Alkaloids hydrogenated ergot

Synonyms. Co-dergocrine Methanesulphonate DEA DHAE Dihydroergotoxine Mesylate Dihydrogenated Ergot Alkaloids Hydrogenated Ergot Alkaloids. 

P-Blockers yield yellow to pink-colored chromatogram zones on a colorless ba ground, which, like the zones of the ergot alkaloids and hydrogenated ergot alkalo can usually be exdted to blue fluorescence on irradiation with long-wavelength UV li (A, = 365 nm) [1, 3]. 

Some of these natural products—and drugs made from them—are known collectively as the ergot alkaloids, and have found use in medicine. Ergonovine, for example, is a selective stimulant for contraction of uterine muscle and is used in conjunction with labor and delivery. A mixture of hydrogenated ergot alkaloids—reduced at the 9,10-position—has found... 

Prosek, M., Kucan, E., Katie, M. and Bano, M. (1976b) Quantitative fluorodensitometric determination of ergot alkaloids. II. Determination of hydrogenated ergot alkaloids of the ergotoxine group. Chromatographia, 9, 325-327. 

Kankova-Vancurova, M., Prochazkova, J. and Grossman, V. (1989) The effect of hydrogenated ergot alkaloids on immune functions. II. The primary antibody response and proliferative activity in mouse spleen cells in vitro. Ceskd Farmakologie, 38, 351-354. 

Hydroxylation of clavine alkaloids in vitro can be brought about by horseradish peroxidase using hydrogen peroxide as the oxidant, and numerous other tissues (70). This leads only to 8-hydroxylation, e.g., no elymoclavine (54) can be detected from 53. On the other hand, this hydroxylation step also occurs in ergot as a minor metabolic pathway, but it will not be considered here in detail. The reader is referred to the review articles of Voigt (55-57) and of Ramstad (70). 

DIHYDROERGOTAMINE This alkaloid is obtained by partial hydrogenation of ergot-amine. It is used in the treatment of migraine as a relatively weak vasoconstrictor. 

The principal interest in the acetylation of this ring system resides in the preparation of substituted protected a-hydroxy acyl derivatives 134 which on deprotection spontaneously cyclize to the fused oxazolo systems 135 which are present in certain ergot alkaloids and are of some pharmacological interest. Frequently the oily benzyloxyacyl derivatives are not purified but are immediately hydrogenated to give the solid oxazolo compounds. 

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