The Chemistry and Health Benefits of Dietary Phenolamides

Wang, Weixin; Snooks, Hunter; Sang, Shengmin

doi:10.1021/acs.jafc.0c02605

Cited by 52 publications

(46 citation statements)

References 156 publications

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“…Functional roles of phenolamides, in terms of therapeutic and human health beneficial aspects, need further investigation. Two reviews have been published this year on these questions (Wang et al, 2020;Roumani et al, 2020). Research efforts focused on the added value of consuming food products rich in phenolamides (oat, barley, eggplant, tomato, and pepper, among others) appear essential.…”

Section: Conclusion and Remaining Challengesmentioning

confidence: 99%

“…In the last part of the review, we describe the enzymes involved in the metabolism of phenolamides and explore the origin of N-hydroxycinnamoyltransferases. Chemistry, biotechnological production, and health benefits of phenolamides were not detailed here as two recent reviews already summarized these aspects (Wang et al, 2020;Roumani et al, 2020).…”

Section: Introductionmentioning

confidence: 99%

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Phenolamides in plants: an update on their function, regulation, and origin of their biosynthetic enzymes

Roumani

Besseau

Gagneul

et al. 2020

Journal of Experimental Botany

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Phenolamides represent a family of specialized metabolites, consisting of the association of hydroxycinnamic acid derivatives with aliphatic or aromatic amines. Since the discovery of the first phenolamide in the late 1940s, decades of phytochemical analyses have revealed a high structural diversity for this family and a wide distribution in the plant kingdom. The occurrence of structurally diverse phenolamides in almost all plant organs has led to early hypotheses on their involvement in floral initiation and fertility, as well as plant defense against biotic and abiotic stress. In the present work, we critically review the literature ascribing functional hypotheses to phenolamides and recent evidence on the control of their biosynthesis in response to biotic stress. We additionally provide a phylogenetic analysis of the numerous N-hydroxycinnamoyltransferases involved in the synthesis of phenolamides and discuss the potential role of other enzyme families in their diversification. The data presented suggest multiple evolutionary events that contributed to the extension of the taxonomic distribution and diversity of phenolamides.

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Section: Conclusion and Remaining Challengesmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Phenolamides in plants: an update on their function, regulation, and origin of their biosynthetic enzymes

Roumani

Besseau

Gagneul

et al. 2020

Journal of Experimental Botany

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“…Putrescine conjugates such as N-p-coumaroyl-N′-feruloyl putrescine and N,N′-diferuloyl putrescine were reported as potent α-glucosidase inhibitors [79]. Similarly, kukoamines A and kukoamines B exhibited antidiabetic effects in the mice model [78,80]. However, this is the first report on in vitro α-glucosidase inhibition using caffeoyl putrescine.…”

Section: Agi Activity From Pure Standard Compoundsmentioning

confidence: 86%

“…Studies have shown other health-promoting effects of polyamines identified from plants. They exhibit antioxidant, anti-inflammatory, anti-cancer, anti-obesity, and neuroprotective properties [78]. Putrescine conjugates such as N-p-coumaroyl-N -feruloyl putrescine and N,N -diferuloyl putrescine were reported as potent α-glucosidase inhibitors [79].…”

Section: Agi Activity From Pure Standard Compoundsmentioning

confidence: 99%

Identification of α-Glucosidase Inhibitors from Leaf Extract of Pepper (Capsicum spp.) through Metabolomic Analysis

et al. 2021

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Metabolomics and in vitro α-glucosidase inhibitory (AGI) activities of pepper leaves were used to identify bioactive compounds and select genotypes for the management of type 2 diabetes mellitus (T2DM). Targeted metabolite analysis using UPLC-DAD-QToF-MS was employed and identified compounds that belong to flavone and hydroxycinnamic acid derivatives from extracts of pepper leaves. A total of 21 metabolites were detected from 155 samples and identified based on MS fragmentations, retention time, UV absorbance, and previous reports. Apigenin-O-(malonyl) hexoside, luteolin-O-(malonyl) hexoside, and chrysoeriol-O-(malonyl) hexoside were identified for the first time from pepper leaves. Pepper genotypes showed a huge variation in their inhibitory activity against α-glucosidase enzyme(AGE) ranging from 17% to 79%. Genotype GP38 with inhibitory activity of 79% was found to be more potent than the positive control acarbose (70.8%.). Orthogonal partial least square (OPLS) analyses were conducted for the prediction of the AGI activities of pepper leaves based on their metabolite composition. Compounds that contributed the most to the bioactivity prediction model (VIP >1.5), showed a strong inhibitory potency. Caffeoyl-putrescine was found to show a stronger inhibitory potency (IC50 = 145 µM) compared to acarbose (IC50 = 197 µM). The chemometric procedure combined with high-throughput AGI screening was effective in selecting polyphenols of pepper leaf for T2DM management.

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“…The relationship between gut microbiota and agmatine levels has emerged and may play a role in the ability of gut microbiota to influence mental health. Agmatine is produced and released by gut bacteria of the human microbiome[ 109 ] and can be obtained from ingested food[ 110 , 111 ]. The composition of the intestinal microbiota influences agmatine availability in the gut lumen for absorption, and the majority of agmatine in humans is believed to be derived from bacterial sources[ 27 ].…”

Section: Beyond Mtorc1 Hypothesismentioning

confidence: 99%

Agmatine as a novel candidate for rapid-onset antidepressant response

Valverde¹,

Camargo²,

Rodrigues³

2021

WJP

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Major depressive disorder (MDD) is a disabling and highly prevalent mood disorder as well as a common cause of suicide. Chronic stress, inflammation, and intestinal dysbiosis have all been shown to play crucial roles in the pathophysiology of MDD. Although conventional antidepressants are widely used in the clinic, they can take weeks to months to produce therapeutic effects. The discovery that ketamine promotes fast and sustaining antidepressant responses is one of the most important breakthroughs in the pharmacotherapy of MDD. However, the adverse psychomimetic/dissociative and neurotoxic effects of ketamine discourage its chronic use. Therefore, agmatine, an endogenous glutamatergic modulator, has been postulated to elicit fast behavioral and synaptogenic effects by stimulating the mechanistic target of rapamycin complex 1 signaling pathway, similar to ketamine. However, recent evidence has demonstrated that the modulation of the NLR family pyrin domain containing 3 inflammasome and gut microbiota, which have been shown to play a crucial role in the pathophysiology of MDD, may also participate in the antidepressant-like effects of both ketamine and agmatine. This review seeks to provide evidence about the mechanisms that may underlie the fast antidepressant-like responses of agmatine in preclinical studies. Considering the anti-inflammatory properties of agmatine, it may also be further investigated as a useful compound for the management of MDD associated with a pro-inflammatory state. Moreover, the fast antidepressant-like response of agmatine noted in animal models should be investigated in clinical studies.

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The Chemistry and Health Benefits of Dietary Phenolamides

Cited by 52 publications

References 156 publications

Phenolamides in plants: an update on their function, regulation, and origin of their biosynthetic enzymes

Phenolamides in plants: an update on their function, regulation, and origin of their biosynthetic enzymes

Identification of α-Glucosidase Inhibitors from Leaf Extract of Pepper (Capsicum spp.) through Metabolomic Analysis

Agmatine as a novel candidate for rapid-onset antidepressant response

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