The biosynthesis of plant alkaloids and nitrogenous microbial metabolites

The biosynthesis of plant alkaloids and nitrogenous microbial metabolites

“…Clavams 100 and 101 are produced by Streptomyces antibioticus and derive via the advanced clavulanic acid precursor, proclavaminic acid 97 (ref. 6, p. 54); this species does not produce clavulanic acid 99. The branchpoint to 99, 100 and 101 reasonably lies at clavaminic acid 98 and indeed a clavaminate synthase (CS3) has been isolated73 from S. antibioticus thus providing good evidence that clavams like 100 and 101 derive from clavaminic acid.…”

“…hyoscyamine 3 originates from phenylalanine by way of phenyllactic acid 9, and littorine 11 acts as an intact precursor for hyoscyamine 3 (ref. 6, p. 45); the conversion of the phenyllactyl moiety of 11 into that of 12 clearly involves a most interesting mutase reaction. The results of two sets of experiments define (R)-D-phenyllactate 9 as the immediate mutase substrate with the (9-isomer being converted into it via phenylpyruvate 8 (Scheme I).…”

The biosynthesis of plant alkaloids and nitrogenous microbial metabolites (1997 to 1998)

“…As previously, reference is made to background material in earlier reports in this series as well as to a monograph. [1][2][3][4][5][6][7][8] As full coverage of the literature as possible was obtained, in part, by use of CAS Online. Jasmonic acid 1 has been identified as an important compound in the elicitation of the biosynthesis of secondary metabolites in higher plants.…”

The biosynthesis of plant alkaloids and nitrogenous microbial metabolites

“…The continuity of these reviews, which now span fifteen years, is maintained through appropriate reference to earlier Reports and to other reviews. [1][2][3][4][5][6][7] In part, comprehensive access to the literature was gained through the valuable ISI Data Service at Bath. A review has been published 8 which is centred around the biosynthesis of bioactive compounds and useful macrolide antibiotics and polyketides, and the transformation of these metabolites into new compounds by microbial conversion or gene manipulation.…”