scholarly journals RP-HPLC Analysis of Phenolic Acids of Selected Central European Carex L. (Cyperaceae) Species and Its Implication for Taxonomy

2011 ◽  
Vol 94 (1) ◽  
pp. 9-16 ◽  
Author(s):  
Anna Bogucka-Kocka ◽  
Katarzyna Szewczyk ◽  
Magdalena Janyszek ◽  
Sławomir Janyszek ◽  
Łukasz Cieśla
Keyword(s):  
Cluster Analysis ◽  
Caffeic Acid ◽  
Phenolic Acids ◽  
Hplc Analysis ◽  
Sinapic Acid ◽  
Plant Tissues ◽  
Coumaric Acid ◽  
Central European ◽  
The Real ◽  
Rp Hplc

Abstract Eighteen species belonging to the Carex genus were checked for the presence and the amount of eight phenolic acids (p-hydroxybenzoic, vanillic, caffeic, syringic, protocatechuic, p-coumaric, sinapic, and ferulic) by means of HPLC. Both the free and bonded phenolic acids were analyzed. The majority of the analyzed acids occurred in the studied species in relatively high amounts. The highest concentrations found were caffeic acid and p-coumaric acid, for which the detected levels were negatively correlated. A very interesting feature was the occurrence of sinapic acid, a compound very rarely detected in plant tissues. Its distribution across the analyzed set of species can be hypothetically connected with the humidity of plants' habitats. Several attempted tests of aggregative cluster analysis showed no similarity to the real taxonomical structure of the genus Carex. Thus, the phenolic acids' composition cannot be considered as the major taxonomical feature for the genus Carex.

METABOLISM OF PHENYLPROPANOID COMPOUNDS IN SALVIA: II. BIOSYNTHESIS OF PHENOLIC CINNAMIC ACIDS

1959 ◽  
Vol 37 (1) ◽  
pp. 537-547 ◽  
Author(s):  
D. R. McCalla ◽  
A. C. Neish
Keyword(s):  
Caffeic Acid ◽  
Phenolic Acids ◽  
Cinnamic Acid ◽  
Shikimic Acid ◽  
Sinapic Acid ◽  
Coumaric Acid ◽  
Cinnamic Acids ◽  
Phenyllactic Acid ◽  
Salvia Splendens ◽  
Specific Activities

p-Coumaric, caffeic, ferulic, and sinapic acids were found to occur in Salvia splendens Sello in alkali-labile compounds of unknown constitution. A number of C14-labelled compounds were administered to leafy cuttings of salvia and these phenolic acids were isolated after a metabolic period of several hours and their specific activities measured. Cinnamic acid, dihydrocinnamic acid, L-phenylalanine, and (−)-phenyllactic acid were found to be good precursors of the phenolic acids. D-Phenylalanine, L-tyrosine, and (+)-phenyllactic acid were poor precursors. A kinetic study of the formation of the phenolic acids from L-phenylalanine-C14 gave data consistent with the view that p-coumaric acid → caffeic acid → ferulic acid → sinapic acid, and that these compounds can act as intermediates in lignification. Feeding of C14-labelled members of this series showed that salvia could convert any one to a more complex member of the series but not so readily to a simpler member. Caffeic acid-β-C14 was obtained from salvia after the feeding of L-phenylalanine-β-C14 or cinnamic acid-β-C14, and caffeic acid labelled only in the ring was obtained after feeding generally labelled shikimic acid.

scholarly journals The effects of plant density and irrigation on phenolic content in cauliflower 

2017 ◽  
Vol 44 (No. 4) ◽  
pp. 178-185 ◽  
Author(s):  
Alina Kałużewicz ◽  
Jolanta Lisiecka ◽  
Monika Gąsecka ◽  
Włodzimierz Krzesiński ◽  
Tomasz Spiżewski ◽  
...  
Keyword(s):  
Phenolic Compounds ◽  
Ferulic Acid ◽  
Gallic Acid ◽  
Caffeic Acid ◽  
Phenolic Acids ◽  
Plant Density ◽  
Phenolic Content ◽  
Sinapic Acid ◽  
Dry Weight ◽  
Coumaric Acid

This study was conducted to study the influence of plant density and irrigation on the content of phenolic compounds, i.e., phenolic acids and flavonols in cv. ‘Sevilla’ cauliflower curds. Levels of phenolic acids and flavonols were in the range of 3.0–6.2 mg and 25.4–87.8 mg/100 g of dry weight, respectively, depending on plant density and irrigation. Of the phenolic acids, caffeic acid was detected in the highest amount, followed by p-coumaric acid, sinapic acid, gallic acid, and ferulic acid. Of the two flavonols detected, the levels of quercetin were higher than those of kaempferol. The content of the detected phenolic acids (with the exception of ferulic acid) and both flavonols increased with increasing plant density. Furthermore, the concentration of phenolic compounds (with the exception of ferulic acid) was significantly higher under irrigation.

METABOLISM OF PHENYLPROPANOID COMPOUNDS IN SALVIA: II. BIOSYNTHESIS OF PHENOLIC CINNAMIC ACIDS

1959 ◽  
Vol 37 (4) ◽  
pp. 537-547 ◽  
Author(s):  
D. R. McCalla ◽  
A. C. Neish
Keyword(s):  
Caffeic Acid ◽  
Phenolic Acids ◽  
Cinnamic Acid ◽  
Shikimic Acid ◽  
Sinapic Acid ◽  
Coumaric Acid ◽  
Cinnamic Acids ◽  
Phenyllactic Acid ◽  
Salvia Splendens ◽  
Specific Activities

p-Coumaric, caffeic, ferulic, and sinapic acids were found to occur in Salvia splendens Sello in alkali-labile compounds of unknown constitution. A number of C14-labelled compounds were administered to leafy cuttings of salvia and these phenolic acids were isolated after a metabolic period of several hours and their specific activities measured. Cinnamic acid, dihydrocinnamic acid, L-phenylalanine, and (−)-phenyllactic acid were found to be good precursors of the phenolic acids. D-Phenylalanine, L-tyrosine, and (+)-phenyllactic acid were poor precursors. A kinetic study of the formation of the phenolic acids from L-phenylalanine-C14 gave data consistent with the view that p-coumaric acid → caffeic acid → ferulic acid → sinapic acid, and that these compounds can act as intermediates in lignification. Feeding of C14-labelled members of this series showed that salvia could convert any one to a more complex member of the series but not so readily to a simpler member. Caffeic acid-β-C14 was obtained from salvia after the feeding of L-phenylalanine-β-C14 or cinnamic acid-β-C14, and caffeic acid labelled only in the ring was obtained after feeding generally labelled shikimic acid.

scholarly journals Concentrations of Phenolic Acids Are Differently Genetically Determined in Leaves, Flowers, and Grain of Common Buckwheat (Fagopyrum esculentum Moench)

Plants ◽  
2021 ◽  
Vol 10 (6) ◽  
pp. 1142
Author(s):  
Alena Vollmannová ◽  
Janette Musilová ◽  
Judita Lidiková ◽  
Július Árvay ◽  
Marek Šnirc ◽  
...  
Keyword(s):  
Chlorogenic Acid ◽  
Caffeic Acid ◽  
Phenolic Acids ◽  
Sinapic Acid ◽  
Fagopyrum Esculentum ◽  
Blood Cholesterol ◽  
Common Buckwheat ◽  
High Concentration ◽  
Phenolic Substances ◽  
Fagopyrum Esculentum Moench

Common buckwheat (Fagopyrum esculentum Moench) is a valuable source of proteins, B vitamins, manganese, tryptophan, phytochemicals with an antioxidant effect, and the natural flavonoid rutin. Due to its composition, buckwheat supports the human immune system, regulates blood cholesterol, and is suitable for patients with diabetes or celiac disease. The study aimed to compare the allocation of selected phenolic acids (neochlorogenic acid, chlorogenic acid, trans-caffeic acid, trans-p-coumaric acid, trans-sinapic acid, trans-ferulic acid) and flavonoids (rutin, vitexin, quercetin, kaempferol) in the leaves, flowers, and grain of buckwheat cultivars of different origin. The content of individual phenolics was determined by the HPLC-DAD method. The results confirmed the determining role of cultivar on the relative content of chlorogenic acid, trans-caffeic acid, trans-sinapic acid, vitexin, and kaempferol in buckwheat plants. A significantly negative correlation among concentrations of phenolic acids in different common buckwheat plant parts shows that there are different mechanisms of genetic influences on the concentration of phenolic substances in common buckwheat flowers, leaves, and grain. These differences should be taken into account when breeding buckwheat for a high concentration of selected phenolic substances.

Involvement of Phenolics, Flavonoids, and Phenolic Acids in High Yield Characteristics of Rice (Oryza Sativa L.)

2018 ◽  
Vol 68 ◽  
pp. 19-26 ◽  
Author(s):  
Tran Dang Xuan ◽  
Do Tuan Bach ◽  
Tran Dang Dat
Keyword(s):  
Ferulic Acid ◽  
Chlorogenic Acid ◽  
Caffeic Acid ◽  
Phenolic Acids ◽  
Sinapic Acid ◽  
Development Stage ◽  
Vegetative Stage ◽  
High Yield ◽  
Phenolic Contents ◽  
The Difference

The present study examined the correlation between phenolic acids and flavonoids with high rice yield traits of rice. It was observed that the difference of phenolic contents among the tested rice lines occurred only in the vegetative stage. The concentrations of phenolic acids were higher in the rice high yield cultivars than low yield variety in the vegetative stage, but they either decreased dramatically or disappeared during the development stage. Caffeic acid was found only in high yield rice, whereas chlorogenic acid was detected only in low yield rice. Sinapic acid was the dominant phenolic acid in high yield cultivars at vegetative stage (3.7 mg/g), followed by ferulic acid (1.2 mg/g). These findings suggest that caffeic acid, ferulic acid, sinapic acid and chlorogenic acid may play a particular role in forming yield components in rice. The cultivar B3 contained high amount of sinapic acid may be used as a natural source for pharmaceutical use.

scholarly journals Anti-malarial Activity Of Phenolic Acids Is Structurally Related

2020 ◽  
Author(s):  
Prince A Fordjour ◽  
Jonathan P Adjimani ◽  
Bright Asare ◽  
Nancy O Duah-Quashie ◽  
Neils B Quashie
Keyword(s):  
Plasmodium Falciparum ◽  
Ferulic Acid ◽  
Chlorogenic Acid ◽  
Gallic Acid ◽  
Caffeic Acid ◽  
Phenolic Acids ◽  
Rosmarinic Acid ◽  
Protocatechuic Acid ◽  
Antimalarial Activity ◽  
Coumaric Acid

Abstract Background In the absence of an effective vaccine against malaria, chemotherapy remains a major option in the control of the disease. Then, the recent report of the emergence and spread of clones of Plasmodium falciparum resistant to available antimalarial drugs should be of concern as it poses a threat to disease control. Compounds whose pharmacological properties have been determined and touted for other disease can be investigated for antimalarial activity. Phenolic acids (polyphenols) have been reported to exhibit antioxidant, anticancer, anti-inflammatory, antiviral and antibiotic effects. However, information on their antimalarial activity is scanty. Phenolic acids are present in a variety of plant-based foods: mostly high in the skins and seeds of fruits as well as the leaves of vegetables. Systematic assessment of these compounds for antimalarial activity is therefore needed. Method Using the classical in vitro drug test, the antimalarial activities of five hydroxycinnamic acids, (caffeic acid, rosmarinic acid, chlorogenic acid, o-Coumaric acid and ferulic acid) and two hydroxybenzoic acids (gallic acid and protocatechuic acid) against 3D7 clones of Plasmodium falciparum was determined. Results Among the phenolic acids tested, caffeic acid and gallic acid were found to be the most effective, with mean IC 50 value of 17.73µg/ml and 26.59µg/ml respectively for three independent determinations. Protocatechuic acid had an IC 50 value of 30.08 µg/ml. Rosmarinic acid and chlorogenic acid, showed moderate antimalarial activities with IC 50 values of 103.59µg/ml and 105µg/ml respectively. The IC 50 values determined for ferulic acid and o-Coumaric acid were 93.36µg/ml and 82.23µg/ml respectively. Conclusion The outcome of this study suggest that natural occurring phenolic compounds have appreciable level of antimalarial activity which can be exploited for use through combination of actions/efforts including structural manipulation to attain an increase in their antimalarial effect. Eating of natural food products rich in these compounds could provide antimalarial prophylactic effect.

scholarly journals Free and bound phenolic acids in inflorescences and rhizomes with roots of Hieracium pilosella L. (Asteraceae)

2011 ◽  
Vol 75 (3) ◽  
pp. 215-218
Author(s):  
Tadeusz Krzaczek ◽  
Monika Gawrońska-Grzywacz
Keyword(s):  
Phenolic Compounds ◽  
Caffeic Acid ◽  
Phenolic Acids ◽  
Hplc Method ◽  
Plant Materials ◽  
Hieracium Pilosella ◽  
Rp Hplc ◽  
Medicinal Properties

The analysis of the fractions of free and bound, liberated by hydrolysis, phenolic acids in the inflorescences and rhizomes with roots of <em>Hieracium pilosella</em> L. was conducted by 2D-TLC and RP-HPLC methods. In the inflorescences fourteen phenolic acids were found: chlorogenic, gallic, protocatechuic, homoprotocatechuic, caffeic, gentisic, p-hydroxyphenylacetic, p-hydroxybenzoic, m-hydroxybenzoic, p-coumaric, syringic, vanillic, ferulic and salicylic. In the rhizomes with roots nine phenolic acids were identified: chlorogenic, gallic, homoprotocatechuic, caffeic, gentisic, p- hydroxyphenylacetic, p-hydroxybenzoic, syringic and vanillic. By means of the RP-HPLC method the contents of major acids were estimated which ranged from 0.01 mg% up to 139.50 mg%. Caffeic acid is the remarkably dominating constituent of both plant materials. Phenolic compounds may contribute to invasiveness and medicinal properties of this species.

scholarly journals Synthesis of hydroxycinnamoyl shikimates and their role in monolignol biosynthesis

Holzforschung ◽  
2021 ◽  
Vol 0 (0) ◽  
Author(s):  
Dharshana Padmakshan ◽  
Vitaliy I. Timokhin ◽  
Fachuang Lu ◽  
Paul F. Schatz ◽  
Ruben Vanholme ◽  
...  
Keyword(s):  
Substrate Specificity ◽  
Caffeic Acid ◽  
Biosynthetic Pathway ◽  
Shikimic Acid ◽  
Sinapic Acid ◽  
Enzyme Characterization ◽  
Hydroxycinnamic Acids ◽  
Coumaric Acid ◽  
Monolignol Biosynthesis

Abstract Hydroxycinnamoyl shikimates were reported in 2005 to be intermediates in monolignol biosynthesis. 3-Hydroxylation of p-coumarate, originally thought to occur via coumarate 3-hydroxylase (C3H) from p-coumaric acid or its CoA thioester, was revealed to be via the action of coumaroyl shikimate 3′-hydroxylase (C3′H) utilizing p-coumaroyl shikimate as the substrate, itself derived from p-coumaroyl-CoA via hydroxycinnamoyl-CoA: shikimate hydroxycinnamoyltransferase (HCT). The same HCT was conjectured to convert the product, caffeoyl shikimate, to caffeoyl-CoA to continue on the pathway starting with its 3-O-methylation. At least in some plants, however, a more recently discovered caffeoyl shikimate esterase (CSE) enzyme hydrolyzes caffeoyl shikimate to caffeic acid from which it must again produce its CoA thioester to continue on the monolignol biosynthetic pathway. HCT and CSE are therefore monolignol biosynthetic pathway enzymes that have provided new opportunities to misregulate lignification. To facilitate studies into the action and substrate specificity of C3H/C3′H, HCT, and CSE enzymes, as well as for metabolite authentication and for enzyme characterization, including kinetics, a source of authentic substrates and products was required. A synthetic scheme starting from commercially available shikimic acid and the four key hydroxycinnamic acids (p-coumaric, caffeic, ferulic, and sinapic acid) has been developed to provide this set of hydroxycinnamoyl shikimates for researchers.

Phenolic acids in the fibre of some tropical grasses, effect on feed quality, and their metabolism by sheep

1993 ◽  
Vol 44 (5) ◽  
pp. 1123 ◽  
Author(s):  
JB Lowry ◽  
EA Sumpter ◽  
CS McSweeney ◽  
AC Schlink ◽  
B Bowden
Keyword(s):  
Cell Wall ◽  
Phenolic Acids ◽  
Hippuric Acid ◽  
Nitrogen Loss ◽  
Sinapic Acid ◽  
Coumaric Acid ◽  
Tropical Grasses ◽  
Dry Matter Loss ◽  
Ferulic Acids

A feature of the composition of dry-season tropical grasses, which may in part account for their lower digestibility, is the relatively high content of hydroxycinnamic acids covalently bound in the cell wall. The main phenolic acids liberated on mild alkaline hydrolysis in 19 species of native and introduced grasses in North Queensland were p-coumaric and ferulic acids, with the former predominating in 16 species. Caffeic acid was found in three species and sinapic acid in trace amounts. Total acids occurred at approximately 10 g/kg in most species, but were found at 50 g/kg in one species. When five of the species were fed as the sole diet to sheep, intake and digestibility were not clearly related to phenolic acid level in the diet. However, output of hippuric acid in the urine increased with the daily dietary intake of phenolic acids, and nitrogen excreted as hippurate was equivalent to as much as 17% of the total nitrogen in the diet. The effect of free acids on rumen function was tested by adding p-coumaric and ferulic acid directly to the diet. In contrast to the implications of numerous in vitro studies, intake and digestibility were not affected. Dry matter loss from intraruminal nylon bags was also not affected by administration of these compounds. In addition to hippuric acid, cinnamoylglycine was identified as a urinary metabolite. This appeared in animals on most of the grass diets, and was enhanced following administration of ferulic or p-coumaric acid, but not benzoic acid. It seems that phenolic acids liberated from the cell wall are unlikely to have an adverse effect on rumen microbial metabolism, but impose a serious nitrogen loss for animals on diets already deficient in nitrogen.

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