Chemical synthesis of cross-linked purine nucleosides

被引：43

作者：

De Riccardis, F

Johnson, F

机构：

[1] Univ Salerno, Dipartimento Chim, I-84081 Salerno, Italy

[2] SUNY Stony Brook, Dept Pharmacol Sci, Stony Brook, NY 11794 USA

来源：

ORGANIC LETTERS | 2000年 / 2卷 / 03期

关键词：

D O I：

10.1021/ol990351m

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] An efficient route to all of the possible cross-linked 2'-deoxypurines 1-3 has been developed by means of the Pd-mediated C-N bond formation in the key step. Utilizing this protocol, the synthesis of the first unnatural protected purine trimeric adduct 4 has been accomplished.

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页码：293 / 295

页数：3

相关论文

共 28 条

[1]

BURNOTTE J, 1971, J BIOL CHEM, V246, P5914

[2] Nitric oxide-induced deamination of cytosine and guanine in deoxynucleosides and oligonucleotides [J].

Caulfield, JL ;

Wishnok, JS ;

Tannenbaum, SR .

JOURNAL OF BIOLOGICAL CHEMISTRY, 1998, 273 (21) :12689-12695

[3]

*COMM NITR ALT CUR, 1981, HLTH EFF NITR NITR N

[4] A general method for the synthesis of the N2- and N6- carcinogenic amine adducts of 2′-deoxyguanosine and 2′-deoxyadenosine [J].

De Riccardis, F ;

Bonala, RR ;

Johnson, F .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (45) :10453-10460

[5]

Frost CG, 1998, J CHEM SOC PERK T 1, P2615

[6]

FURIA TE, 1972, HDB FOOD ADDITIVES, P150

[7] ENDOTHELIUM-DERIVED RELAXING FACTOR RELEASE ON ACTIVATION OF NMDA RECEPTORS SUGGESTS ROLE AS INTERCELLULAR MESSENGER IN THE BRAIN [J].

GARTHWAITE, J ;

CHARLES, SL ;

CHESSWILLIAMS, R .

NATURE, 1988, 336 (6197) :385-388

[8] Theoretical studies of DNA base deamination. 2. Ab initio study DNA base diazonium ions and of their linear, unimolecular dediazoniation paths [J].

Glaser, R ;

Rayat, S ;

Lewis, M ;

Son, MS ;

Meyer, S .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (26) :6108-6119

[9]

Hartwig JF, 1998, ANGEW CHEM INT EDIT, V37, P2046, DOI 10.1002/(SICI)1521-3773(19980817)37:15<2046::AID-ANIE2046>3.0.CO

[10]

2-L