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Titolo:
Jozipeltine A, a novel, unnatural dimer of the highly hydroxylated naphthylisoquinoline alkaloid dioncopeltine A
Autore:
Bringmann, G; Saeb, W; Wohlfarth, M; Messer, K; Brun, R;
Indirizzi:
Univ Wurzburg, Inst Organ Chem, D-97074 Wurzburg, Germany Univ Wurzburg Wurzburg Germany D-97074 n Chem, D-97074 Wurzburg, Germany Schweizer Tropeninst, CH-4002 Basel, Switzerland Schweizer Tropeninst Basel Switzerland CH-4002 H-4002 Basel, Switzerland
Titolo Testata:
TETRAHEDRON
fascicolo: 32, volume: 56, anno: 2000,
pagine: 5871 - 5875
SICI:
0040-4020(20000804)56:32<5871:JAANUD>2.0.ZU;2-R
Fonte:
ISI
Lingua:
ENG
Soggetto:
ACETOGENIC ISOQUINOLINE ALKALOIDS; MICHELLAMINES-A-C; ANTI-HIV MICHELLAMINES; ANCISTROCLADUS-KORUPENSIS; TRIPHYOPHYLLUM-PELTATUM; DIONCOPHYLLINE-C; PLASMODIUM-FALCIPARUM; BIOLOGICAL-ACTIVITY; DIONCOLACTONE-A; ANALOGS;
Keywords:
dioncopeltine A; jozipeltine A; naphthylisoquinoline alkaloids; biaryl coupling; antimalarial activity;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Life Sciences
Physical, Chemical & Earth Sciences
Citazioni:
34
Recensione:
Indirizzi per estratti:
Indirizzo: Bringmann, G Univ Wurzburg, Inst Organ Chem, D-97074 Wurzburg, Germany Univ Wurzburg Wurzburg Germany D-97074 74 Wurzburg, Germany
Citazione:
G. Bringmann et al., "Jozipeltine A, a novel, unnatural dimer of the highly hydroxylated naphthylisoquinoline alkaloid dioncopeltine A", TETRAHEDRON, 56(32), 2000, pp. 5871-5875

Abstract

The synthesis of jozipeltine A (5), the 6'-coupled constitutionally symmetric dimer of the highly antimalarial naphthylisoquinoline alkaloid dioncopeltine A (4), is described. After selective protection of two of the four OH- and NH-functionalities of 4, the coupling succeeds oxidatively, with Ag2Oas the reagent. Deprotection gives the target molecule 5, in only three steps from 4. Jozipeltine A is the first naphthylisoquinoline dimer with oxygen functions in the side chain of the naphthalene part. Investigations on its antiplasmodial and antiviral activities provide valuable insight into structure-activity relationships within this promising class of bioactive quateraryls. (C) 2000 Elsevier Science Ltd. All rights reserved.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 18/01/21 alle ore 16:29:38