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1.
J Food Sci ; 88(8): 3410-3421, 2023 Aug.
Artigo em Inglês | MEDLINE | ID: mdl-37350077

RESUMO

The unpleasant color caused by heme limits the utilization of hemoglobin as a food ingredient. Enzymatic hydrolysis has been used to decolorize hemoglobin, but the underlying mechanisms are poorly understood. The aim of this study was to investigate the decolorization efficiency of porcine hemoglobin using different enzymes and final pH values, and to elucidate their influence on decolorization. Based on higher yields and better decolorization, hemoglobin hydrolysates produced by papain, bromelain, savinase, and protease A were further studied. Compared to hydrolysates by savinase and protease A, a higher proportion of histidine-containing peptides was responsible for better decolorization by papain and bromelain. For all hydrolysates, a moderate reduction in pH to 4.0-5.0 facilitated decolorization of the hydrolysates. Similar peptide profiles of hydrolysates from the same enzyme treatment reflected that pH mainly affected the precipitation of the heme-containing fraction through heme-heme interaction rather than heme-peptide interaction. Overall, this study sheds light on the use of enzymatic hydrolysis to remove the heme group from hemoglobin. PRACTICAL APPLICATION: Slaughterhouses produce tons of protein-rich blood each year. Due to the presence of the heme group in hemoglobin, blood has a dark red color and metallic taste, making it generally unacceptable for consumers. This study provided information on the decolorization of porcine hemoglobin by removing the heme fraction, which should facilitate the utilization of decolored hemoglobin hydrolysates as nutritional food ingredients.


Assuntos
Bromelaínas , Papaína , Animais , Suínos , Hemoglobinas , Peptídeos , Peptídeo Hidrolases , Hidrólise , Heme , Concentração de Íons de Hidrogênio , Hidrolisados de Proteína
2.
J Agric Food Chem ; 70(50): 15894-15902, 2022 Dec 21.
Artigo em Inglês | MEDLINE | ID: mdl-36473160

RESUMO

The kokumi sensation of protein hydrolysates could be enhanced by γ-glutamylation through forming a series of γ-glutamyl di- and tri-peptides. In this study, porcine hemoglobin hydrolysate was γ-glutamylated using enzymes from Bacillus amyloliquefaciens (Ba) or Bacillus licheniformis (Bl), which are sold as glutaminases but identified as γ-glutamyltransferases (GGTs). To yield more γ-glutamyl peptides, reaction conditions were optimized in terms of GGT source (BaGGT and BlGGT), substrate concentration (10, 20, and 40%), reaction time (3, 6, 12, and 24 h), and glutamine supplementation (20, 40, and 80 mM). Results showed that both the GGTs had the highest transpeptidase activity at similar pH values but different temperatures. In addition, BaGGT had stronger catalytic ability to form γ-glutamyl dipeptides, while BlGGT was more capable to generate γ-Glu-Val-Gly. Adding glutamine was more efficient to obtain more target peptides than adjusting the hydrolysate concentration and reaction time. This study contributes to the valorization of animal side streams.


Assuntos
Bacillus licheniformis , Glutamina , Animais , Suínos , Glutamina/metabolismo , gama-Glutamiltransferase/metabolismo , Peptídeos , Hemoglobinas
3.
Nat Prod Res ; 36(1): 26-36, 2022 Jan.
Artigo em Inglês | MEDLINE | ID: mdl-32375507

RESUMO

Five new lignans, euphorhirtins A-D (1-4), 5-methoxyvirgatusin (5), three artefacts, 7S-ethoxyisolintetralin (6), 7R-ethoxyisolintetralin (7), and 7R-ethoxy-3-methoxyisolintetralin (8), together with 13 known ones (9-21) were isolated from the medicinal plant Euphorbia hirta L. The structures of the compounds were elucidated by means of extensive spectroscopic analysis, including 1D and 2D NMR and HR-ESI-MS experiments. The absolute configurations of compound 1 was determined by ECD calculation. The isolates were evaluated for their inhibitory effects against the proliferation of the cancer cell lines (Hep G2, A549, and DU145) and compounds 14 and 18 showed inhibitory activity against the Hep G2 cells with IC50 values 7.2 ± 0.17 and 8.5 ± 0.36 µM.


Assuntos
Antineoplásicos Fitogênicos , Euphorbia , Lignanas , Células A549 , Antineoplásicos Fitogênicos/farmacologia , Euphorbia/química , Células Hep G2 , Humanos , Lignanas/farmacologia , Estrutura Molecular , Extratos Vegetais/farmacologia
4.
Fitoterapia ; 147: 104758, 2020 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-33069833

RESUMO

Three new isopimarane-type diterpenoids, botrysphins G-I (1-3), a new muurolane-type sesquiterpenoid, 11,12-dihydroxylentideusether (4), and two new triketides, 4-dechlorobotrysphone C (5) and 4,5-dihydroxy-3-methoxy-6-undecanoyloxy-2-cyclohexen-1-one (6), together with one known diterpenoid, sphaeropsidin A (7), one sesquiterpenoid, lentideusether (8), and one triketide sphaeropsidone (9), were isolated from culture of the fungus Botrysphaeria laricina associated with the moss Rhodobryum umgiganteum. The structures of the new compounds were established on the basis of extensive spectroscopic techniques including HRMS and 1D and 2D NMR data. Compounds 1 and 2 exhibited NO inhibitory activity with IC50 values of 13.9 µM and 41.9 µM, respectively. At the same time, these two compounds showed quinone reductase inducing activity with 2.7-fold of induction for 1 at 12.5 µM and 1.6-fold for 2 at 25.0 µM.


Assuntos
Ascomicetos/química , Diterpenos/farmacologia , Policetídeos/farmacologia , Sesquiterpenos/farmacologia , Animais , Briófitas/microbiologia , Linhagem Celular Tumoral , China , Diterpenos/isolamento & purificação , Ativadores de Enzimas/isolamento & purificação , Ativadores de Enzimas/farmacologia , Camundongos , Estrutura Molecular , NAD(P)H Desidrogenase (Quinona) , Óxido Nítrico/metabolismo , Policetídeos/isolamento & purificação , Células RAW 264.7 , Sesquiterpenos/isolamento & purificação
5.
Food Microbiol ; 91: 103492, 2020 Oct.
Artigo em Inglês | MEDLINE | ID: mdl-32539979

RESUMO

Herein, the effects of grape seed extract (GSE) on the microflora and biochemical changes of container cultured snakehead (Channa argus) fillets during 11 days of chilled storage were investigated. The sensory analysis, the total number of viable colonies, the total amount of volatile basic nitrogen, and k-value analysis revealed that GSE retarded the deterioration of snakehead fillets. The degradation of inosine 5'-monophosphate and the accumulation of inosine and hypoxanthine in the GSE group were slower than these in the control group. Moreover, GSE treatment effectively decreased the accumulation of putrescine, cadaverine, and histamine. Illumina-MiSeq high throughput sequencing results showed that GSE inhibited the growth of Aeromonas on snakehead fillets. Based on the microbial enumeration, sensory analysis, and k-value, GSE prolonged the shelf life of fillets for 3 days, suggesting its potential for snakehead fillets preservation.


Assuntos
Peixes/microbiologia , Conservantes de Alimentos/farmacologia , Extrato de Sementes de Uva/farmacologia , Microbiota/efeitos dos fármacos , Alimentos Marinhos/microbiologia , Aeromonas/efeitos dos fármacos , Aeromonas/crescimento & desenvolvimento , Aminas/análise , Animais , Aquicultura , Microbiologia de Alimentos , Armazenamento de Alimentos , Microbiota/genética , Peptídeos/análise , Alimentos Marinhos/análise
6.
Fitoterapia ; 143: 104599, 2020 Jun.
Artigo em Inglês | MEDLINE | ID: mdl-32330576

RESUMO

One novel polyketide synthase-nonribosomal peptide synthetase (PKS-NRPS) hybrid metabolite, laricinin A (1), two new meroterpenoids, tricycloalternarenes X and Y (2 and 3), one new coumarin, 3,4,7-trihydroxy-6-methylcoumarin (4), together with the known ethyl acetylorsellinate (5), diorcinol K (6), and tricycloalternarenes C and D (7 and 8) were obtained from culture of the fungus Botrysphaeria laricina isolated from the moss Rhodobryum umgiganteum. The structures of the new compounds were elucidated based on extensive spectroscopic techniques including HRMS and 1D and 2D NMR measurements. The absolute configuration of compound 1 was determined by ECD calculation and it was the first example of a novel group of PKS-NRPS hybrids possessing an unprecedented methyldihydropyran-isobutylpyrrolidinone skeleton. Compounds 2, 7, and 8 showed significant quinone reductase inducing activity in Hepa 1c1c7 cells.


Assuntos
Ascomicetos/química , Produtos Biológicos/farmacologia , Terpenos/farmacologia , Animais , Produtos Biológicos/isolamento & purificação , Briófitas/microbiologia , Linhagem Celular Tumoral , China , Camundongos , Estrutura Molecular , Peptídeo Sintases/metabolismo , Policetídeo Sintases/metabolismo , Metabolismo Secundário , Terpenos/isolamento & purificação
7.
Food Microbiol ; 76: 52-61, 2018 Dec.
Artigo em Inglês | MEDLINE | ID: mdl-30166183

RESUMO

This study evaluated the antimicrobial effects of tea polyphenols (TP) on changes in microbiota composition and quality attributes in silver carp fillets stored at 4 °C. During storage, TP treatment was found to be effective in enhancing sensory quality, inhibiting microbial growth, and attenuating chemical quality deterioration. Meanwhile, the composition of microbiota of silver carp fillets was investigated using culture-dependent and culture-independent methods. Initially, compared to the control, TP obviously decreased the relative abundance of Aeromonas, which allowed Acinetobacter and Methylobacterium to become the dominant microbiota in TP treated fillets on day 0. The controls, 0.5% TP-treated fillets, and 1% TP-treated fillets were rejected by sensory panelists on days 8, 12, and 12, respectively. At the time of sensory rejection, Aeromonas, followed by Acinetobacter and Pseudomonas, became the main spoilers in the control on day 8. However, TP treatment inhibited the growth of Aeromonas and Acinetobacter significantly. Consequently, Aeromonas followed by Pseudomonas and Shewanella became the predominant microbiota in all TP-treated fillets on day 12. Therefore, TP improved the quality of fillets during chilled storage, which was mainly due to their modulating effects on microbiota that resulted in the change in pattern and process of spoilage in fillets.


Assuntos
Anti-Infecciosos/farmacologia , Carpas/microbiologia , Microbiota/efeitos dos fármacos , Polifenóis/farmacologia , Chá/química , Acinetobacter/efeitos dos fármacos , Acinetobacter/crescimento & desenvolvimento , Acinetobacter/isolamento & purificação , Aeromonas/efeitos dos fármacos , Aeromonas/crescimento & desenvolvimento , Aeromonas/isolamento & purificação , Animais , Técnicas Bacteriológicas/métodos , Microbiologia de Alimentos , Conservação de Alimentos/métodos , Conservantes de Alimentos/química , Conservantes de Alimentos/farmacologia , Sequenciamento de Nucleotídeos em Larga Escala/métodos , Polifenóis/química , Pseudomonas/efeitos dos fármacos , Pseudomonas/crescimento & desenvolvimento , Pseudomonas/isolamento & purificação , Alimentos Marinhos/microbiologia
8.
J Nat Prod ; 80(6): 1791-1797, 2017 06 23.
Artigo em Inglês | MEDLINE | ID: mdl-28609099

RESUMO

Three new triketides, botrysphones A-C (1-3) and six new isopimarane-type diterpenoids, botrysphins A-F (4-9), together with the known triketides sphaeropsidone (10) and chlorosphaeropsidone (11) and diterpenoids sphaeropsidins A and B (12 and 13), were obtained from culture of the fungus Botrysphaeria laricina associated with the moss Rhodobryum umgiganteum. The structures of the new compounds were established on the basis of extensive spectroscopic techniques including HRMS and 1D and 2D NMR data. Compounds 7 and 12 showed significant quinone reductase inducing activity in Hepa 1c1c7 cells.


Assuntos
Bryopsida/química , Diterpenos/isolamento & purificação , Animais , Antineoplásicos Fitogênicos/química , China , Diterpenos/química , Diterpenos/farmacologia , Ensaios de Seleção de Medicamentos Antitumorais , Medicamentos de Ervas Chinesas/química , Camundongos , Estrutura Molecular , NAD(P)H Desidrogenase (Quinona)/antagonistas & inibidores , Ressonância Magnética Nuclear Biomolecular , Policetídeos
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