Summary
1. Salsoline, salsolidine, ephedrine, pseudoephedrine, tetrahydroquinoline, and decahydroquinoline have been condensed with ethylene oxide and the corresponding amino alcohols have been obtained.
2. The conformational states and spatial structures of the compounds synthesized and their protonated forms and methiodides have been studied by IR and PMR spectroscopy. It has been shown that because of the rapid conversion of the saturated parts of the molecules of the bases and inversion processes, several stable spatial forms of the N-derivatives with quarternized nitrogen atoms exist in solutions.
Similar content being viewed by others
Literature cited
I. A. Primukhamedov, K. H. Aslanov, and A. S. Sadykov, in: Proceedings of a Jubilee Scientific Conference at Tashkent Pharmaceutical Institute Devoted to the 50th Anniversary of Soviet Power [in Russian], Tashkent (1967).
I. A. Primukhamedov, K. H. Aslanov, and A. S. Sadykov, Uzb. Khim. Zh., No. 4, 57 (1969).
A. L. Takhtadzhyan, System and Phylogeny of Flowering Plants [in Russian], Moscow-Leningrad (1968), p. 293.
I. A. Primukhamedov, Z. É. Madrakhimov, S. A. Tursunov, A. A. Alikhodzhaev, and S. Kh. Masyrov, in: Proceedings of a Jubilee Scientific Conference Devoted to the Centenary of the Birth of V. I. Lenin [in Russian], Tashkent (1970).
W. Ross, Biological Alkylating Agents, Butterworth, London (1962).
L. F. Larionov, The Chemotherapy of Malignant Tumors [in Russian], Moscow (1962).
I. M. Peisakhovich, et al., The Chemotherapy of Malignant Tumors [in Russian], Kiev.
N. I. Perevodchikov, Medicinal Methods of Treating Malignant Tumors [in Russian], Moscow (1961).
V. N. Konyukhov and Z. V. Pushkareva, Zh. Obshch. Khim.,31, No. 9, 2914 (1961).
T. K. Yunusov, T. K. Kasymov, F. G. Kamaev, V. B. Leont'ev, A. I. Ishbaev, K. Inoyatova, and A. S. Sadykov, Khim. Prirodn. Soedin., 448 (1971).
T. M. Moynehan, K. Schofield, R. A. J. Jones, and A. R. Katritzky, J. Chem. Soc., 2637 (1962).
G. Kundel', Hydration and Intramolecular Interaction [in Russian], Moscow (1972).
Additional information
V. I. Lenin Tashkent State University. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 486–492, July–August, 1974.
Rights and permissions
About this article
Cite this article
Karimov, M., Levkovich, M.G., Leont'ev, V.B. et al. Study of the conformational states of amino-alcohol derivatives of some alkaloids and bases and their protonated forms and quaternary salts. Chem Nat Compd 10, 490–495 (1974). https://doi.org/10.1007/BF00563816
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1007/BF00563816