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Titolo:
Jozimine B, a constitutionally unsymmetric, antiplasmodial 'dimer' of the naphthylisoquinoline alkaloid ancistrocladine
Autore:
Bringmann, G; Saeb, W; Kraus, J; Brun, R; Francois, G;
Indirizzi:
Univ Wurzburg, Inst Organ Chem, D-97074 Wurzburg, Germany Univ Wurzburg Wurzburg Germany D-97074 n Chem, D-97074 Wurzburg, Germany Schweizer Tropenin Inst, CH-4002 Basel, Switzerland Schweizer Tropenin Inst Basel Switzerland CH-4002 002 Basel, Switzerland Prins Leopold Inst Trop Geneeskunde, B-2000 Antwerp, Belgium Prins LeopoldInst Trop Geneeskunde Antwerp Belgium B-2000 werp, Belgium
Titolo Testata:
TETRAHEDRON
fascicolo: 22, volume: 56, anno: 2000,
pagine: 3523 - 3531
SICI:
0040-4020(20000526)56:22<3523:JBACUA>2.0.ZU;2-G
Fonte:
ISI
Lingua:
ENG
Soggetto:
ACETOGENIC ISOQUINOLINE ALKALOIDS; MICHELLAMINES-A-C; CONVERGENT TOTAL SYNTHESIS; ANTI-HIV MICHELLAMINES; BIOLOGICAL-ACTIVITY; NATURAL-PRODUCTS; KORUPENSIS; DYNAMICS; ANALOGS; SIMULATION;
Keywords:
dimeric naphthylisoquinolines; non-phenolic oxidative dimerization; antimalarial activity; quantum chemical CD-calculations;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Life Sciences
Physical, Chemical & Earth Sciences
Citazioni:
43
Recensione:
Indirizzi per estratti:
Indirizzo: Bringmann, G Univ Wurzburg, Inst Organ Chem, Hubland, D-97074 Wurzburg, Germany Univ Wurzburg Hubland Wurzburg Germany D-97074 burg, Germany
Citazione:
G. Bringmann et al., "Jozimine B, a constitutionally unsymmetric, antiplasmodial 'dimer' of the naphthylisoquinoline alkaloid ancistrocladine", TETRAHEDRON, 56(22), 2000, pp. 3523-3531

Abstract

The first synthesis of a constitutionally unsymmetric bis-naphthylisoquinoline, the unnatural 'dimer' of the Ancistrocladus alkaloid ancistrocladine,jozimine B, is described. The constitution and the configuration at the new, central biaryl axis were established through extensive NMR investigations and quantum chemical CD calculations. Compared with ancistrocladine, its only weakly antiplasmodial monomeric precursor, jozimine B exhibits a distinctly enhanced antimalarial activity. (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 21/01/21 alle ore 03:47:20