SYNTHESIS OF [3-(PHOSPHONOMETHOXY)PYRROLIDIN-1-YL] DERIVATIVES OF PYRIMIDINES AND PURINES - ANALOGS OF 2',3'-DIDEOXYNUCLEOTIDES

被引：18

作者：

HARNDEN, MR ^{[1
]}

JARVEST, RL ^{[1
]}

PARRATT, MJ ^{[1
]}

机构：

[1] SMITHKLINE BEECHAM PHARMACEUT, YEW TREE BOTTOM RD, EPSOM KT18 5XQ, SURREY, ENGLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1992年 / 18期

关键词：

D O I：

10.1039/p19920002259

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Pyrrolidin-1-yl derivatives of pyrimidines and purines, incorporating the phosphonomethoxy group as a phosphate mimic, were prepared as analogues of 2',3'-dideoxynucleotides. The heterocyclic bases uracil, thymine, cytosine, adenine and hypoxanthine were constructed upon the primary amino group of the N-aminopyrrolidine 7, which was prepared by reaction of the dibromide 6 with hydrazine.

引用

页码：2259 / 2263

页数：5

共 33 条

[1] ALBERT A, 1984, DETERMINATION IONIZA, P152
[2] SYNTHESIS OF ENANTIOMERICALLY PURE CARBOCYCLIC 3'-AZIDO-2',3'-DIDEOXYTHYMIDINE, A POTENTIAL ANTI-AIDS DRUG
BODENTEICH, M
GRIENGL, H
[J]. TETRAHEDRON LETTERS, 1987, 28 (44) : 5311 - 5312
[3] SYNTHESIS AND ANTIVIRAL ACTIVITY OF THE NUCLEOTIDE ANALOG (S)-1-[3-HYDROXY-2-(PHOSPHONYLMETHOXY)PROPYL]CYTOSINE
BRONSON, JJ
GHAZZOULI, I
HITCHCOCK, MJM
WEBB, RR
MARTIN, JC
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1989, 32 (07) : 1457 - 1463
[4] BRONSON JJ, 1989, ACS SYM SER, V401, P72
[5] SYNTHESIS OF SOME MIMICS OF NUCLEOSIDE TRIPHOSPHATES
COE, DM
HILPERT, H
NOBLE, SA
PEEL, MR
ROBERTS, SM
STORER, R
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (05) : 312 - 314
[6] DECLERCQ E, 1987, ANTIVIR RES, V8, P261
[7] A NOVEL SELECTIVE BROAD-SPECTRUM ANTI-DNA VIRUS AGENT
DECLERCQ, E
HOLY, A
ROSENBERG, I
SAKUMA, T
BALZARINI, J
MAUDGAL, PC
[J]. NATURE, 1986, 323 (6087) : 464 - 467
[8] DUCKWORTH D M, 1991, Antiviral Chemistry and Chemotherapy, V2, P229
[9] 9-[2-(PHOSPHONOMETHOXY)ALKOXY]PURINES, A NEW SERIES OF ANTIVIRAL ACYCLONUCLEOTIDES
DUCKWORTH, DM
HARNDEN, MR
PERKINS, RM
PLANTEROSE, DN
[J]. NUCLEOSIDES & NUCLEOTIDES, 1991, 10 (1-3): : 427 - 430
[10] THE INFLUENCE OF THE PURINE 2-AMINO GROUP ON DNA CONFORMATION AND STABILITY .2. SYNTHESIS AND PHYSICAL CHARACTERIZATION OF D[CGT(2-NH2)ACG], D[CGU(2-NH2)ACG], AND D[CGT(2-NH2)AT(2-NH2)ACG]
GAFFNEY, BL
MARKY, LA
JONES, RA
[J]. TETRAHEDRON, 1984, 40 (01) : 3 - 13

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