were identified for the first time from T. minuta. Butanol and ethyl acetate extracts of flowers and seeds showed significant antibacterial activity against Micrococcus leteus, Staphylococcus aureus, Bacillus subtilis, and Pseudomonas pikettii. Among the isolated flavonols only 1, 2, and 18 were found to possess significant antibacterial activity against M. luteus. The extracts and purified flavonols from T. minuta can be potential candidates for antibacterial drug discovery and support to ethnopharmacological use. Frontiers Media S.A. 2015-09-11 /pmc/articles/PMC4566057/ /pubmed/26441652 http://dx.doi.org/10.3389/fphar.2015.00195 Text en Copyright © 2015 Shahzadi and Shah. http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) or licensor are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.
spellingShingle Pharmacology
Shahzadi, Irum
Shah, Mohammad M.
Acylated flavonol glycosides from Tagetes minuta with antibacterial activity
title Acylated flavonol glycosides from Tagetes minuta with antibacterial activity
title_full Acylated flavonol glycosides from Tagetes minuta with antibacterial activity
title_fullStr Acylated flavonol glycosides from Tagetes minuta with antibacterial activity
title_full_unstemmed Acylated flavonol glycosides from Tagetes minuta with antibacterial activity
title_short Acylated flavonol glycosides from Tagetes minuta with antibacterial activity
title_sort acylated flavonol glycosides from tagetes minuta with antibacterial activity
topic Pharmacology
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4566057/
https://www.ncbi.nlm.nih.gov/pubmed/26441652
http://dx.doi.org/10.3389/fphar.2015.00195
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