New carbocyclic nucleoside analogues with a bicyclo[2.2.1]heptane fragment as sugar moiety; Synthesis, X-ray crystallography and anticancer activity

Bioorganic and Medicinal Chemistry

Volumn 22, Issue 1, 2014, Pages 513-522

  Tǎnase, Constantin I ^a   Drǎghici, Constantin ^b   Cǎproiu, Miron Teodor ^b   Shova, Sergiu ^c   Mathe, Christophe ^d   Cocu, Florea G ^a   Enache, Cristian ^e   Maganu, Maria ^b  

^a NATIONAL INSTITUTE FOR CHEMICAL PHARMACEUTICAL RESEARCH AND DEVELOPMENT   (Romania)

^b INSTITUTE OF ORGANIC CHEMISTRY   (Romania)

^c PETRU PONI INSTITUTE OF MACROMOLECULAR CHEMISTRY   (Romania)

^d UNIVERSITÉ DE MONTPELLIER   (France)

^e Central Laboratory for Phytosanitary Quarantine   (Romania)

Author keywords

Amine; Anticancer; Azide; Bicyclo 2.2.1 heptane nucleosides; Chloropurine; X ray crystallography

Indexed keywords

2 CHLORO (BICYCLO[2.2.1]HEPTAN 7 YL)METHANOL; [2 (6 AMINO 9H PURIN 9 YL) 5 CHLOROBICYCLO[2.2.1]HEPTAN 7 YL]METHANOL; [2 [(5 AMINO 6 CHLOROPYRIMIDIN 4 YL)AMINO] 5 CHLOROBICYCLO[2.2.1]HEPTAN 7 YL]METHANOL; [2 AMINO 5 CHLOROBICYCLO[2.2.1]HEPTAN 7 YL]METHANOL; [2 AMINO 5 CHLOROBICYCLO[2.2.1]HEPTAN 7 YL]METHYL BENZOIC ACID; [2 AZIDO 5 CHLOROBICYCLO[2.2.1]HEPTAN 7 YL]METHANOL; [2 AZIDO 5 CHLOROBICYCLO[2.2.1]HEPTAN 7 YL]METHYL BENZOIC ACID; [2 CHLORO 5 (6 CHLORO 9H PURIN 9 YL)BICYCLO[2.2.1]HEPTAN 7 YL]METHANOL; [2 CHLORO 5 (6 MORPHOLINO 9H PURIN 9 YL)BICYCLO[2.2.1]HEPTAN 7 YL]METHANOL; [2 CHLORO 5 [(METHYLSULFONYL)OXY]BICYCLO[2.2.1]HEPTAN 7 YL]METHYL BENZOIC ACID; [2 CHLORO 5 [6 (3 METHYLPIPERAZIN 1 YL) 9H PURIN 9 YL]BICYCLO[2.2.1]HEPTAN 7 YL]METHANOL; [2 CHLORO 5 [6 (4 METHYLPIPERAZIN 1 YL) 9H PURIN 9 YL]BICYCLO[2.2.1]HEPTAN 7 YL]METHANOL; [2 CHLORO 5 [6 (CYCLOHEXYLAMINO) 9H PURIN 9 YL]BICYCLO[2.2.1]HEPTAN 7 YL]METHANOL; [2 CHLORO 5 [6 (CYCLOPENTYLAMINO) 9H PURIN 9 YL]BICYCLO[2.2.1]HEPTAN 7 YL]METHANOL; [2 CHLORO 5 [6 (CYCLOPROPYLAMINO) 9H PURIN 9 YL]BICYCLO[2.2.1]HEPTAN 7 YL]METHANOL; [2 CHLORO 5 [6 (DIMETHYLAMINO) 9H PURIN 9 YL]BICYCLO[2.2.1]HEPTAN 7 YL]METHANOL; [2 CHLORO 5 [6 (PHENETHYLAMINO) 9H PURIN 9 YL]BICYCLO[2.2.1]HEPTAN 7 YL]METHANOL; [2 CHLORO 5 [6 [(2 (DIETHYLAMINO)ETHYL)AMINO] 9H PURIN 9 YL]BICYCLO[2.2.1]HEPTAN 7 YL]METHANOL; [2 CHLORO 5 [6 [(3 (DIETHYLAMINO)PROPYL)AMINO] 9H PURIN 9 YL]BICYCLO[2.2.1]HEPTAN 7 YL]METHANOL; [5 [6 (DIMETHYLAMINO) 9H PURIN 9 YL]BICYCLO[2.2.1]HEPT 2 EN 7 YL]METHANOL; CARBOCYCLIC NUCLEOSIDE DERIVATIVE; HEPTANE DERIVATIVE; NUCLEOSIDE DERIVATIVE; UNCLASSIFIED DRUG;

ANTINEOPLASTIC ACTIVITY; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CONTROLLED STUDY; CRYSTAL STRUCTURE; HUMAN; HUMAN CELL; KIDNEY CANCER; MASS SPECTROMETER; MELANOMA; NEOPLASM; PROTON NUCLEAR MAGNETIC RESONANCE; X RAY CRYSTALLOGRAPHY;

AMINE; ANTICANCER; AZIDE; BICYCLO[2.2.1]HEPTANE NUCLEOSIDES; CHLOROPURINE; X-RAY CRYSTALLOGRAPHY;

ANTINEOPLASTIC AGENTS; CRYSTALLOGRAPHY, X-RAY; HEPTANES; HUMANS; MOLECULAR CONFORMATION; MOLECULAR STRUCTURE; NUCLEOSIDES; STEREOISOMERISM;

EID: 84891489276     PISSN: 09680896     EISSN: 14643391     Source Type: Journal    
DOI: 10.1016/j.bmc.2013.10.056     Document Type: Article

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