Stereo-controlled synthesis of [L-Arg, L/D-3-(2-naphthyl)alanine]-type (E)-alkene dipeptide isosteres and its application to the preparation and biological evaluation of peptidomimetic analogs of the CXCR4 antagonist FC131

被引：0

作者：

Tamamura, Hirokazu ^{[1
,2
]}

Hiramatsu, Kenichi ^{[2
]}

Ueda, Satoshi ^{[2
]}

Wang, Zixuan ^{[2
]}

Trent, John O. ^{[4
]}

Peiper, Stephen C. ^{[3
]}

Yamamoto, Naoki ^{[5
]}

Nakashima, Hideki ^{[6
]}

Otaka, Akira ^{[2
]}

Fujii, Nobutaka ^{[2
]}

机构：

[1] Tokyo Med & Dent Univ, Inst Biomat & Bioengn, Tokyo 1010062, Japan

[2] Kyoto Univ, Grad Sch Pharmaceutical Sci, Kyoto 6068501, Japan

[3] Med Coll Georgia, Augusta, GA 30912 USA

[4] Univ Louisville, James Graham Brown Canc Ctr, Louisville, KY 40202 USA

[5] Tokyo Med & Dent Univ, Sch Med, Tokyo 1138519, Japan

[6] St Marianna Univ, Sch Med, Kawasaki, Kanagawa 2168511, Japan

来源：

UNDERSTANDING BIOLOGY USING PEPTIDES | 2006年

关键词：

D O I：

10.1007/978-0-387-26575-9_200

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

引用

页码：469 / +

页数：2

共 4 条

[1] Regiospecific ring-opening reactions of aziridines bearing an alpha,beta-unsaturated ester group with trifluoroacetic acid or methanesulfonic acid: application to the stereoselective synthesis of (E)-alkene dipeptide isosteres [J].

Tamamura, H ;

Yamashita, M ;

Muramatsu, H ;

Ohno, H ;

Ibuka, T ;

Otaka, A ;

Fujii, N .

CHEMICAL COMMUNICATIONS, 1997, (23) :2327-2328

[2] Regiospecific ring-opening reactions of β-aziridinyl α,β-enoates with acids:: application to the stereoselective synthesis of a couple of diastereoisomeric (E)-alkene dipeptide isosteres from a single β-aziridinyl α,β-enoate and to the convenient preparation of amino alcohols bearing α,β-unsaturated ester groups [J].

Tamamura, H ;

Yamashita, M ;

Nakajima, Y ;

Sakano, K ;

Otaka, A ;

Ohno, H ;

Ibuka, T ;

Fujii, N .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1999, (20) :2983-2996

[3] 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 [J].

Tamamura, H ;

Hiramatsu, K ;

Ueda, S ;

Wang, ZX ;

Kusano, S ;

Terakubo, S ;

Trent, JO ;

Peiper, SC ;

Yamamoto, N ;

Nakashima, H ;

Otaka, A ;

Fujii, N .

JOURNAL OF MEDICINAL CHEMISTRY, 2005, 48 (02) :380-391

[4]

Tamamura Hirokazu, 2004, Current Drug Targets - Infectious Disorders, V4, P103, DOI 10.2174/1568005043340957

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