Sinapic acid derivatives in defatted Oriental mustard (Brassica juncea L.) seed meal extracts using UHPLC-DAD-ESI-MSn and identification of compounds with antibacterial activity
This study identified phenolic compounds from mustard seed meal and characterized their antibacterial activity. Phenolic compounds were extracted from defatted Oriental mustard (Brassica juncea L.) seed meal and characterized using ultra-high-performance liquid chromatography with diode array and electrospray ionization-mass spectrometric detection (UHPLC-DAD-ESI-MSn). Sinapic acid and several sinapoyl conjugates were identified based on retention time, UV spectra, MS fragmentation pattern, and by comparison with the authentic sinapic acid reference substance. The crude extract and a purified phenolic fraction exhibited selective antibacterial effects against Gram-negative and Gram-positive spoilage bacteria including Staphylococcus aureus and Listeria monocytogenes; Lactobacillus plantarum was resistant. After alkaline hydrolysis, only sinapic acid could be detected, enabling quantification with the authentic reference substance. Alkaline hydrolysis released 2.66 +/- 0.00 mg sinapic acid g(-1) dry matter defatted mustard seed meal. Minimum inhibitory concentrations of the hydrolyzed extract against Bacillus subtilis, Escherichia coli, L. monocytogenes, Pseudomonas fluorescens, and S. aureus were 0.1 g L-1 or less. Growth of L. plantarum remained unaffected. Sinapic acid and sinapoyl esters are generally found in members of the Brassicaceae family. Methods for their fast identification will be useful in che-motaxonomic studies. The release of sinapic acid after alkaline hydrolysis not only allows for the quantification using the reference substances but also facilitates the standardization of the antibacterial activity of plant extracts for use as food preservative.
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Univ Tras os Montes & Alto Douro, CITAB, Ctr Res & Technol Agroenvironm & Biol Sci, Integrat Biol & Qual Grp Res, P-5000801 Vila Real, PortugalUniv Tras os Montes & Alto Douro, CITAB, Ctr Res & Technol Agroenvironm & Biol Sci, Integrat Biol & Qual Grp Res, P-5000801 Vila Real, Portugal
Aires, A.
Mota, V. R.
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Univ Tras os Montes & Alto Douro, CITAB, Ctr Res & Technol Agroenvironm & Biol Sci, Integrat Biol & Qual Grp Res, P-5000801 Vila Real, PortugalUniv Tras os Montes & Alto Douro, CITAB, Ctr Res & Technol Agroenvironm & Biol Sci, Integrat Biol & Qual Grp Res, P-5000801 Vila Real, Portugal
Mota, V. R.
Saavedra, M. J.
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Univ Tras os Montes & Alto Douro, CECAV, Vet & Anim Sci Res Ctr, Qual & Food Safety Anim Prod Grp, P-5000801 Vila Real, PortugalUniv Tras os Montes & Alto Douro, CITAB, Ctr Res & Technol Agroenvironm & Biol Sci, Integrat Biol & Qual Grp Res, P-5000801 Vila Real, Portugal
Saavedra, M. J.
Monteiro, A. A.
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Inst Super Agron, Dept Prod Agr & Anim Seccao Hort, Lisbon, PortugalUniv Tras os Montes & Alto Douro, CITAB, Ctr Res & Technol Agroenvironm & Biol Sci, Integrat Biol & Qual Grp Res, P-5000801 Vila Real, Portugal
Monteiro, A. A.
Simoes, M.
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Univ Tras os Montes & Alto Douro, CITAB, Ctr Res & Technol Agroenvironm & Biol Sci, Integrat Biol & Qual Grp Res, P-5000801 Vila Real, PortugalUniv Tras os Montes & Alto Douro, CITAB, Ctr Res & Technol Agroenvironm & Biol Sci, Integrat Biol & Qual Grp Res, P-5000801 Vila Real, Portugal
Simoes, M.
Rosa, E. A. S.
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Univ Tras os Montes & Alto Douro, CITAB, Ctr Res & Technol Agroenvironm & Biol Sci, Integrat Biol & Qual Grp Res, P-5000801 Vila Real, PortugalUniv Tras os Montes & Alto Douro, CITAB, Ctr Res & Technol Agroenvironm & Biol Sci, Integrat Biol & Qual Grp Res, P-5000801 Vila Real, Portugal
Rosa, E. A. S.
Bennett, R. N.
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Univ Tras os Montes & Alto Douro, CITAB, Ctr Res & Technol Agroenvironm & Biol Sci, Integrat Biol & Qual Grp Res, P-5000801 Vila Real, PortugalUniv Tras os Montes & Alto Douro, CITAB, Ctr Res & Technol Agroenvironm & Biol Sci, Integrat Biol & Qual Grp Res, P-5000801 Vila Real, Portugal
机构:
Univ Catolica Portuguesa, Escuela Super Biotecnol, P-4200072 Porto, PortugalUniv Catolica Portuguesa, Escuela Super Biotecnol, P-4200072 Porto, Portugal
Campos, FM
Couto, JA
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Univ Catolica Portuguesa, Escuela Super Biotecnol, P-4200072 Porto, PortugalUniv Catolica Portuguesa, Escuela Super Biotecnol, P-4200072 Porto, Portugal
Couto, JA
Hogg, TA
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Univ Catolica Portuguesa, Escuela Super Biotecnol, P-4200072 Porto, PortugalUniv Catolica Portuguesa, Escuela Super Biotecnol, P-4200072 Porto, Portugal
机构:
Univ Tras os Montes & Alto Douro, CITAB, Ctr Res & Technol Agroenvironm & Biol Sci, Integrat Biol & Qual Grp Res, P-5000801 Vila Real, PortugalUniv Tras os Montes & Alto Douro, CITAB, Ctr Res & Technol Agroenvironm & Biol Sci, Integrat Biol & Qual Grp Res, P-5000801 Vila Real, Portugal
Aires, A.
Mota, V. R.
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机构:
Univ Tras os Montes & Alto Douro, CITAB, Ctr Res & Technol Agroenvironm & Biol Sci, Integrat Biol & Qual Grp Res, P-5000801 Vila Real, PortugalUniv Tras os Montes & Alto Douro, CITAB, Ctr Res & Technol Agroenvironm & Biol Sci, Integrat Biol & Qual Grp Res, P-5000801 Vila Real, Portugal
Mota, V. R.
Saavedra, M. J.
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h-index: 0
机构:
Univ Tras os Montes & Alto Douro, CECAV, Vet & Anim Sci Res Ctr, Qual & Food Safety Anim Prod Grp, P-5000801 Vila Real, PortugalUniv Tras os Montes & Alto Douro, CITAB, Ctr Res & Technol Agroenvironm & Biol Sci, Integrat Biol & Qual Grp Res, P-5000801 Vila Real, Portugal
Saavedra, M. J.
Monteiro, A. A.
论文数: 0引用数: 0
h-index: 0
机构:
Inst Super Agron, Dept Prod Agr & Anim Seccao Hort, Lisbon, PortugalUniv Tras os Montes & Alto Douro, CITAB, Ctr Res & Technol Agroenvironm & Biol Sci, Integrat Biol & Qual Grp Res, P-5000801 Vila Real, Portugal
Monteiro, A. A.
Simoes, M.
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h-index: 0
机构:
Univ Tras os Montes & Alto Douro, CITAB, Ctr Res & Technol Agroenvironm & Biol Sci, Integrat Biol & Qual Grp Res, P-5000801 Vila Real, PortugalUniv Tras os Montes & Alto Douro, CITAB, Ctr Res & Technol Agroenvironm & Biol Sci, Integrat Biol & Qual Grp Res, P-5000801 Vila Real, Portugal
Simoes, M.
Rosa, E. A. S.
论文数: 0引用数: 0
h-index: 0
机构:
Univ Tras os Montes & Alto Douro, CITAB, Ctr Res & Technol Agroenvironm & Biol Sci, Integrat Biol & Qual Grp Res, P-5000801 Vila Real, PortugalUniv Tras os Montes & Alto Douro, CITAB, Ctr Res & Technol Agroenvironm & Biol Sci, Integrat Biol & Qual Grp Res, P-5000801 Vila Real, Portugal
Rosa, E. A. S.
Bennett, R. N.
论文数: 0引用数: 0
h-index: 0
机构:
Univ Tras os Montes & Alto Douro, CITAB, Ctr Res & Technol Agroenvironm & Biol Sci, Integrat Biol & Qual Grp Res, P-5000801 Vila Real, PortugalUniv Tras os Montes & Alto Douro, CITAB, Ctr Res & Technol Agroenvironm & Biol Sci, Integrat Biol & Qual Grp Res, P-5000801 Vila Real, Portugal
机构:
Univ Catolica Portuguesa, Escuela Super Biotecnol, P-4200072 Porto, PortugalUniv Catolica Portuguesa, Escuela Super Biotecnol, P-4200072 Porto, Portugal
Campos, FM
Couto, JA
论文数: 0引用数: 0
h-index: 0
机构:
Univ Catolica Portuguesa, Escuela Super Biotecnol, P-4200072 Porto, PortugalUniv Catolica Portuguesa, Escuela Super Biotecnol, P-4200072 Porto, Portugal
Couto, JA
Hogg, TA
论文数: 0引用数: 0
h-index: 0
机构:
Univ Catolica Portuguesa, Escuela Super Biotecnol, P-4200072 Porto, PortugalUniv Catolica Portuguesa, Escuela Super Biotecnol, P-4200072 Porto, Portugal