Résumé
Les structures des 6- et 6′-hydroxynéothiobinupharidine ont été déterminées par des études spectrales et la conversion en néothiobinupharidine-6- et 6′-d1. Un schème de biogénèse des C30, Nuphar monohémiaminals est proposé.
Literatur
R. T. LaLonde andC. F. Wong, J. org. Chem.39, 2892 (1974).
Spectra were determined as follows: MS on a Hitachi RMU-6E mass spectrometer, 70 ev. direct inlet; PMR on a Varian A60-A in CDCl3 solution; ed on a Jasco Model 5 spectropolarimeter (95% ethanol, 0.2 mg/ml). TLC was performed on 0.25 mm. Alumina GF254, ether-hexane (1∶4).
R. T. LaLonde, C. F. Wong andW. P. Cullen, Tetrahedron Lett.1970, 4477.
R. T. LaLonde, C. F. Wong andK. C. Das, J. Am. chem. Soc.95, 6342 (1973).
H. R. Schütte andJ. Lehfeldt, Arch. Pharmak.298, 461 (1965).
R. T. LaLonde, E. Auer, C. F. Wong andV. P. Muralidharan, J. Am. chem. Soc.93, 2501 (1971).
Support of this work by the National Institutes of Health, U.S. Public Health Service (Grant No. AI 10188) is gratefully acknowledged.
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Wong, C.F., LaLonde, R.T. 6- and 6′-Hydroxyneothiobinupharidine. Monohemiaminals fromNuphar luteum and their possible role in thiaspirane Nuphar alkaloid biogenesis. Experientia 31, 15–16 (1975). https://doi.org/10.1007/BF01924651
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DOI: https://doi.org/10.1007/BF01924651