17763-68-7Relevant academic research and scientific papers
Chemical synthesis and biological evaluation of second-generation palmerolide a analogues
Ravu, Vengala Rao,Leung, Gulice Y. C.,Lim, Chek Shik,Ng, Sin Yee,Sum, Rong Ji,Chen, David Y.-K.
supporting information; experimental part, p. 463 - 468 (2011/04/17)
In this communication, second-generation analogues of palmerolide A, a recently reported cytotoxic agent against melanoma cancer cells, were rationally designed, synthesized, and biologically evaluated. Structural variations of the enamide side chain and the C1-C8 segment of palmerolide A revealed a narrow structure-activity relationship window of the newly synthesized compounds. In addition, mechanistic and pharmacological studies were performed to assess the therapeutic potential of palmerolide A. Synthesis and biological evaluation of second-generation palmerolide A analogues are reported. This study focused on further modification of the enamide side chain, and the C1-C8 carbon backbone of palmerolide A. Structure-activity relationship, mechanistic, and pharmacological investigations of the palmerolide compounds pave the foundation for the ensuing in vivo studies.
Biaryl and aryl ketone synthesis via Pd-catalyzed decarboxylase coupling of carboxylate salts with aryl triflates
Goossen, Lukas J.,Linder, Christophe,Rodriguez, Nuria,Lange, Paul P.
supporting information; experimental part, p. 9336 - 9349 (2010/04/03)
A bimetallic catalyst system has been developed that for the first time allows the decarboxylative crosscoupling of aryl and acyl carboxylates with aryl triflates. In contrast to aryl halides, these electrophiles give rise to non-coordinating anions as byproducts, which do not interfere with the decarboxylation step that leads to the generation of the carbon nucleophilic crosscoupling partner. As a result, the scope of carboxylate substrates usable in this transformation was extended from ortho-substituted or otherwise activated derivatives to a broad range of ortho-, meta-, and para-substituted aromatic carboxylates. Two alternative protocols have been optimized, one involving heating the substrates in the presence of CuI/1,10- phenanthroline (10-15 mol %) and PdI2/phosphine (23 mol%) in NMP for 1-24 h, the other involving CuI/l,10-phenanthroline (615mol%) and PdBr2/Tol-BINAP (2 mol % ) in NMP using microwave heating for 5-10 min. While most products are accessible using standard heating, the use of microwave irradiation was found to be beneficial especially for the conversion of non-activated carboxylates with functionalized aryl triflates. The synthetic utility of the transformation is demonstrated with 48 examples showing the scope and limitations of both protocols. In mechanistic studies, the special role of microwave irradiation is elucidated, and further perspectives of decarboxylase crosscouplings are discussed.
Benzenoid derivatives of 15-hydroxyeicosatetraenoic acid and methods of their use in treating dry eye disorders
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Example 2, (2008/06/13)
Benzenoid HETE derivatives and methods of their use for treating dry eye are disclosed.
Synthesis of structural analogs of leukotriene B4 and their receptor binding activity
Kingsbury,Pendrak,Leber,Boehm,Mallet,Sarau,Foley,Schmidt,Daines
, p. 3308 - 3320 (2007/10/02)
Structural analogs of leukotriene B4 (LTB4) were designed using a preferred conformation of LTB4 (1). Appending an aromatic ring scaffold between LTB4 carbons 7 and 11 led to quinoline analogs 3 and 15. A simila
