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Biosynthesis of antitumor antibiotic, cytogenin.
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- KUMAGAI HIROYUKI
- Institute for Chemotherapy, M.C.R.F.
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- AMEMIYA MASAHIDE
- Institute for Chemotherapy, M.C.R.F.
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- NAGANAWA HIROSHI
- Institute of Microbial Chemistry, M.C.R.F.
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- SAWA TSUTOMU
- Institute of Microbial Chemistry, M.C.R.F.
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- ISHIZUKA MASAAKI
- Institute for Chemotherapy, M.C.R.F.
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- TAKEUCHI TOMIO
- Institute of Microbial Chemistry, M.C.R.F.
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Description
The biosynthesis of antitumor antibiotic cytogenin, 3-hydroxymethyl-6-methoxy-8-hydroxyisocoumarin, was studied by feeding 14C- or 13C-labeled compounds to culture of the producing organism, Streptoverticillium eurocidicum MI43-37F11. 14C-Acetate and 14C-methionine were efficiently incorporated into cytogenin as precursors. 13C NMR studies proved that the carbon skeleton of cytogenin is derived from pentaketide intermediate due to head-to-tail condensation of five acetate units and methyl group of 6-OCH3 is derived from methionine. It was suggested that 3-hydroxymethyl and/or 6-methoxy group of cytogenin were metabolized by hydroxylation and/or methylation from three intermediates.
Journal
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- The Journal of Antibiotics
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The Journal of Antibiotics 47 (4), 440-446, 1994
JAPAN ANTIBIOTICS RESEARCH ASSOCIATION