Volume 88, Issue 6 pp. 1344-1356
Review
Free Access

Synthetic Route to Ergot Alkaloids

István Moldvai

István Moldvai

Chemical Research Center, Institute of Biomolecular Chemistry, Hungarian Academy of Sciences, POB 17, H-1525 Budapest

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Eszter Temesvári-Major

Eszter Temesvári-Major

Chemical Research Center, Institute of Biomolecular Chemistry, Hungarian Academy of Sciences, POB 17, H-1525 Budapest

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Mária Incze

Mária Incze

Chemical Research Center, Institute of Biomolecular Chemistry, Hungarian Academy of Sciences, POB 17, H-1525 Budapest

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Gábor Dörnyei

Gábor Dörnyei

Chemical Research Center, Institute of Biomolecular Chemistry, Hungarian Academy of Sciences, POB 17, H-1525 Budapest

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Éva Szentirmay

Éva Szentirmay

Research Group for Alkaloid Chemistry of the Hungarian Academy of Sciences, Budapest University of Technology and Economics, Gellért tér 4, H-1521 Budapest (phone: +36-1-463-1195; fax: +36-1-463-3297)

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Csaba Szántay

Csaba Szántay

Chemical Research Center, Institute of Biomolecular Chemistry, Hungarian Academy of Sciences, POB 17, H-1525 Budapest

Research Group for Alkaloid Chemistry of the Hungarian Academy of Sciences, Budapest University of Technology and Economics, Gellért tér 4, H-1521 Budapest (phone: +36-1-463-1195; fax: +36-1-463-3297)

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First published: 21 June 2005
Citations: 29

Abstract

Rye is sometimes infected by a fungus called Claviceps purpurea. The term ergot designates the dark, brown, tuberous bodies which can be collected before or during harvesting and represent one of the most remarkable drugs of our therapeutic arsenal. Actually, the most significant alkaloids are metabolic products of these fungi. We elaborated three alternative total synthetic pathways to construct the ergoline skeleton, one of which – suitable for scaling up – finally resulted in (+)-lysergic acid (32a) and α-ergocryptine (1) (Schemes 5 and 6).

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