Synthesis of a series of caffeic acid phenethyl amide (CAPA) fluorinated derivatives: comparison of cytoprotective effects to caffeic acid phenethyl ester (CAPE).
Summary of "Synthesis of a series of caffeic acid phenethyl amide (CAPA) fluorinated derivatives: comparison of cytoprotective effects to caffeic acid phenethyl ester (CAPE)."
A series of catechol ring-fluorinated derivatives of caffeic acid phenethyl amide (CAPA) were synthesized and screened for cytoprotective activity against H2O2 induced oxidative stress in human umbilical vein endothelial cells (HUVEC). CAPA and three fluorinated analogs were found to be significantly cytoprotective when compared to control, with no significant difference in cytoprotection between caffeic acid phenethyl ester (CAPE) and CAPA.
Affiliation
Division of Pharmaceutics, College of Pharmacy, The University of Texas, Austin, TX 78712, USA.
Journal Details
This article was published in the following journal.
Name: Bioorganic & medicinal chemistry
ISSN: 1464-3391
Pages: 5032-8
Links
- PubMed Source: http://www.ncbi.nlm.nih.gov/pubmed/20598894
- DOI: http://dx.doi.org/10.1016/j.bmc.2010.05.080
Medical and Biotech [MESH] Definitions
Caffeic Acids
A class of phenolic acids related to chlorogenic acid, p-coumaric acid, vanillic acid, etc., which are found in plant tissues. It is involved in plant growth regulation.
Prostaglandin H2
A cyclic endoperoxide intermediate produced by the action of CYCLOOXYGENASE on ARACHIDONIC ACID. It is further converted by a series of specific enzymes to the series 2 prostaglandins.
Antibodies
Immunoglobulin molecules having a specific amino acid sequence by virtue of which they interact only with the ANTIGEN (or a very similar shape) that induced their synthesis in cells of the lymphoid series (especially PLASMA CELLS).
Amide Synthases
Enzymes that catalyze the joining of either ammonia or an amide with another molecule, in which the linkage is in the form of a carbon-nitrogen bond. EC 6.3.1.
P-aminohippuric Acid
The glycine amide of 4-aminobenzoic acid. Its sodium salt is used as a diagnostic aid to measure effective renal plasma flow (ERPF) and excretory capacity.
PubMed Articles
Stability of Caffeic Acid Phenethyl Amide (CAPA) in Rat Plasma.
A validated C(18) reverse-phase HPLC method with UV detection at 320 nm was developed and used for the stability evaluation of caffeic acid phenethyl amide (CAPA) and caffeic acid phenethyl ester (C...
Lipase-catalyzed caffeic acid phenethyl ester (CAPE) synthesis in ionic liquid, 1-ethyl-3-methylimidazolium bis[(trifluoromethyl)sulfonyl]imide ([Emim][Tf(2)N]), was investigated in this study. The ef...
Antioxidative activity of propolis extract in yeast cells.
The antioxidative activities of propolis and its main phenolic compounds, caffeic acid, p-coumaric acid, ferulic acid, and caffeic acid phenethyl ester, were investigated in the yeast Saccharomyces c...
Enzymatic synthesis of caffeic acid phenethyl ester analogues in ionic liquid.
An efficient procedure for transesterification of methyl caffeate was developed to produce caffeic acid phenethyl ester analogues with Candida antarctica lipase B using an ionic liquid, 1-butyl-3-meth...
A simple, reliable and sensitive method for the simultaneous determination of caffeic acid phenethyl ester (CAPE) and its metabolite caffeic acid (CA) in dog plasma was developed using liquid chromato...
Clinical Trials
Study of Phenethyl Isothiocyanate in Lymphoproliferative Disorders
The goal of this clinical research study is to learn the highest tolerable dose of phenethyl isothiocyanate (PEITC) that can be given to patients who have a lymphoproliferative disorder th...
Phenethyl Isothiocyanate in Preventing Lung Cancer in Smokers
RATIONALE: Chemoprevention is the use of certain drugs to keep cancer from forming. The use of phenethyl isothiocyanate may prevent lung cancer in people who smoke cigarettes. PURPOSE: Th...
Exendin(9-39)Amide as a Glucagon-Like Peptide-1 (GLP-1) Receptor Antagonist in Humans
The purpose of this study is to determine the dose of the GLP-1 receptor antagonist exendin(9-39) which blocks the insulinotropic action of synthetic GLP-1 by at least 95%.
Study of Bile Acids in Patients With Peroxisomal Disorders
OBJECTIVES: I. Determine the effectiveness of oral bile acid therapy with cholic acid, chenodeoxycholic acid, and ursodeoxycholic acid in patients with peroxisomal disorders involving impa...
Study of Oral Cholic Acid in Patients With Inborn Errors of Bile Acid Synthesis
OBJECTIVES: I. Extend the screening procedures for the identification of patients with inborn errors in bile acid synthesis. II. Determine the pathophysiology of newly described...
