Biosynthetic Origin of the Ansa-Structure of Ansamitocin P-3
1985 Volume 49 Issue 2 Pages 327-333
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1985 Volume 49 Issue 2 Pages 327-333
The biosynthetic origin of the ansa-structure of ansamitocin P-3 was investigated by feeding 14C- and 13C-labeled compounds. The results suggested that the ansa-structure was constructed from a long aliphatic chain composed of three C2-units directly derived from acetate, one C2-unit derived from metabolites of glucose and three C3-units derived from propionate, and an aminobenzenoid nucleus derived from metabolites of glucose. Three C1-substituents, two O-methyl and one N-methyl group in the sructure were derived from the C-2 of glycine and the S-methyl of methionine. A cyclic carbinolamide was derived from the carbamoyl of citrulline.
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