Ulrich Eder

Synthesis and pharmacological evaluation of 8α-estradiol derivatives

Abstract A number of 2- and 16-alkyl 8α-estradiol derivatives were synthesized and pharmacologically characterized with respect to estrogenic/antiestrogenic activities.

Reaction of unsaturated sulfoxides with alkyllithiums

Abstract Nucleophilic attack of methyllithium on allene sulfoxides offers a stereospecific access to sulfur-free allenes. Reaction of phenylsulfinyl substituted diene 15 leads via a benzilic-type rearrangement to phenyl substituted diene 18 .

Microbial hydroxylations of β-carboline derivatives

Ethyl β-carboline-3-carboxylate (1a) and its 4-alkyl derivatives (1b–d) are hydroxylated by Sporotrichum sulfurescens at C-6 and C-8 of the aromatic nucleus; side chain hydroxylation of (1c) and (1d) occurs with Streptomyces lavendulae and Streptomyces griseus.

Total synthesis of natural and non-natural steroid hormones

Abstract A number of steroid total syntheses, such as the synthesis of oestradiol, a 7β- and 7α-methyl oestrogen, an 8α-oestradiol analogue and a total synthesis of A, 19-dinorsteroids, are described starting from the optically-active, CD-synthon 3. In addition, a preparation of C-nor-D-homosteroids is also discussed.

16 α-Alkyl steroids, their preparation, and pharmaceutical preparations thereof

16 α-Alkyl steroids of the formula ##STR1## wherein R1 is hydrogen or methyl, R2 is hydrogen, alkyl, acyl, or glycosyl R3 is hydrogen or a substituted or unsubstituted, saturated or unsaturated lower hydrocarbon residue, and R4 is methyl, ethyl or propyl, exhibit strong progestational activity and a very low androgenic activity.