Summary
Chromic acid oxidation of teloschistin triacetate yields 4:5-diacetyl-7-O-methylemodic acid. The identity of this acid has been established by comparison with a sample obtained from physcion diacetate by oxidation and by its conversion into 7-O-methylemodic acid and its methyl ester on treatment with methyl alcoholic potash and methyl alcoholic sulphuric acid respectively. The location of the methoxyl group in teloschistin at position 7 has thus been rigidly established. The reduction of teloschistin to its anthranol and its regeneration from this compound are described.
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References
Seshadri and Subramanian..Proc. Ind. Acad. Sci.,A, 1949,30, 67.
Anslow, Breen and Raistrick..Biochem. J., 1940,34, 159.
Posternak ..Helv. Chim. Acta., 1940, 1046.
Eder and Häuser ..Ibid., 1925, 126.
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Neelakantan, S., Rangaswami, S., Seshadri, T.R. et al. Chemical investigation of Indian lichens. Proc. Indian Acad. Sci. (Math. Sci.) 33, 142 (1951). https://doi.org/10.1007/BF03172197
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DOI: https://doi.org/10.1007/BF03172197