33707-76-5Relevant academic research and scientific papers
Aliphatic pyrrolidine amides from two tropical convolvulaceous species
Tofern, Britta,Mann, Petra,Kaloga, MacKi,Jenett-Siems, Kristina,Witte, Ludger,Eich, Eckart
, p. 1437 - 1441 (1999)
Seven aliphatic pyrrolidine amides with branched and linear saturated C15-C19 acyl moieties were detected in vegetative plant organs of Ipomoea aquatica and Merremia quinquefolia as well as in seeds of M. quinquefolia by GC-MS analysis. One of the compounds was isolated from both species and characterized as 1-(14-methylhexadecanoyl)pyrrolidine, a new natural product. The presence of 1-hexadecanoylpyrrolidine and 1-octadecanoylpyrrolidine was confirmed by comparison of their GC-MS data with those of synthesized compounds.
A Convenient Protocol for the Synthesis of Fatty Acid Amides
Johansson, Silje J. R.,Johannessen, Tonje,Ellefsen, Christiane F.,Ristun, Mali S.,Antonsen, Simen,Hansen, Trond V.,Stenstrom, Yngve,Nolsoe, Jens M. J.
supporting information, p. 213 - 217 (2019/01/14)
Several classes of biologically occurring fatty acid amides have been reported from mammalian and plant sources. Many amides conjugated with fatty acids of mammalian origin exhibit specific activation of individual receptors. Their potential as pharmacological tools or as lead compounds towards the development of novel therapeutics is of great interest. Hence, access to such amides by a practical, high-yielding and scalable protocol without affecting the geometry or position of sensitive functionalities is needed. A protocol that meets all these requirements involves activation of the corresponding acid with carbonyl diimidazole (CDI) followed by reaction with the desired amine or its hydrochloride. More than fifty compounds have been prepared in generally high yields.
Antiproliferative activity of synthetic fatty acid amides from renewable resources
Dos Santos, Daiane S.,Piovesan, Luciana A.,D'Oca, Caroline R. Montes,Hack, Carolina R. Lopes,Treptow, Tamara G.M.,Rodrigues, Marieli O.,Vendramini-Costa, Débora B.,Ruiz, Ana Lucia T.G.,De Carvalho, Jo?o Ernesto,D'Oca, Marcelo G. Montes
supporting information, p. 340 - 347 (2015/02/02)
In the work, the in vitro antiproliferative activity of a series of synthetic fatty acid amides were investigated in seven cancer cell lines. The study revealed that most of the compounds showed antiproliferative activity against tested tumor cell lines, mainly on human glioma cells (U251) and human ovarian cancer cells with a multiple drug-resistant phenotype (NCI-ADR/RES). In addition, the fatty methyl benzylamide derived from ricinoleic acid (with the fatty acid obtained from castor oil, a renewable resource) showed a high selectivity with potent growth inhibition and cell death for the glioma cell line - the most aggressive CNS cancer.
One pot direct synthesis of amides or oxazolines from carboxylic acids using Deoxo-Fluor reagent
Kangani, Cyrous O.,Kelley, David E.
, p. 8917 - 8920 (2007/10/03)
A mild and highly efficient one pot-one step condensation and/or condensation-cyclization of various acids to amides and/or oxazolines using Deoxo-Fluor reagents is described. Parallel syntheses of various free fatty acids with 2-amino-2,2-dimethyl-1-propanol resulted with excellent yields.
Triazolopyridine, a New Derivative for the Structural Determination of Fatty Acids by Gas Chromatography/Mass Spectrometry
Vetter, Walter,Meister, Walter,Oesterhelt, Gottfried
, p. 566 - 572 (2007/10/02)
Triazolopyridine is proposed as a new derivative for the location of branches and double bonds in fatty acids.It is compared with previously used derivatives and found to be clearly superior to the pyrrolidide and slightly superior to the β-picolinyl ester with regard to the structure-specific fragmentation pattern.It is prepared by reacting the activated acid with 2-hydrazinopyridine followed by cyclization.
