165273-05-2Relevant articles and documents
CALPAIN MODULATORS AND THERAPEUTIC USES THEREOF
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Paragraph 1365, (2018/04/17)
Disclosed herein are small molecule calpain modulator compositions, pharmaceutical compositions, the use and preparation thereof.
Nazumazoles A-C, cyclic pentapeptides dimerized through a disulfide bond from the marine sponge theonella swinhoei
Fukuhara, Kazuya,Takada, Kentaro,Okada, Shigeru,Matsunaga, Shigeki
supporting information, p. 2646 - 2648 (2015/06/16)
A mixture of nazumazoles A-C (1-3) was purified from the extract of the marine sponge Theonella swinhoei. The mixture was eluted as an extraordinarily broad peak in the reversed-phase HPLC. The structures of nazumazoles were determined by interpretation o
SPIRO COMPOUNDS AS HEPATITIS C VIRUS INHIBITORS
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Paragraph 0453, (2015/11/09)
Disclosed are spiro compounds of formula (I), or stereomers, geometric isomers, tautomers, nitrogen oxides, hydrates, solvates, metabolites, pharmaceutically acceptable salts or prodrugs thereof. The compounds can be used to treat hepatitis C virus (HCV) infection or hepatitis C disease. Furthermore disclosed are pharmaceutical compositions containing the compounds and the method of using the compounds or pharmaceutical compositions in the treatment of HCV infection or hepatitis C disease.
Thrombin inhibitors from the freshwater cyanobacterium Anabaena compacta
Anas, Andrea Roxanne J.,Kisugi, Takaya,Umezawa, Taiki,Matsuda, Fuyuhiko,Okino, Tatsufumi,Campitelli, Marc R.,Quinn, Ronald J.
supporting information, p. 1546 - 1552,7 (2012/12/12)
Bioassay-guided investigation of the cyanobacterium Anabaena compacta extracts afforded spumigin J (1) and the known thrombin inhibitor spumigin A (2). The absolute configuration of 1 was analyzed by advanced Marfey's methodology. Compounds 1 and 2 inhibi
Thrombin inhibitors from the freshwater cyanobacterium Anabaena compacta
Anas, Andrea Roxanne J.,Kisugi, Takaya,Umezawa, Taiki,Matsuda, Fuyuhiko,Campitelli, Marc R.,Quinn, Ronald J.,Okino, Tatsufumi
supporting information, p. 1546 - 1552 (2013/01/15)
Bioassay-guided investigation of the cyanobacterium Anabaena compacta extracts afforded spumigin J (1) and the known thrombin inhibitor spumigin A (2). The absolute configuration of 1 was analyzed by advanced Marfey's methodology. Compounds 1 and 2 inhibi
Concise, stereoselective route to the four diastereoisomers of 4-methylproline
Murphy, Annabel C.,Mitova, Maya I.,Blunt, John W.,Munro, Murray H.G.
experimental part, p. 806 - 809 (2009/04/07)
The full stereochemical characterization of 4-methylproline, a rare amino acid found in a number of peptidic secondary metabolites, has often been hindered by long reaction sequences or low stereoselectivity in the synthesis leading to reference samples. The preparation of the four diastereoisomers of 4-methylproline by a concise and stereoselective route is presented and features a six-step route with late-stage stereodivergence, good stereoselectivity for both cis- and trans-series (75% and 88% de, respectively), and good overall yields (cumulative yields of 30-40%). Additional data on the Marfey's derivatives of the stereoisomers are also presented.
Reactions of 6--5,6-dihydro-4H-1,2-oxazines
Paulini, Klaus,Gerold, Andreas,Reissig, Hans-Ulrich
, p. 667 - 672 (2007/10/02)
1,2-Oxazine 1 was converted into an unusual condensation product 5 by treatment with tetra-n-butylammonium fluoride.The hydrogenolysis of 1 with Pd/C as catalyst provided the expected primary amine 9, whereas the same reaction with the ethoxycarbonyl-substituted 1,2-oxazine 2 as starting material gave the 4-methylproline derivative 10 after N-protection.Deprotonation at C-4 of 1 required rather harsh conditions but cleanly afforded the corresponding lithiated intermediate 11.Treatment of 11 with electrophiles provided the C-4-substituted derivatives 12-16 in good to moderate yield, but generally with very high diastereoselectivity.The overall substitution process preferentially occurs with retention of configuration which is explained by assuming ion pair structure B for intermediate 11. - Key Words: 1,2-Oxazines, bis(trimethylsilyl)amino-substituted / Hydrogenolysis / Deprotonation / Alkylation / Deuteration