scholarly journals A Novel Approach in Cinnamic Acid Synthesis: Direct Synthesis of Cinnamic Acids from Aromatic Aldehydes and Aliphatic Carboxylic Acids in the Presence of Boron Tribromide

Molecules ◽  
2005 ◽  
Vol 10 (2) ◽  
pp. 481-487 ◽  
Author(s):  
C. Chiriac ◽  
F. Tanasa ◽  
M. Onciu
Keyword(s):  
Carboxylic Acids ◽  
Cinnamic Acid ◽  
Direct Synthesis ◽  
Aromatic Aldehydes ◽  
Acid Synthesis ◽  
Cinnamic Acids ◽  
Novel Approach ◽  
Boron Tribromide ◽  
Aliphatic Carboxylic Acids

A New Direct Synthesis of Cinnamic Acids from Aromatic Aldehydes and Aliphatic Carboxylic Acids in the Presence of Sodium Borohydride.

ChemInform ◽  
2003 ◽  
Vol 34 (30) ◽  
Author(s):  
Constantin I. Chiriac ◽  
Fulga Tanasa ◽  
Marioara Onciu
Keyword(s):  
Carboxylic Acids ◽  
Sodium Borohydride ◽  
Direct Synthesis ◽  
Aromatic Aldehydes ◽  
Cinnamic Acids ◽  
Aliphatic Carboxylic Acids

A new direct synthesis of cinnamic acids from aromatic aldehydes and aliphatic carboxylic acids in the presence of sodium borohydride

2003 ◽  
Vol 44 (17) ◽  
pp. 3579-3580 ◽  
Author(s):  
Constantin I Chiriac ◽  
Fulga Tanasa ◽  
Marioara Onciu
Keyword(s):  
Carboxylic Acids ◽  
Sodium Borohydride ◽  
Direct Synthesis ◽  
Aromatic Aldehydes ◽  
Cinnamic Acids ◽  
Aliphatic Carboxylic Acids

ChemInform Abstract: A Novel Direct Boron-Mediated Synthesis of Cinnamic Acids from Aromatic Aldehydes and Aliphatic Carboxylic Acids.

ChemInform ◽  
2010 ◽  
Vol 41 (44) ◽  
pp. no-no
Author(s):  
Constantin I. Chiriac ◽  
Fulga Tanasa ◽  
Marioara Nechifor
Keyword(s):  
Carboxylic Acids ◽  
Aromatic Aldehydes ◽  
Cinnamic Acids ◽  
Aliphatic Carboxylic Acids

Direct Synthesis of Esters and Amides from Unprotected Hydroxyaromatic and -aliphatic Carboxylic Acids

2006 ◽  
Vol 71 (9) ◽  
pp. 3364-3374 ◽  
Author(s):  
Alan R. Katritzky ◽  
Sanjay K. Singh ◽  
Chunming Cai ◽  
Sergey Bobrov
Keyword(s):  
Carboxylic Acids ◽  
Direct Synthesis ◽  
Aliphatic Carboxylic Acids

Microbial Formation of Substituted Styrenes

1989 ◽  
Vol 44 (9-10) ◽  
pp. 765-770 ◽  
Author(s):  
Hans-Adolf Arfmann ◽  
Wolf-Rainer Abraham
Keyword(s):  
Carboxylic Acids ◽  
Benzene Ring ◽  
Cinnamic Acid ◽  
Methoxy Group ◽  
Methyl Chloride ◽  
Side Chains ◽  
Cinnamic Acids ◽  
Cinnamic Acid Derivatives ◽  
Aromatic Carboxylic Acids ◽  
High Yields

Various mono- and disubstituted cinnamic acid derivatives and aromatic carboxylic acids with saturated side chains were incubated mainly with Bacillus, Candida, Hansenula, and Saccharomyces strains. The cinnamic acids carrying a hydroxy- and/or a methoxy group at the 3- and/or 4-position of the benzene ring were decarboxylated with high yields. Most of the reactions were terminated within 24 to 48 h. Substitution at other ring positions afforded also decarboxylation, but at much lower yields. Derivatives with other residues like methyl, chloride, or bromide were not transform ed to the respective styrene. None of the saturated aromatic carboxylic acids could be decarboxylated by the strains used.

Direct Synthesis of Esters and Amides from Unprotected Hydroxyaromatic and -aliphatic Carboxylic Acids.

ChemInform ◽  
2006 ◽  
Vol 37 (37) ◽  
Author(s):  
Alan R. Katritzky ◽  
Sanjay K. Singh ◽  
Chunming Cai ◽  
Sergey Bobrov
Keyword(s):  
Carboxylic Acids ◽  
Direct Synthesis ◽  
Aliphatic Carboxylic Acids

scholarly journals Decarboxylation of Sorbic Acid by Spoilage Yeasts Is Associated with the PAD1 Gene

2007 ◽  
Vol 73 (20) ◽  
pp. 6534-6542 ◽  
Author(s):  
Malcolm Stratford ◽  
Andrew Plumridge ◽  
David B. Archer
Keyword(s):  
Carboxylic Acids ◽  
Cinnamic Acid ◽  
Sorbic Acid ◽  
Debaryomyces Hansenii ◽  
Pichia Anomala ◽  
Gas Chromatography Mass Spectrometry ◽  
Cinnamic Acids ◽  
Mechanism Of Resistance ◽  
Spoilage Yeast ◽  
Spoilage Yeasts

ABSTRACT The spoilage yeast Saccharomyces cerevisiae degraded the food preservative sorbic acid (2,4-hexadienoic acid) to a volatile hydrocarbon, identified by gas chromatography mass spectrometry as 1,3-pentadiene. The gene responsible was identified as PAD1, previously associated with the decarboxylation of the aromatic carboxylic acids cinnamic acid, ferulic acid, and coumaric acid to styrene, 4-vinylguaiacol, and 4-vinylphenol, respectively. The loss of PAD1 resulted in the simultaneous loss of decarboxylation activity against both sorbic and cinnamic acids. Pad1p is therefore an unusual decarboxylase capable of accepting both aromatic and aliphatic carboxylic acids as substrates. All members of the Saccharomyces genus (sensu stricto) were found to decarboxylate both sorbic and cinnamic acids. PAD1 homologues and decarboxylation activity were found also in Candida albicans, Candida dubliniensis, Debaryomyces hansenii, and Pichia anomala. The decarboxylation of sorbic acid was assessed as a possible mechanism of resistance in spoilage yeasts. The decarboxylation of either sorbic or cinnamic acid was not detected for Zygosaccharomyces, Kazachstania (Saccharomyces sensu lato), Zygotorulaspora, or Torulaspora, the genera containing the most notorious spoilage yeasts. Scatter plots showed no correlation between the extent of sorbic acid decarboxylation and resistance to sorbic acid in spoilage yeasts. Inhibitory concentrations of sorbic acid were almost identical for S. cerevisiae wild-type and Δpad1 strains. We concluded that Pad1p-mediated sorbic acid decarboxylation did not constitute a significant mechanism of resistance to weak-acid preservatives by spoilage yeasts, even if the decarboxylation contributed to spoilage through the generation of unpleasant odors.

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