0000000000346895

AUTHOR

Antti Talvitie

Syntheses of Some Biologically Active Compounds from Stilbenes Isolated from the Bark ofPicea abies

From the four stilbenes 1–4 isolated from the bark of Picea abies seven compounds 5–11 were obtained by hydrogenation or permethylation. 1H-, 13C-NMR and mass spectra were used for their characterization. The antileukemic activity of each compound was preliminary tested. Some compounds were further tested for their anti-HIV activity.

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ChemInform Abstract: Syntheses of Some Biologically Active Compounds from Stilbenes Isolated from the Bark of Picea abies.

From the four stilbenes 1–4 isolated from the bark of Picea abies seven compounds 5–11 were obtained by hydrogenation or permethylation. 1H-, 13C-NMR and mass spectra were used for their characterization. The antileukemic activity of each compound was preliminary tested. Some compounds were further tested for their anti-HIV activity.

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Configurations and conformations of torreyol (δ-cadinol), α-cadinol, T-muurolol and T-cadinol

Abstract The configurations and conformations of torreyol (6; “δ-cadinol”,10α-hydroxy-4-muurolene), α-cadinol (7; 10α-hydroxy-4-cadinene), T-muurolol (8; 10β-hydroxy-4-muurolene), and T-cadinol (9; 10β-hydroxy-4-cadinene) have been determined by an extensive PMR study using lanthanide-induced shifts. Characteristic mass spectrometric fragmentation patterns of muurolols and cadinols are briefly discussed.

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Combretastatin Analogs via Hydration of Stilbene Derivatives

Hydration of the double bond of some stilbene congeners of Picea abies bark by TiCl4·NaBH4 reagent is described. Five racemic 1,2-diphenylethanol derivatives (9–13), structurally related to (R)-(·)-combretastatin [(R)-1], have been obtained and characterized mainly by 13C- and 1H-NMR as well as mass spectrometry. The antileukemic activity of each compound has preliminarily been tested by the mouse leukemia L1210 system. Compound 10 has been synthesized by Friedel-Crafts acylation.

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