The activity of acis‐9‐fatty acid hydratase produced by aPseudomonas sp. (NRRL B‐3266) isolated from soil was compared with that of another isolate previously reported (NRRL B‐2994). The presence of appropriate fatty acids for at least 4 hr during aerobic growth in yeast extract medium increased subsequent enzyme activity. Such cells anaerobically hydrated severalcis‐9‐alkenoic acids to 10‐hydroxy fatty acids and aerobically formed 10‐keto acids, which were partially degraded to shorter chain keto acids. Melting point, gas chromatography, infrared, mass spectrometry and optical rotatory dispersion data are given. Six fatty acids havingcis‐9‐unsaturation produced hydrated products, but several enoic acids havingtrans‐9‐unsaturation or double bonds in other than the 9 position were inactive as substrates. The (−)‐10‐hydroxypalmitic acid produced from palmitoleic acid is considered to have the D configuration. Yields of 71% crude crystalline product from 15 g of oleic acid and 53% from 11 g of palmitoleic acid were obtained in 5‐liter anaerobic fermentations with NRRL B‐3266. Methyl esters, triolein and oleyl alcohol were not hydrated.
SummaryThe syntheses of 2,6-bis[4-(4,5-dihydro-1H-imidazol-2-yl)phenyl]pyridine 7, 2-[4-(4,5-dihydro-1H-imidazol-2-yl)-phenyl]-6-[3-(4,5-dihydro-1H-imidazol-2-yl)phenyl]pyridine 8 and 2,6-bis[3-(4,5-dihydro-1H-imidazol-2-yl)phenyl]pyridine 9 in five steps from the appropriately substituted bromoacetophenone are described. 3,5-Bis[4-(4,5-dihydro-1H-imidazol-2-yl)phenyl]pyridine 13 is also reported, prepared in four steps from 4-bromophenylacetonitrile. The preparation of 2,5-bis[4-(4,5-dihydro-1H-imidazol-2-yl)-phenyl]pyridine 18 from 4-bromoacetophenone in six steps is presented. The dications bind to poly dA·dT in the order 7 > 13 > 18 > 8 > 9; the order of binding to poly A·U is 7 > 13 > 8 > 9; 18 essentially does not bind to the RNA model. Only 7 inhibits topoisomerase II at millimolar concentrations. The dicationic compounds that were tested against Pneumonocystis carinii in the immuno-suppressed rat model show only modest activity and are moderately toxic. Some of the compounds demonstrated modest anti-HIV-1 activity and selectivity in primary lymphocytes.
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