Source:http://linkedlifedata.com/resource/pubmed/id/12182875
Switch to
| Predicate | Object |
|---|---|
| rdf:type | |
| lifeskim:mentions |
umls-concept:C0003009,
umls-concept:C0013171,
umls-concept:C0035820,
umls-concept:C0205460,
umls-concept:C0220781,
umls-concept:C0220825,
umls-concept:C0221821,
umls-concept:C0243071,
umls-concept:C0243076,
umls-concept:C0439596,
umls-concept:C0441655,
umls-concept:C0772162,
umls-concept:C1260969,
umls-concept:C1412113,
umls-concept:C1704332,
umls-concept:C1707271,
umls-concept:C1707689,
umls-concept:C1709915,
umls-concept:C1883254
|
| pubmed:issue |
18
|
| pubmed:dateCreated |
2002-8-16
|
| pubmed:abstractText |
The novel amide linked angiotensin II (ANG II) cyclic analogues: gamma, epsilon -cyclo(3, 5)-[Sar(1)-Glu(3)-Lys(5)-Ile(8)] ANG II (I) and gamma, epsilon -cyclo(3, 5)-[Sar(1)-Glu(3)-Lys(5)-Phe(8)] ANG II (II) have been designed, synthesized and bioassayed in anesthetized rabbits in order to unravel structural ring cluster characteristics important for receptor activation. Analogue I with Ile at position 8 was an inhibitor of Angiotensin II while analogue II with Phe at position 8 was found to be an agonist. Similar results were reported for cyclic compounds that have reversed the linking between positions 3 and 5. The overall results show that positions 3 and 5 do not govern the biological activity of the synthetic analogues. It also appears that the aromatic ring cluster (Tyr-His-Phe) in agonist peptides is an essential stereo-electronic feature for Angiotensin II to exert its biological activity. A non-peptide mimetic of ANG II, 1-[2'-[(N-benzyl)tetrazol-5-yl]biphenyl-4-yl]methyl]-2-hydroxymethylbenzimidazole (BZI8) has been designed and synthesized. This molecule is more rigid and much less active than AT(1) non-peptide mimetic losartan probably because it lacks to mimic the orientation of tetrazole and the pharmacophore segments of butyl chain and imidazole ring.
|
| pubmed:language |
eng
|
| pubmed:journal | |
| pubmed:citationSubset |
IM
|
| pubmed:chemical | |
| pubmed:status |
MEDLINE
|
| pubmed:month |
Sep
|
| pubmed:issn |
0960-894X
|
| pubmed:author |
pubmed-author:GiatasNektariosN,
pubmed-author:GrdadolnikSimona GolicSG,
pubmed-author:IliodromitisEE,
pubmed-author:KeivishTatjanaT,
pubmed-author:KremastinosDemetriosD,
pubmed-author:MatsoukasJohnJ,
pubmed-author:MavromoustakosThomasT,
pubmed-author:MutuleIlzeI,
pubmed-author:PolevayaLudmilaL,
pubmed-author:RoumeliotiPanagiotaP,
pubmed-author:VlahakosDemetriosD,
pubmed-author:ZogaAnastasiaA,
pubmed-author:ZoumpoulakisPanagiotisP
|
| pubmed:issnType |
Print
|
| pubmed:day |
16
|
| pubmed:volume |
12
|
| pubmed:owner |
NLM
|
| pubmed:authorsComplete |
Y
|
| pubmed:pagination |
2627-33
|
| pubmed:dateRevised |
2006-11-15
|
| pubmed:meshHeading |
pubmed-meshheading:12182875-Angiotensin II,
pubmed-meshheading:12182875-Animals,
pubmed-meshheading:12182875-Drug Design,
pubmed-meshheading:12182875-Models, Molecular,
pubmed-meshheading:12182875-Peptides, Cyclic,
pubmed-meshheading:12182875-Rabbits,
pubmed-meshheading:12182875-Structure-Activity Relationship
|
| pubmed:year |
2002
|
| pubmed:articleTitle |
Design, synthesis and biological evaluation of cyclic angiotensin II analogues with 3,5 side-chain bridges. Role of C-terminal aromatic residue and ring cluster for activity and implications in the drug design of AT1 non-peptide antagonists.
|
| pubmed:affiliation |
Department of Chemistry, University of Patras, 26500, Patras, Greece.
|
| pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
|