rdf:type |
|
lifeskim:mentions |
|
pubmed:issue |
12
|
pubmed:dateCreated |
1996-8-23
|
pubmed:abstractText |
Continuing studies on modifications of potent cyclic pentapeptide endothelin (ET) receptor antagonists, represented by BQ-123, and potent linear tripeptide derivative ET receptor antagonists, represented by BQ-788, are described herein. The introduction of D-tryptophan analogues with C-2 substituents in these peptidic ET antagonists resulted in potent ET receptor antagonists with various ETA/ETB subtype selectivity. Combined ETA/ETB receptor antagonists were found in both cyclic pentapeptide and linear tripeptide series with 2-halo- and 2-methyl-D-tryptophans. In contrast, compounds with 2-cyano-D-tryptophan were ETB receptor-selective antagonists. The C-2 substituent of the D-tryptophanyl residue appeared to be very important for the discrimination of ETA/ETB subtype selectivity of the antagonists. The potent ET receptor antagonists with various ETA/ETB subtype selectivity synthesized in this study may be useful tools for elucidating the physiological and pathophysiological roles of ET and ET receptors.
|
pubmed:language |
eng
|
pubmed:journal |
|
pubmed:citationSubset |
IM
|
pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/BQ 788,
http://linkedlifedata.com/resource/pubmed/chemical/Oligopeptides,
http://linkedlifedata.com/resource/pubmed/chemical/Peptides, Cyclic,
http://linkedlifedata.com/resource/pubmed/chemical/Piperidines,
http://linkedlifedata.com/resource/pubmed/chemical/Receptor, Endothelin A,
http://linkedlifedata.com/resource/pubmed/chemical/Receptor, Endothelin B,
http://linkedlifedata.com/resource/pubmed/chemical/Receptors, Endothelin,
http://linkedlifedata.com/resource/pubmed/chemical/Tryptophan,
http://linkedlifedata.com/resource/pubmed/chemical/Vasodilator Agents,
http://linkedlifedata.com/resource/pubmed/chemical/cyclo(Trp-Asp-Pro-Val-Leu)
|
pubmed:status |
MEDLINE
|
pubmed:month |
Jun
|
pubmed:issn |
0022-2623
|
pubmed:author |
pubmed-author:AmanoYY,
pubmed-author:FukamiTT,
pubmed-author:FukurodaTT,
pubmed-author:IharaMM,
pubmed-author:IshikawaKK,
pubmed-author:KandeJJ,
pubmed-author:KojimaHH,
pubmed-author:NiiyamaKK,
pubmed-author:OzakiSS,
pubmed-author:YamakawaTT,
pubmed-author:YanoMM
|
pubmed:issnType |
Print
|
pubmed:day |
7
|
pubmed:volume |
39
|
pubmed:owner |
NLM
|
pubmed:authorsComplete |
Y
|
pubmed:pagination |
2313-30
|
pubmed:dateRevised |
2006-11-15
|
pubmed:meshHeading |
pubmed-meshheading:8691426-Animals,
pubmed-meshheading:8691426-Drug Design,
pubmed-meshheading:8691426-Humans,
pubmed-meshheading:8691426-Molecular Structure,
pubmed-meshheading:8691426-Oligopeptides,
pubmed-meshheading:8691426-Peptides, Cyclic,
pubmed-meshheading:8691426-Piperidines,
pubmed-meshheading:8691426-Receptor, Endothelin A,
pubmed-meshheading:8691426-Receptor, Endothelin B,
pubmed-meshheading:8691426-Receptors, Endothelin,
pubmed-meshheading:8691426-Structure-Activity Relationship,
pubmed-meshheading:8691426-Substrate Specificity,
pubmed-meshheading:8691426-Swine,
pubmed-meshheading:8691426-Tryptophan,
pubmed-meshheading:8691426-Vasodilator Agents
|
pubmed:year |
1996
|
pubmed:articleTitle |
Synthesis and structure-activity relationships of 2-substituted D-tryptophan-containing peptidic endothelin receptor antagonists: importance of the C-2 substituent of the D-tryptophan residue for endothelin A and B receptor subtype selectivity.
|
pubmed:affiliation |
Drug Discovery Research Laboratories, Tsukuba Research Institute, Banyu Pharmaceutical Company, Ltd., Ibaraki, Japan.
|
pubmed:publicationType |
Journal Article,
Comparative Study
|