Abstract
The polyfunctional compounds of the oleoresins of three species of larch have been studied. Larixol diacetate, 3β-hydroxyepimanool, and 15-oxopimara-4(14)-enoic 13-hydroxy-7-oxoabicta-8(14)-enoic, 3β-hydroxysandaracopimaric, and 8,15-dihydroxyabietic acids have been isolated for the first time. The investigation performed has shown that the oleoresins of the larch contain polyfunctional compounds of various structural types. Depending on the species, their composition changes, and this fact can be used in the chemotaxonomy of larches.
Similar content being viewed by others
Literature cited
V. I. Bol'shakova, L. I. Demenkova, V. A. Khan, Zh. V. Dubovenko, E. N. Shmidt, and V. A. Pentegova, Khim. Prir. Soedin., 790 (1985).
V. I. Bol'shakova, L. I. Demenkova, V. A. Khan, Zh. V. Dubovenko, E. N. Shmidt, and V. A. Pentegova, Khim. Prir. Soedin., 839 (1985).
E. N. Shmidt, and V. A. Pentegova, Izv. Sibirskogo Otd. Akad. Nauk SSSR, Ser. Khim. Nauk., No. 3, 84 (1966).
M. C. Garcia-Alvarez and B. Rodriguez, Phytochemistry,19, 2405 (1980); F. Bohlmamm and L. V. Ngo, Chem. Ber.,109, 1446 (1976).
W. Herz and A. L. Hall, J. Org. Chem.,39, 14 (1974).
M. Shimagaki, A. Tahara, and R. Kenkyusho, Tetrahedron Lett., 1103 (1976).
S. Mihashi, Tetrahedron Lett., 1683 (1969).
Yu. A. Silko, V. A. Raldugin, V. I. Mamatyuk, E. N. Shmidt, and V. A. Pentegova, Izv. Sibirskogo Otd. Akad. Nauk SSR, Ser. Khim. Nauk., No. 2, 124 (1983).
L. G. Gough and J. S. Mills, Phytochemistry,9, 1093 (1970).
E. N. Shmidt and V. A. Pentegova, Khim. Prir. Soedin., 675 (1974).
J. S. Mills, Phytochemistry,12, 2407 (1973).
K. Doi and T. Kawamura, Phytochemistry,11, 841 (1972).
W. C. Still, M. Kahn, and A. Mitra, J. Org. Chem.,43, 2923 (1978).
P. F. Vlad and A. G. Russo, Zh. Obshch. Khim., No. 43, 655 (1973).
Additional information
Novosibirsk Institute of Organic Chemistry of the Siberian Branch of the USSR Academy of Sciences. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 571–576, September–October, 1986.
Rights and permissions
About this article
Cite this article
Bol'shakova, V.I., Shmidt, E.N., Pentegova, V.A. et al. Minor compounds of the oleoroesin of the Kamchatka, Japanese, and Siberian larches. Chem Nat Compd 22, 536–541 (1986). https://doi.org/10.1007/BF00599256
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1007/BF00599256