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Synthetic experiments in the benzopyrone series

Part XIX. Methyl ethers of genistein

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Summary

It is shown that the most convenient method of preparing prunetin is by the partial demethylation of genistein trimethyl ether with hydrobromic or hydriodic acid under controlled conditions. The 5-methyl ether of genistein (isoprunetin) has now been synthesised by the methylation of 7:4′-O-dibenzyl genistein and subsequent debenzylation. Its properties are very different from those of prunetin and it yields a diethyl ether which could be independently prepared from genistein. The present work conclusively proves that prunusetin cannot be 5-O-methyl genistein (isoprunetin) and should be the same as prunetin.

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Authors and Affiliations

  1. From the Department of Chemistry, Delhi University, India

    N. Narasimhachari, T. R. Seshadri F.A.Sc. & S. Sethuraman

Authors
  1. N. Narasimhachari
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  2. T. R. Seshadri F.A.Sc.
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  3. S. Sethuraman
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Additional information

A preliminary note on this subject was published in theJ. Sci. Ind. Res. India, 1951,10 B 195.

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Narasimhachari, N., Seshadri, T.R. & Sethuraman, S. Synthetic experiments in the benzopyrone series. Proc. Indian Acad. Sci. (Math. Sci.) 36, 194 (1952). https://doi.org/10.1007/BF03178215

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  • DOI: https://doi.org/10.1007/BF03178215

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