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ChemInform Abstract: Acetogenic Isoquinoline Alkaloids. Part 123. Octadehydromichellamine, a Structural Analogue of the anti-HIV Michellamines Without Centrochirality.

✍ Scribed by Gerhard Bringmann; Matthias Wenzel; T. Ross Kelly; Michael R. Boyd; Robert J. Gulakowski; Ronald Kaminsky

Publisher: John Wiley and Sons
Year: 2010
Weight: 32 KB
Volume: 30
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199926234

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✦ Synopsis

Acetogenic Isoquinoline Alkaloids. Part 123. Octadehydromichellamine, a Structural Analogue of the anti-HIV Michellamines Without Centrochirality.

-The synthesis of the title compound (V) is achieved via coupling of the boronic acid (II) and the bistriflate (III). (V) shows antiviral activity and cytotoxicity, comparable to michellamine B. Its antimalarial activity in vitro is higher than that of michellamine B. -(BRINGMANN,

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Acetogenic Isoquinoline Alkaloids. Part 105. First Synthesis of the Antimalarial Naphthylisoquinoline Alkaloid Dioncophylline C, and Its Unnatural Anti-HIV Dimer, Jozimine C. -The key steps in the synthesis of the title alkaloid (VII) are cyclization of the bromide (IV) and subsequent reductive rin