Biosynthesis, physiology, and functions of hydroxycinnamic acid amides in plants

Macoy, Donah Mary; Kim, Woe‐Yeon; Lee, Sang Yeol; Kim, Min Gab

doi:10.1007/s11816-015-0368-1

Cited by 80 publications

(61 citation statements)

References 83 publications

(92 reference statements)

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“…Widely distributed in the plant kingdom, HCCAs are reported to have important functions in plant adaptation to biotic and abiotic stresses [ 60 ]. They are also implicated in some plant growth and developmental processes, including flower formation, sexual differentiation, tuberization, and so on, although the causal relationship is still not conclusive [ 61 ].…”

Section: Discussionmentioning

confidence: 99%

Insights into Tissue-specific Specialized Metabolism in Tieguanyin Tea Cultivar by Untargeted Metabolomics

et al. 2018

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Tea plants produce extremely diverse and abundant specialized metabolites, the types and levels of which are developmentally and environmentally regulated. However, little is known about how developmental cues affect the synthesis of many of these molecules. In this study, we conducted a comparative profiling of specialized metabolites from six different tissues in a premium oolong tea cultivar, Tieguanyin, which is gaining worldwide popularity due to its uniquely rich flavors and health benefits. UPLC-QTOF MS combined with multivariate analyses tentatively identified 68 metabolites belonging to 11 metabolite classes, which exhibited sharp variations among tissues. Several metabolite classes, such as flavonoids, alkaloids, and hydroxycinnamic acid amides were detected predominantly in certain plant tissues. In particular, tricoumaroyl spermidine and dicoumaroyl putrescine were discovered as unique tea flower metabolites. This study offers novel insights into tissue-specific specialized metabolism in Tieguanyin, which provides a good reference point to explore gene-metabolite relationships in this cultivar.

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Section: Discussionmentioning

confidence: 99%

Insights into Tissue-specific Specialized Metabolism in Tieguanyin Tea Cultivar by Untargeted Metabolomics

et al. 2018

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“…The role of HCAAs in maize grains is not known for sure [ 5 ]. They may be associated with several processes, such as plant growth and development, floral induction and reproduction, cell division, control of intracellular polyamine concentrations, cell wall reinforcement, and plant adaptation to stress, such as resistance to cold or pathogen attack [ 9 , 10 , 11 , 12 ]. To the best of our knowledge, HCAAs have not been detected in maize-based foods.…”

Section: Introductionmentioning

confidence: 99%

Hydroxycinnamic Acids and Their Derivatives in Broa, a Traditional Ethnic Maize Bread

Bento-Silva

Duarte

Mecha

et al. 2020

Foods

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Maize is one of the most interesting dietary sources of hydroxycinnamic acids, widely known for their beneficial health effects, namely antioxidant properties. This work aims to identify hydroxycinnamic acids and their derivatives in broa, a Portuguese traditional ethnic maize bread, and corresponding maize flours. Soluble and insoluble phenolic fractions of diverse maize flours and corresponding broas were prepared and analysed by HPLC-DAD-MS/MS (high-performance liquid chromatography coupled with diode array detector and tandem mass spectrometry). Besides free hydroxycinnamic acids, mainly ferulic and p-coumaric acids, several structural isomers and stereoisomers of insoluble ferulic acid dehydrodimers (n = 18) and trimers (n = 11), were also identified. Hydroxycinnamic acid amides consisting of coumaroyl and feruloyl conjugates (n = 22) were present in both soluble and insoluble fractions of maize flours and breads, in different isomeric forms. A new compound was putatively identified as bis-N,N′-diferuloyl putrescine. Additionally, more complex and insoluble hydroxycinnamic acid amides, derived from ferulic acid dehydrodimers (n = 47) and trimers (n = 18), were also putatively identified for the first time, suggesting that hydroxycinnamic acid amides are also linked to maize cell walls. Since hydroxycinnamic derivatives were not only identified in maize flours, but also in broas, they can contribute to the antioxidant properties and beneficial health effects of maize-based foods.

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“…The roles of individual metabolites is difficult to determine because plant cells accumulate a diverse spectrum of compounds, often by the modification of a smaller number of basic structures. In the phenylpropanoid and flavonoid families, the basic structures are often converted into glycosylated derivatives, esters with both aliphatic and aromatic organic acids, and amides with nitrogen-containing metabolites such as aminoacids and polyamines ( Dixon and Paiva, 1995 ; Macoy et al, 2015 ). These decorations confer different physicochemical properties that have been investigated and partially elucidated in vitro .…”

Section: Introductionmentioning

confidence: 99%

Impact of Phenylpropanoid Compounds on Heat Stress Tolerance in Carrot Cell Cultures

et al. 2016

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The phenylpropanoid and flavonoid families include thousands of specialized metabolites that influence a wide range of processes in plants, including seed dispersal, auxin transport, photoprotection, mechanical support and protection against insect herbivory. Such metabolites play a key role in the protection of plants against abiotic stress, in many cases through their well-known ability to inhibit the formation of reactive oxygen species (ROS). However, the precise role of specific phenylpropanoid and flavonoid molecules is unclear. We therefore investigated the role of specific anthocyanins (ACs) and other phenylpropanoids that accumulate in carrot cells cultivated in vitro, focusing on their supposed ability to protect cells from heat stress. First we characterized the effects of heat stress to identify quantifiable morphological traits as markers of heat stress susceptibility. We then fed the cultures with precursors to induce the targeted accumulation of specific compounds, and compared the impact of heat stress in these cultures and unfed controls. Data modeling based on projection to latent structures (PLS) regression revealed that metabolites containing coumaric or caffeic acid, including ACs, correlate with less heat damage. Further experiments suggested that one of the cellular targets damaged by heat stress and protected by these metabolites is the actin microfilament cytoskeleton.

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Biosynthesis, physiology, and functions of hydroxycinnamic acid amides in plants

Cited by 80 publications

References 83 publications

Insights into Tissue-specific Specialized Metabolism in Tieguanyin Tea Cultivar by Untargeted Metabolomics

Insights into Tissue-specific Specialized Metabolism in Tieguanyin Tea Cultivar by Untargeted Metabolomics

Hydroxycinnamic Acids and Their Derivatives in Broa, a Traditional Ethnic Maize Bread

Impact of Phenylpropanoid Compounds on Heat Stress Tolerance in Carrot Cell Cultures

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