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Extra info for Chemistry and Physiology
NEWBIOLOGICAL EFFECTS OF ERGOT DERIVATIVES A new kind of pharmacological activity was discovered in 1954. On the basis of these findings, Shelesnyak suggested that ergotoxine acts via the hypothalamus and the hypophysis. Later on, ergocornine was preferentially used as an investigational tool for the study of the mechanism of ovum implantation in the rat. Further investigations made i t clear that ergocornine has a distinct endocrinological effect in the rat by lowering the level of prolactin (119).
Smith, “Background t o Migraine” (R. ), p. 53. Heinemann, London, 1968. 117. BE 767,558. 118. M. C. Shelesnyak, Amer. 2. Physiol. 179, 301 (1954). 119. M. C. Shelesnyak, B. Lunenfeld, and B. Honig, L i f e Sci. 1, 73 (1963). 120. E. Fliickiger and H. R. Wagner, Ezperientia 24, 1130 (1968); E. Billeter and E. Fliickiger, ibid. 27, 464 (1971); E. Fliickiger, P. M. Lutterbeck, H. R. Wagner, and E. Billeter, ibid. 28, 924 (1972). 121. P. M. Lutterbeck, J. S. Pryor, L. Varga, and R. Wenner, Brit. Med.
90 (2H), which can be assigned to two methylene protons adjacent to the carbonyl group, is observed only in the NMR spectrum of the latter. The mass spectrum of codaphniphylline also has two prominent peaks a t 272 and 286, indicating that it has the same nitrogen heterocyclic moiety as that of daphniphylline (1). From these data codaphniphylline (9) can be regarded as deacetoxydaphniphylline. I n fact, chemical transformation of the base 1to codaphniphylline was successfully carried out. 48 SHOSUKE YAMAMURA AND YOSHIMASA HIRATA At first zinc reduction of daphniphylline (1)was attempted without success.