Summary
From the herbage ofUlugbekia tschimganica (B. Fedtsch.) Zak two new phenolcarboxylic acids have been isolated in the form of their methyl derivatives: methyl ulugbekate C19H18O6 (I) and methyl ulugbinate acid C20H22O7 (II), mp 228°C.
It has been established that (I) most probably has the structure of 1,5-bis(3′,4′-dihydroxyphenyl)-3-methoxycarbonylpent-1-ene and (II) that of 1,5-bis(2′,4′-dihydroxyphenyl)-3-methoxycarbonylpent-1-ene and (II) that of 1,5-bis(2′,4′-dihydroxyphenyl)-3-methoxycarbonyl-4-methoxypent-2-ene.
The presence of fumaric, caffeic, and chlorogenic acids, and also of mono and dimethyl fumarates has been established chromatographically.
The roots have yielded a new phenolic terpenoid, C16H20O4, for which 3-(2,4-dihydroxyphenyl)-1-(5,5-dimethyltetrahydropyran-2-ylidene)propene has been suggested as one of the most likely structures.
Similar content being viewed by others
Literature cited
H. Wagner, L. Hörhammer, and U. Frank, Arzneim.-Forsch.,20, No. 5, 705 (1970).
F. X. Gasner, M. L. Hopwood, W. Johnson, and S. G. Sunderwirth, Proc. Soc. Exp. Biol. Med.,114, No. 1, 20 (1963).
V. M. Dil'man, I. S. Kozhina, L. A. Klyuchnikova, M. N. Kibal'chich, and Yu. Yu. Kusov, Vopr. Onkol.,14, No. 7 (1968).
G. Johson, S. G. Sunderwirth, H. Gibian, A. W. Coulter, and F. X. Gasner, Phytochemistry,2, 145 (1963).
Additional information
Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 601–607, September–October, 1976.
Rights and permissions
About this article
Cite this article
Khasanova, M.A., Nikonov, G.K. Polyphenols and acids of Ulugbekia tschimganica. Chem Nat Compd 12, 539–543 (1976). https://doi.org/10.1007/BF00565178
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1007/BF00565178