STRUCTURE-BASED DESIGN OF INHIBITORS OF PURINE NUCLEOSIDE PHOSPHORYLASE .5. 9-DEAZAHYPOXANTHINES

被引:24
作者
NIWAS, S
CHAND, P
PATHAK, VP
MONTGOMERY, JA
机构
[1] SO RES INST,BIRMINGHAM,AL 35255
[2] BIOCRYST PHARMACEUT INC,BIRMINGHAM,AL 35244
关键词
D O I
10.1021/jm00041a027
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
The synthesis and evaluation as inhibitors of purine nucleoside phosphorylase of six 9-deazahypoxanthines (2a-f) are reported. In contrast to reports in the literature of other hypoxanthine-guanine analog pairs, these inhibitors (2a-f) are equipotent with the corresponding 9-deazaguanines.
引用
收藏
页码:2477 / 2480
页数:4
相关论文
共 12 条
[1]   ACYCLONUCLEOSIDE ANALOG INHIBITORS OF MAMMALIAN PURINE NUCLEOSIDE PHOSPHORYLASE [J].
BZOWSKA, A ;
KULIKOWSKA, E ;
SHUGAR, D ;
CHEN, BY ;
LINDBORG, B ;
JOHANSSON, NG .
BIOCHEMICAL PHARMACOLOGY, 1991, 41 (12) :1791-1803
[2]   STRUCTURE-BASED DESIGN OF INHIBITORS OF PURINE NUCLEOSIDE PHOSPHORYLASE .3. 9-ARYLMETHYL DERIVATIVES OF 9-DEAZAGUANINE SUBSTITUTED ON THE METHYLENE GROUP [J].
ERION, MD ;
NIWAS, S ;
ROSE, JD ;
ANANTHAN, S ;
ALLEN, M ;
SECRIST, JA ;
BABU, YS ;
BUGG, CE ;
GUIDA, WC ;
EALICK, SE ;
MONTGOMERY, JA .
JOURNAL OF MEDICINAL CHEMISTRY, 1993, 36 (24) :3771-3783
[3]   NEW SYNTHESIS OF PYRROLO[3,2-D]PYRIMIDINES (9-DEAZAPURINES) VIA 3-AMINO-2-CARBOALKOXYPYRROLES [J].
LIM, MI ;
KLEIN, RS ;
FOX, JJ .
JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (22) :3826-3829
[4]   STRUCTURE-BASED DESIGN OF INHIBITORS OF PURINE NUCLEOSIDE PHOSPHORYLASE .1. 9-(ARYLMETHYL) DERIVATIVES OF 9-DEAZAGUANINE [J].
MONTGOMERY, JA ;
NIWAS, S ;
ROSE, JD ;
SECRIST, JA ;
BABU, YS ;
BUGG, CE ;
ERION, MD ;
GUIDA, WC ;
EALICK, SE .
JOURNAL OF MEDICINAL CHEMISTRY, 1993, 36 (01) :55-69
[5]  
NAKAMURA C E, 1989, Nucleosides and Nucleotides, V8, P1039, DOI 10.1080/07328318908054271
[6]   STRUCTURE-BASED DESIGN OF INHIBITORS OF PURINE NUCLEOSIDE PHOSPHORYLASE .2. 9-ALICYCLIC AND 9-HETEROALICYCLIC DERIVATIVES OF 9-DEAZAGUANINE [J].
SECRIST, JA ;
NIWAS, S ;
ROSE, JD ;
BABU, YS ;
BUGG, CE ;
ERION, MD ;
GUIDA, WC ;
EALICK, SE ;
MONTGOMERY, JA .
JOURNAL OF MEDICINAL CHEMISTRY, 1993, 36 (13) :1847-1854
[7]  
Shcherbo S N, 1990, Biomed Sci, V1, P613
[8]  
SHEWACH DS, 1986, CANCER RES, V46, P519
[9]  
SIRCAR J C, 1988, Drugs of the Future, V13, P653
[10]   INHIBITORS OF HUMAN PURINE NUCLEOSIDE PHOSPHORYLASE - SYNTHESIS OF PYRROLO[3,2-D]PYRIMIDINES, A NEW CLASS OF PURINE NUCLEOSIDE PHOSPHORYLASE INHIBITORS AS POTENTIALLY T-CELL SELECTIVE IMMUNOSUPPRESSIVE AGENTS - DESCRIPTION OF 2,6-DIAMINO-3,5-DIHYDRO-7-(3-THIENYLMETHYL)-4H-PYRROLO[3,2-D]PYRIMIDIN-4-ONE [J].
SIRCAR, JC ;
KOSTLAN, CR ;
GILBERTSEN, RB ;
BENNETT, MK ;
DONG, MK ;
CETENKO, WJ .
JOURNAL OF MEDICINAL CHEMISTRY, 1992, 35 (09) :1605-1609