Relevant articles and documents
Chlorometabolite production by the ecologically important white rot fungus Bjerkandera adusta
Silk Aubry Lonergan Macaulay
Two strains of the basidiomycete, Bjerkandera adusta (DAOM 215869 and BOS55) produce in static liquid culture, phenyl, veratryl, anisyl and chloroanisyl metabolites (CAM's) (alcohols, acids and aldehydes) as well as a series of compounds not previously known to be produced by Bjerkandera species: 1-phenyl, 1-anisyl, 1-(3-chloro-4-methoxy) and 1-(3,5-dichloro-4-methoxy) propan-1,2-diols, predominantly as erythro diastereomers with 1R, 2S absolute configurations. 1-Anisyl-propan-1,2-diol and 1-(3,5-dichloro-4-methoxy)-propan-1,2-diol are new metabolites for which the names Bjerkanderol A and B, respectively, are proposed. Experiments with static liquid cultures supplied with 13C66- and 13C9-L-phenylalanine showed that all identified aromatic compounds (with the exception of phenol) can be derived from L-phenylalanine. For the aryl propane diols, the 13C label appeared only in the phenyl ring and the benzylic carbon, suggesting a stereoselective re-synthesis from a C7 and a C2-unit, likely aromatic aldehyde and decarboxylated pyruvate, respectively. Other compounds newly discovered to be derived from phenylalanine by this white rot fungus include phenylacetaldehyde and phenylpyruvic, phenylacetic, phenyllactic, mandelic and phenyl glyoxylic (benzoyl formic) acids. For both strains, cultures supplied with Na37Cl showed incorporation of 37Cl in all identified chlorometabolites. Veratryl alcohol and the CAM alcohols, which occur in both strains and can be derived from L-phenylalanine (all 13C-labelled), have reported important physiological functions in this white rot fungus. Possible mechanisms for their formation through the newly discovered compounds are discussed.
Banana-shaped liquid crystals based on 2,7-dihydroxynaphthalene derivatives
Derkach Novikova Gorecka
Abstract New mono- and dichloro-substituted derivatives of 2,7-dihydroxynaphthalene were synthesized, and their mesomorphic properties were investigated. Bis-2,7-[4-(4-n-alkoxybenzoyloxy)-3-chlorobenzoyloxy]-naphthalenes with the terminal nonyloxy or decyloxy group were found to form nematic and B1 mesophases; the homolog with dodecyloxy group formed B2 modification exclusively. Bis-2,7-[4-(4-n-alkoxybenzoyloxy)-3,5-dichlorobenzoyloxy]naphthalenes occurred to be non-mesomorphic and vitrified from isotropic liquid.
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