New base-altered adenosine analogues:: Synthesis and affinity at adenosine A1 and A2A receptors

被引：7

作者：

Ha, SB

Melman, N

Jacobson, KA

Nair, V ^{[1
]}

机构：

[1] Univ Iowa, Dept Chem, Iowa City, IA 52242 USA

[2] NIDDK, Mol Recognit Sect, Bioorgan Chem Lab, NIH, Bethesda, MD 20892 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1997年 / 7卷 / 24期

关键词：

D O I：

10.1016/S0960-894X(97)10177-9

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

N-6-Substituted adenosine analogues containing cyclic hydrazines or chiral hydroxy (ar)alkyl groups, designed to interact with the S2 and S3 receptor subregions, have been synthesized and their binding to the adenosine A(1) and A(2A) receptors have been investigated. Examples of both types of compounds were found to exhibit highly selective binding (K-i in low nM range) to the rat A(1) receptor. (C) 1997 Elsevier Science Ltd.

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页码：3085 / 3090

页数：6

相关论文

共 22 条

[1] THE CARDIAC EFFECTS OF ADENOSINE [J].

BELARDINELLI, L ;

LINDEN, J ;

BERNE, RM .

PROGRESS IN CARDIOVASCULAR DISEASES, 1989, 32 (01) :73-97

[2]

CHENG Y, 1973, BIOCHEM PHARMACOL, V22, P3099

[3] ADENOSINE RECEPTORS IN BRAIN - NEUROMODULATION AND ROLE IN EPILEPSY [J].

CHIN, JH .

ANNALS OF NEUROLOGY, 1989, 26 (06) :695-698

[4] STRUCTURE-ACTIVITY-RELATIONSHIPS FOR N6-SUBSTITUTED ADENOSINES AT A BRAIN ADENOSINE-A1-RECEPTOR WITH A COMPARISON TO AN ADENOSINE-A2 RECEPTOR REGULATING CORONARY BLOOD-FLOW [J].

DALY, JW ;

PADGETT, W ;

THOMPSON, RD ;

KUSACHI, S ;

BUGNI, WJ ;

OLSSON, RA .

BIOCHEMICAL PHARMACOLOGY, 1986, 35 (15) :2467-2481

[5]

GUSTAFSSON LE, 1990, PURINES IN CELLULAR SIGNALLING, P200

[6] ADENOSINE RECEPTORS - PHARMACOLOGY, STRUCTURE-ACTIVITY-RELATIONSHIPS, AND THERAPEUTIC POTENTIAL [J].

JACOBSON, KA ;

VANGALEN, PJM ;

WILLIAMS, M .

JOURNAL OF MEDICINAL CHEMISTRY, 1992, 35 (03) :407-422

[7]

JARVIS MF, 1989, J PHARMACOL EXP THER, V251, P888

[8] THE SYNTHESIS AND BIOCHEMICAL EVALUATION OF NEW A(1) SELECTIVE ADENOSINE RECEPTOR AGONISTS CONTAINING 6-HYDRAZINOPURINE MOIETIES [J].

KNUTSEN, LJS ;

LAU, J ;

SHEARDOWN, MJ ;

THOMSEN, C .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1993, 3 (12) :2661-2666

[9] DOG CORONARY-ARTERY ADENOSINE RECEPTOR - STRUCTURE OF THE N-6-ALKYL SUBREGION [J].

KUSACHI, S ;

THOMPSON, RD ;

BUGNI, WJ ;

YAMADA, N ;

OLSSON, RA .

JOURNAL OF MEDICINAL CHEMISTRY, 1985, 28 (11) :1636-1643

[10] CLONED ADENOSINE A(3) RECEPTORS - PHARMACOLOGICAL PROPERTIES, SPECIES-DIFFERENCES AND RECEPTOR FUNCTIONS [J].

LINDEN, J .

TRENDS IN PHARMACOLOGICAL SCIENCES, 1994, 15 (08) :298-306