Summary
The physicochemical properties and results of spectroscopy have enabled the empirical formula of drupacin, isolated previously from the seeds ofPsoralea drupaceae, to be corrected and its structure to be established. It is 2′,2′-dimethyl-3′,4′-dihydropyrano(5′,6′:3,4)-trans-cinnamic acid.
In addition to drupacin, a new component with the composition C14H13O3, mp 147–148°C has been isolated; this has been named drupanin and has the structure of 4-hydroxy-3-(3′-methylbut-2′-enyl)-trans-cinnamic acid.
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Literature cited
V. G. Shimanov, Karakulevodstvo i Zverovodstvo, No. 5, 17 (1956).
V. G. Shimanov, Tr. In-ta Karakulevodstva, Uz. AN SKhI,10, 299 (1960).
Additional information
Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 700–703, November–December, 1973.
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Golovina, L.A., Nikonov, G.K. The structures of drupacin and drupanin — New components of Psoralea drupaceae. Chem Nat Compd 9, 672–675 (1973). https://doi.org/10.1007/BF00565783
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DOI: https://doi.org/10.1007/BF00565783