Ergot alkaloids. Synthesis of nitrosourea derivatives of ergolines as potential anticancer agents.

Abstract

Nitrosourea derivatives of ergolines have been synthesized for the purpose of obtaining agents with both prolactin-and tumor-inhibitory activity. Two derivatives of 8-amino-6-methylergoline (3), 8-[3-(2-chloroethyl)-3-nitrosoureido]-1-nitroso-6-methylergoline (5c) and 8-[3-2-chloroethyl)-3-nitrosoureido]-6-methylergoline (5a), have been prepared. In addition, nitroso (7) and chloroethylcarbamyl (8) derivatives of elymoclavine (6) are reported. Compounds 5a and 5c have activity against L1210 leukemia in mice but only moderate prolactin-inhibiting activity. The chloroethylcarbamyl derivative 8 of elymoclavine is a potent prolacting inhibitor.

• Authors: A M Crider, C K Lu, H G Floss, J M Cassady, J A Clemens
• Journal: Journal of medicinal chemistry (J Med Chem) Vol. 22 Issue 1 Pg. 32-5 (Jan 1979) ISSN: 0022-2623 [Print] United States
• PMID: 423180 (Publication Type: Journal Article, Research Support, U.S. Gov't, P.H.S.)

Chemical References

• Antineoplastic Agents
• Ergolines
• Nitrosourea Compounds
• Prolactin

Topics

• Animals
• Antineoplastic Agents (chemical synthesis)
• Ergolines (chemical synthesis, pharmacology)
• Leukemia L1210 (drug therapy)
• Mice
• Nitrosourea Compounds (chemical synthesis, pharmacology)
• Prolactin (metabolism)
• Rats