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The Cytochalasans: A New Class of Biologically Active Microbial Metabolites
Author(s) -
Binder Michael,
Tamm Christoph
Publication year - 1973
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.197303701
Subject(s) - stereochemistry , biogenesis , chemistry , cytochalasin b , derivative (finance) , ring (chemistry) , biological activity , cytochalasin , organic chemistry , biochemistry , in vitro , cytoskeleton , economics , financial economics , cell , gene
A series of cytostatically active metabolites have been isolated from microorganisms in recent years. These compounds, which are chemically closely related, are of a new structural type. A highly substituted hydrogenated isoindolone unit is fused to an 11‐ to 14‐membered macrocycle. The large ring may be carbocyclic or heterocyclic (lactone or carbonic diester). The absolute configurations of two cytochalasans (phomin and a cytochalasin D derivative) have been established by X‐ray analysis. The biogenesis of phomin (cytochalasin B) is broadly known, and it is probable that all cytochalasans have a common biogenetic scheme. All the compounds of this class have a more or less pronounced specifically cytostatic action.