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Paper | Regular issue | Vol 55, No. 6, 2001, pp.1045-1056
Published online, 1st January, 1970
DOI: 10.3987/COM-01-9180
Semisynthetic Dimers of Antiparkinsonic Ergot Alkaloids

Vladimír Kren,* Lenka Weignerová, Marek Kuzma, Alexandr Jegorov, and Petr Sedmera

*Institute of Microbiology, Laboratory of Biotransformation, Academy of Sciences of the Czech Republic, Vídenská 1083, CZ 142 20 Prague 4, Czech Republic

Abstract

1,1-Linked dimers of semisynthetic ergoline alkaloids with antiparkinsonic activity were prepared in 60 - 63% yield from the parent compounds (pergolide, terguride) by action of α,ω-dihalogenalkanes in DMSO/KOH. N-1-ω-Halogenalkyl pergolide and terguride precursors were used for the synthesis of non-symmetric dimers. N-6 Alkylation was achieved (yield 18 - 28%) using 1,6-dihalogenohexane in DMF/K2CO3.