114360-56-4Relevant articles and documents
A new somatostatin analog with optimized ring size inhibits neointima formation induced by balloon injury in rats without altering growth hormone release
Thurieau,Janiak,Krantic,Guyard,Pillon,Kucharczyk,Vilaine,Fauchere
, p. 115 - 122 (1995)
We report on the synthesis and pharmacological properties of a new series of somatostatin analogs. Two lower homologs of lysine, 2,3-diaminopropanoic acid and 2,4-diaminobutyric acid, were prepared and used for cyclization via amide formation with the side chain of aspartic or glutamic acid in place of natural cystine present in many somatostatin analogs. One resulting compound, although having low binding affinities for somatostatin receptors, displayed a strong potency in inhibiting neointima formation induced by balloon injury in rats at the dose of 100 μg·kg-1·d-1. This dissociation of the antiproliferative effect from the endocrine effect seems to indicate that myointimal growth is not related to a change in growth hormone secretion.
A Nα-fluorenylmethyloxycarbonyl-Nγ-tert-butoxy carbonyl-L-2,4-diamino-butyric acid synthetic method (by machine translation)
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Paragraph 0020, (2016/10/09)
This invention involves a kind of Nα-fluorenylmethyloxycarbonyl-Nγ-tert-butoxy carbonyl-L-2,4-diamino-butyric acid synthetic method. Mainly solves the problems that the prior method for preparing more existent steps of and avoid the use of palladium carbon cause very difficult problems of processing technology. The technical scheme of the invention is:a kind of Nα-fluorenylmethyloxycarbonyl-Nγ-tert-butoxy-carbonyl-L-2,4-diamino-butyric acid synthetic method, a Nα-fluorenylmethyloxycarbonyl-Nγ-tert-butoxy-carbonyl-L-2,4-diamino-butyric acid synthetic method, its characteristic is to include the following steps: 1st-step reaction, suspension Fmoc-Gln-OH with acetonitrile, ethyl acetate and water mixed solvent, adding diethyla acid iodophenylamino reaction post-processed to obtain Fmoc-Dab-OH; 2nd-step reaction, acetone and Fmoc-Dab-OH under the condition of the water by adding (Boc) 2 O, for adjusting NaOH pH= 7.5-8, by treatment after reaction Fmoc-Dab (Boc)-OH. The present invention provides large-scale production method for Fmoc-Dab (Boc)-OH. (by machine translation)
The contribution of the N-terminal structure of polymyxin B peptides to antimicrobial and lipopolysaccharide binding activity
Sakura, Naoki,Itoh, Tatsuya,Uchida, Yoshiki,Ohki, Kazuhiro,Okimura, Keiko,Chiba, Kenzo,Sato, Yuki,Sawanishi, Hiroyuki
, p. 1915 - 1924 (2007/10/03)
To elucidate the N-terminal structure-activity relationships of polymyxin B peptides, seven polymyxin B component peptides, the structures of which having been elucidated, and seven N-terminal fatty acid and/or amino acid deletion analogs were synthesized, and their antimicrobial activities determined. The lipopolysaccharide (LPS) binding activities of synthetic peptides were evaluated using [Dab(Dansyl-Gly)1]-polymyxin B3 (Dab; L-α,γ-diaminobutyric acid) as a fluorescent probe. The results indicated that the fatty acyl moiety was not indispensable for LPS binding, but the C9 fatty acyl groups of polymyxin B peptides contributed to the binding affinity to a slightly greater extent than C8 or C 7. The fatty acyl moieties of polymyxin B contributed greatly to the antimicrobial activity, while the distinct N-terminal structures of polymyxin B1-B6, bearing normal-, iso-, or anteiso-fatty acids, or 3-hydroxy-fatty acid with chain lengths between C7 and C9, did not affect bactericidal potency.
