Stereoselective synthesis of [L-Arg-L/D-3-(2-naphthyl)alanine]-type (E)-alkene dipeptide isosteres and its application to the synthesis and biological evaluation of pseudopeptide analogues of the CXCR4 antagonist FC131

Journal of Medicinal Chemistry

Volumn 48, Issue 2, 2005, Pages 380-391

  Tamamura, Hirokazu ^a   Hiramatsu, Kenichi ^a   Ueda, Satoshi ^a   Wang, Zixuan ^b   Kusano, Shuichi ^c   Terakubo, Shigemi ^c   Trent, John O ^d   Peiper, Stephen C ^b   Yamamoto, Naoki ^e   Nakashima, Hideki ^c   Otaka, Akira ^a   Fujii, Nobutaka ^a  

^a KYOTO UNIVERSITY   (Japan)

^b MEDICAL COLLEGE OF GEORGIA   (United States)

^c ST MARIANNA UNIVERSITY SCHOOL OF MEDICINE   (Japan)

^d UNIVERSITY OF LOUISVILLE   (United States)

^e TOKYO MEDICAL AND DENTAL UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

[(FLUOREN 9 YLMETHOXY)CARBONYLAMINO] 6 (2 NAPHTHYL)HEX 3 ENOIC ACID; [(FLUOREN 9 YLMETHOXY)CARBONYLAMINO] 8 [[IMINO[[(2,4,6 TRIMETHYLPHENYL)SULFONYL]AMINO]METHYL]AMINO](2 NAPHTHYLMETHYL)OCT 3 ENOIC ACID; [N[2 [(FLUOREN 9 YLMETHOXY)CARBONYLAMINO] 3 (2 NAPHTHYL)PROPYL](PHENYLMETHOXY)CARBONYLAMINO]ACETIC ACID; [N[2 [(FLUOREN 9 YLMETHOXY)CARBONYLAMINO] 5 [[IMINO[[(2,4,6 TRIMETHYLPHENYL)SULFONYL]AMINO]METHYL]AMINO]PENTYL](PHENYLMETHOXY)CARBONYLAMINO] 3 (2 NAPHTHYL)PROPANOIC ACID; ACETIC ACID DERIVATIVE; ALANINE DERIVATIVE; ALKENE DERIVATIVE; ARGININE DERIVATIVE; CHEMOKINE RECEPTOR ANTAGONIST; CHEMOKINE RECEPTOR CXCR4; DIPEPTIDE DERIVATIVE; FC 131; NAPHTHALENE DERIVATIVE; PROPIONIC ACID DERIVATIVE; PSEUDOPEPTIDE; SAMARIUM DIIODIDE; TYROSINE DERIVATIVE; UNCLASSIFIED DRUG;

ANTIVIRAL ACTIVITY; ARTICLE; BIOLOGICAL ACTIVITY; CHEMICAL BOND; CHEMICAL REACTION; CHO CELL; CONTROLLED STUDY; CYTOTOXICITY TEST; DIASTEREOISOMER; DRUG CONFORMATION; DRUG SCREENING; DRUG SYNTHESIS; HUMAN; HUMAN CELL; MASS SPECTROMETRY; NUCLEAR OVERHAUSER EFFECT; RING OPENING; STEREOCHEMISTRY;

ALANINE; ANIMALS; ANTI-HIV AGENTS; CELL LINE; CRICETINAE; DIPEPTIDES; HIV-1; HUMANS; MODELS, MOLECULAR; MOLECULAR CONFORMATION; NAPHTHALENES; PEPTIDES, CYCLIC; RECEPTORS, CXCR4; STEREOISOMERISM; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 19944431731     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm049429h     Document Type: Article

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