Correlations of the structures of some
natural products containing orcinol or phloroglucinol nuclei, and related
compounds, support the hypothesis that the molecules are elaborated, at least
in part, by the head-to-tail linkage of acetate units. Chemical and biochemical
evidence is cited in support of the hypothesis.
The general problem of the biosynthesis of
depsides and depsidones is considered. Feeding experiments using sodium acetate
isotopically labelled in the carboxyl group have demonstrated that the mould
Penicillium griseofulvum Dierckx (Raistrick's strain P68) elaborates
2-hydroxy-6-methylbenzoic acid (VII) by the head-to-tail linkage of acetic acid
units in accord with the hypothesis of Birch and Donovan (1953). This
demonstration constitutes the first definite support for the hypothesis based
on bio- chemical experiments.
Me*14C0,H, when fed to a strain of Penicilliuwa griseofulvuin Dierckx, This result A preliminary leads to griseofulvin with the isotopic distribution shown in (I).supports the general validity of the acetic acid hypothesis. account of some of this work has already appeared.1 STRUCTURAL evidence reviewed in Part I suggested-that the skeletons of many natural phenolic compounds are derived, at least in part, by the head-to-tail linkage of acetic
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