69502-96-1Relevant academic research and scientific papers
Metal-mediated alkynediol cycloisomerization: First and second generation formal total syntheses of didemniserinolipid B
Das, Shyamsundar,Induvadana, Boddeti,Ramana
, p. 1881 - 1896 (2013/04/23)
A formal total synthesis of didemniserinolipid B was developed by employing a regioselective metal-mediated 6-endo-dig alkynol-cycloisomerization reaction. Two routes for the synthesis of key Burke's intermediate have been developed. Our initial approach
A formal synthesis of (+)-didemniserinolipid B employing a Pd-mediated 6-endo selective alkynediol cycloisomerization
Ramana,Induvadana, Boddeti
scheme or table, p. 271 - 273 (2009/04/11)
Herein, we describe a concise assembly of central 6,8-dioxabicyclo[3,2,1]octane core of didemniserinolipid by employing a Pd-mediated alkynediol cycloisomerization and a formal total synthesis of didemniserinolipid B.
(Carboxyalkyl)benzyl propargyl ethers as selective inhibitors of leukocyte-type 12-lipoxygenases
Gorins, Gilles,Kuhnert, Lethea,Johnson, Carl R.,Marnett, Lawrence J.
, p. 4871 - 4878 (2007/10/03)
A series of (carboxyalkyl)benzyl propargyl ethers was synthesized and tested as inhibitors of 12-lipoxygenase (12-LO) from porcine leukocyte cytosol. Optimum activity was displayed by 3-[4-[(2- tridecynyloxy)methyl]phenyl]propanoic acid. Altering the length of the alkyl side chain attached to the acetylenic group reduced activity. Changing the substitution pattern in the (carboxyalkyl)benzyl group from para to meta or ortho also reduced activity. Analogs in which the triple bond was replaced by a double bond or an allene displayed reduced activity, whereas fully saturated analogs were inactive. High concentrations (10 μM) of the most potent acetylenic (carboxylalkyl)benzyl ethers did not inhibit human platelet 12-LO, human neutrophil 5-LO, rabbit reticulocyte 15-LO, or soybean 15-LO. Thus, this class of compounds represents the first example of isoform specific LO inhibitors.
A general approach to the enantiomeric synthesis of lipidic α-amino acids, peptides and vicinal amino alcohols
Kokotos, George,Padron, Jose M.,Noula, Caterina,Gibbons, William A.,Martin, Victor S.
, p. 857 - 866 (2007/10/03)
A general methodology for the synthesis of saturated lipidic amino acids based on the oxidative cleavage of amino diols obtained by the regioselective opening of enantiomerically enriched 2,3-epoxy alcohols is described. The method opens the way to the synthesis of the enantiomers of lipidic 2-amino alcohols and homo- and hetero-peptides.
