Summary
1. The following compounds have been isolated from the oleoresin ofPinus koraiensis Sieb. et Zucc., in addition to those described previously: cis-abienol, labd-8(20),13-dien-15-ol, (+)-manoyl oxide, epimanoyl oxide, and 7α-hydroxydehydroabietinol (in the form of the diacetate). The structure of the last-mentioned, previously unknown, diterpenoid has been shown by chemical transformations and by spectroscopy.
2. It has been established that the cembrene, isocembrene, pinacenes, neoabienol isolated previously and the 18-norcembra-2,7,11-trien-4-one now isolated for the first time are secondary products formed in the storage and treatment of the oleoresin.
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Literature cited
V. A. Raldugin, N. K. Kashtanova, and V. A. Pentegova, Khim. Prirodn. Soedin., 481 (1970).
É. N. Shmidt, N. K. Kashtanova, and V. A. Pentegova, Khim. Prirodn. Soedin., 694 (1970).
V. A. Raldugin, N. K. Kashtanova, and V. A. Pentegova, Khim. Prirodn. Soedin., 604 (1971).
V. A. Raldugin and V. A. Pentegova, Khim. Prirodn. Soedin., 669 (1971).
V. A. Raldugin, A. I. Lisina, N. K. Kashtanova, and V. A. Pentegova, Khim. Prirodn. Soedin., 541 (1970).
V. A. Raldugin and V. A. Pentegova, Khim. Prirodn. Soedin., 595 (1971).
V. A. Raldugin and V. A. Pentegova, Khim. Prirodn. Soedin., 674 (1974).
N. K. Kashtanova, L. N. Vol'skii, M. A. Chirkova, É. N. Shmidt, and V. A. Pentegova, Izv. Sibirskogo Otd. Akad. Nauk SSSR, Series 5, No. 12, 118 (1970).
A. I. Lisina, A. I. Rezvukhin, and V. A. Pentegova, Khim. Prirodn. Soedin., 250 (1965).
N. V. Avdyukova, V. A. Raldugin, É. N. Shmidt, and V. A. Pentegova, Khim. Prirodn. Soedin., 653 (1972).
R. Caputo, L. Mangoni, L. Previtera, and R. Iaccarino, Tetrahedron,29, 2047 (1972).
D. F. Zinkel and A. H. Conner, Phytochem.,12, 938 (1973).
J. Rowe, B. A. Nagasampagi, A. W. Burgstahler, and J. W. Fitzsimmons, Phytochem.,10, 1647 (1971).
R. C. Cambie, W. A. Denny, and J. A. Lloyd, Austral. J. Chem.,25, 375 (1972).
M. A. Chirkova and V. A. Pentegova, Khim. Prirodn. Soedin., 247 (1969).
G. Oloff, Ann. Chem.,617, 134 (1958).
G. A. Mamontova, A. I. Lisina, and V. A. Pentegova, Izv. Sibirskogo Otd. Akad. Nauk SSSR, Series 5, No. 12, 121 (1970).
Additional information
Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Academy of Sciences of the USSR. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 174–179. March–April, 1976.
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Raldugin, V.A., Pentegova, V.A. New diterpenoid components of the oleoresin ofPinus koraiensis . Chem Nat Compd 12, 157–161 (1976). https://doi.org/10.1007/BF00566335
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DOI: https://doi.org/10.1007/BF00566335