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Titolo:
Synthesis using ring closure metathesis and effect on nucleoside transportof a (N)-methanocarba S-(4-nitrobenzyl)thioinosine derivative
Autore:
Lee, K; Cass, C; Jacobson, KA;
Indirizzi:
NIDDKD, Mol Recognit Sect, Lab Bioorgan Chem, NIH, Bethesda, MD 20892 USA NIDDKD Bethesda MD USA 20892 b Bioorgan Chem, NIH, Bethesda, MD 20892 USA Univ Alberta, Cross Canc Inst, Dept Oncol, Edmonton, AB T6G 1Z2, Canada Univ Alberta Edmonton AB Canada T6G 1Z2 col, Edmonton, AB T6G 1Z2, Canada
Titolo Testata:
ORGANIC LETTERS
fascicolo: 4, volume: 3, anno: 2001,
pagine: 597 - 599
SICI:
1523-7060(20010222)3:4<597:SURCMA>2.0.ZU;2-0
Fonte:
ISI
Lingua:
ENG
Soggetto:
ORGANIC-SYNTHESIS; BIOLOGICAL-ACTIVITY; CLOSING METATHESIS; LEUKEMIA-CELLS; (-)-NEPLANOCIN-A; ANALOGS; NITROBENZYLTHIOINOSINE; OLIGONUCLEOTIDES;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Physical, Chemical & Earth Sciences
Citazioni:
26
Recensione:
Indirizzi per estratti:
Indirizzo: Jacobson, KA NIDDKD, Mol Recognit Sect, Lab Bioorgan Chem, NIH, Bethesda, MD 20892 USA NIDDKD Bethesda MD USA 20892 em, NIH, Bethesda, MD 20892 USA
Citazione:
K. Lee et al., "Synthesis using ring closure metathesis and effect on nucleoside transportof a (N)-methanocarba S-(4-nitrobenzyl)thioinosine derivative", ORG LETT, 3(4), 2001, pp. 597-599

Abstract

[GRAPHICS]A new synthetic route to ring constrained (N) methanocarba nucleosides andnucleotides is presented. Ring closure of a diene intermediate using Grubbs catalyst provides a new avenue far the preparation of the cyclopentenone derivative 6, which is a versatile intermediate for various carbocycles. The product was almost as potent an inhibitor of es mediated nucleoside transport as the parent compound, inhibiting initial rates of uptake of uridine into cultured CCRF CEM cells by 50% at approximately 30-50 nM.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 26/01/20 alle ore 15:59:40