0000000000326114

AUTHOR

Erkki Mannila

Bioaccumulation, bioavailability and environmental fate of chlorophenol impurities, polychlorinated hydroxydiphenylethers and their methoxy analogues.

The bioaccumulation potential and environmental fate of polychlorinated hydroxydiphenyl ethers (HO-PCDEs; polychlorinated phenoxyphenols, PCPP), the major impurities of chlorophenol formulations and their methoxy analogues (MeO-PCDEs; polychlorinated methoxyanisoles, PCPAs) were investigated. Oligochaete worms (Lumbriculus variegatus) exposed to sediment spiked with a model substance of one HO-hexaCDE (4'-HO-PCDE 161) or its methoxy analogue (4'-MeO-PCDE 161) clearly accumulated the test compounds revealing the potential for environmental risk of HO-PCDEs and MeO-PCDEs. The HO-PCDE tested has earlier been reported as an abundant component in a Finnish chlorophenol formulation (Ky-5) and its…

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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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Wood-derived estrogens: studies in vitro with breast cancer cell lines and in vivo in trout.

The wood-derived compound, beta-sitosterol (purity > 90%), was shown to be estrogenic in fish. It induced the expression of the vitellogenin gene in the liver of juvenile and methyltestosterone-treated rainbow trout. Structural similarities to beta-sitosterol notwithstanding, cholesterol, citrostadienol, beta-sitostanol, and 5-androstene-3 beta,17 beta-diol, an estrogenic member of the androstenic steroid group, were inactive. An abietic acid mixture (37% abietic acid, 6% dehydroabietic acid, and a remainder of unknown compounds) showed slight hormonal activity in feed, but it was completely inactive when given intraperitoneally in implants. The estrogenic component of the abietic acid prep…

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Synthesis and structure verification of two previously uncharacterized pentachlorobiphenyls: PCB 108 and PCB 127

Abstract The synthesis and structure verification of two previously uncharacterized polychlorinated biphenyl (PCB) congeners mono- ortho -substituted 2,3,3′,4,5′-pentachlorobiphenyl (PCB 108) and non- ortho -substituted 3,3′,4,5,5′-pentachlorobiphenyl (PCB 127) is described. The synthesis was done by the method of aromatic arylation in the presence of isopentyl nitrite. The purification and separation of the compounds was done by flash-chromatography on Al2O3- and charcoal columns. The structures were verified by 1H NMR, 13C NMR, IR and mass spectroscopy.

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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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