Zur Biosynthese der Benzoesäuren in Gaultheria procumbens III

1966 ◽  
Vol 21 (5) ◽  
pp. 435-439 ◽  
Author(s):  
Karl-Otto Vollmer ◽  
Hans Grisebach
Keyword(s):  
Gas Chromatography ◽  
Thin Layer ◽  
Silicic Acid ◽  
Cinnamic Acid ◽  
Vanillic Acid ◽  
Benzoic Acids ◽  
Coumaric Acid ◽  
Gentisic Acid ◽  
Gaultheria Procumbens

The cinnamic and benzoic acids present in Gaultheria procumbens could be separated by a combination of thin layer, paper, silicic acid, and gas chromatography. After administration of cinnamic-, o-coumaric-, and p-coumaric acid-[3-14C] to this plant, the amount of radioactivity in salicylic, p-hydroxybenzoic, gentisic, protocatechuic, and vanillic acid was quantitatively compared. Whereas all five of the latter acids were radioactive with cinnamic acid as the precursor, onky salicylic and gentisic acid contained radioactivity after administration of o-coumaric acid and only p-hydroxybenzoic, protocatechuic, and vanillic acid were radioactive with p-coumaric acid as the precursor. The results show that the hydroxylation pattern of the benzoic acids can be determined at the cinnamic acid stage.

Zur Biosynthese der Benzoesäure in Gaultheria procumbens L. II

1964 ◽  
Vol 19 (9) ◽  
pp. 781-783 ◽  
Author(s):  
Hans Grisebach ◽  
Karl-Otto Vollmer
Keyword(s):  
Salicylic Acid ◽  
Cinnamic Acid ◽  
Protocatechuic Acid ◽  
Total Activity ◽  
Syringic Acid ◽  
The Other ◽  
Carboxyl Group ◽  
Hydroxybenzoic Acid ◽  
Benzoic Acids ◽  
Gaultheria Procumbens

Further investigations on the biosynthesis of benzoic acids in Gaultheria procumbens L. have shown that besides salicylic acid all the other benzoic acids (gentisinic acid, p-hydroxybenzoic acid, protocatechuic acid, o-pyrocatechuic acid(?), syringic acid and vanillinic acid) can be formed from cinnamic acid. In the case of vanillinic acid it was proved that the total activity is located in the carboxyl group when cinnamic acid-[3-14C] is the precursor.Formiat-14C is incorporated into the methylester group of methylsalicylate.

Degradation of ferulic acid via 4-vinylguaiacol by Fusarium solani (Mart.) Sacc.

1986 ◽  
Vol 32 (6) ◽  
pp. 494-497 ◽  
Author(s):  
S. Nazareth ◽  
S. Mavinkurve
Keyword(s):  
Ferulic Acid ◽  
Aromatic Ring ◽  
Cinnamic Acid ◽  
Metabolic Pathway ◽  
Vanillic Acid ◽  
Fusarium Solani ◽  
Protocatechuic Acid ◽  
Pure Form ◽  
Coumaric Acid ◽  
Transient Intermediate

Fusarium solani (Mart.) Sacc. metabolizes ferulic acid to a transient intermediate, 4-vinylguaiacol, a compound hitherto not reported in the metabolic pathway of ferulic acid in fungi. The compound was isolated in pure form and identified spectrometrically. 4-Vinylguaiacol was further metabolized to vanillin, vanillic acid, and protocatechuic acid, followed by ortho cleavage of the aromatic ring. The organism was also found to catabolize eugenol and p-coumaric acid, but not cinnamic acid.

scholarly journals Allelopathic Potential of Rice and Identification of Published Allelochemicals by Cloud-Based Metabolomics Platform

Metabolites ◽  
2020 ◽  
Vol 10 (6) ◽  
pp. 244
Author(s):  
Thi L. Ho ◽  
Tu T. C. Nguyen ◽  
Danh C. Vu ◽  
Nhu Y. Nguyen ◽  
Trang T. T. Nguyen ◽  
...  
Keyword(s):  
Biological Control ◽  
Salicylic Acid ◽  
Oryza Sativa ◽  
Cinnamic Acid ◽  
Vanillic Acid ◽  
Rice Production ◽  
Rice Cultivars ◽  
Coumaric Acid ◽  
Weed Biological Control ◽  
Allelopathic Potential

The methanol extracts of nine popular cultivated Vietnamese rice cultivars (Oryza sativa L.cv. OM 2395, 5451, 6976, 380, 5930, 4498, 3536, N406, and 7347) were used to explore their allelopathic potential on barnyardgrass (Echinochola crus-galli L.). At 0.1 g mL−1, OM 5930, OM 4498, and OM 6976 correlatively possessed greatest phytotoxicity on barnyardgrass shoot (98.77%, 90.75%, and 87.17%) and root (99.39%, 92.83%, and 86.56%) growth. The following study aimed to detect previously-known allelochemicals in those rice using XCMS online cloud-based metabolomics platform. Twenty allelochemicals were semi-quantified and seven of them were detected predominantly and five was putatively confirmed in OM 5930 (mg/ 100g fresh rice) as salicylic acid (5.0076), vanillic acid (0.1246), p-coumaric acid (0.1590), 2,4-dimethoxybenzoic acid (0.1045), and cinnamic acid (3.3230). These compounds were active at concentrations greater than 0.5 mM and the average EC50 were 1.24 mM. The results indicated that OM 5930 may use as promising candidates in weed biological control for rice production.

Metabolism of cinnamic, p-coumaric, and ferulic acids by Streptomyces setonii

1983 ◽  
Vol 29 (10) ◽  
pp. 1253-1257 ◽  
Author(s):  
John B. Sutherland ◽  
Don L. Crawford ◽  
Anthony L. Pometto III
Keyword(s):  
Ferulic Acid ◽  
Yeast Extract ◽  
Cinnamic Acid ◽  
Vanillic Acid ◽  
Protocatechuic Acid ◽  
Oxygen Electrode ◽  
Ring Cleavage ◽  
Initial Growth ◽  
Coumaric Acid ◽  
Catechol 1,2 Dioxygenase

Streptomyces setonii strain 75Vi2 was grown at 45 °C in liquid media containing yeast extract and trans-cinnamic acid, p-coumaric acid, ferulic acid, or vanillin. Gas chromatography, thin-layer chromatography, and mass spectrometry showed that cinnamic acid was catabolized via benzaldehyde, benzoic acid, and catechol; p-coumaric acid was catabolized via p-hydroxybenzaldehyde, p-hydroxybenzoic acid, and protocatechuic acid; ferulic acid was catabolized via vanillin, vanillic acid, and protocatechuic acid. When vanillin was used as the initial growth substrate, it was catabolized via vanillic acid, guaiacol, and catechol. The inducible ring-cleavage dioxygenases catechol 1,2-dioxygenase and protocatechuate 3,4-dioxygenase were detected with an oxygen electrode in cell-free extracts of cultures grown in media with aromatic growth substrates and yeast extract.

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