Abstract
Purpose of work:
The biosynthetic pathway of a new antitumor compound, haloroquinone, is elucidated to facilitate metabolic regulation for product accumulation and modification to produce new bioactive structural analogues of the compound.
The biosynthetic origin of a novel promising protein kinase B inhibitor and anti-tumor compound, haloroquinone, from a marine-derived fungus, Halorosellinia sp. was clarified. The origin of carbon skeleton of haloroquinone was elucidated by feeding experiments with [2-13C]malonate and [1,2,3-13C3]malonate followed by 13C-NMR analysis of the isolated compounds: 15 carbon atoms were derived from malonate, of which eight were from the methylene group and seven from the carboxyl group. The remaining one is probably obtained by O-methylation. Haloroquinone is thus synthesized via a polyketide pathway using malonyl-CoA as both the starter unit and the extender unit.
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Acknowledgments
This work was financially supported by the National High Technology Research and Development Program of China (No. 2011AA090702; 2012AA092103; 2012AA092105) and Shanghai Leading Academic Discipline Project (Project Number: B505). We thank Prof. Zhigang She from Sun Yat-sen University for his friendly supply of Halorosellinia sp. (No. 1403).
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Niu, C., Cai, M., Zhang, Y. et al. Biosynthetic origin of the carbon skeleton of a novel anti-tumor compound, haloroquinone, from a marine-derived fungus, Halorosellinia sp.. Biotechnol Lett 34, 2119–2124 (2012). https://doi.org/10.1007/s10529-012-1019-z
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DOI: https://doi.org/10.1007/s10529-012-1019-z