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Synthetic Route to Ergot Alkaloids
Author(s) -
Moldvai István,
TemesváriMajor Eszter,
Incze Mária,
Dörnyei Gábor,
Szentirmay Éva,
Szántay Csaba
Publication year - 2005
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.200590108
Subject(s) - lysergic acid , chemistry , claviceps purpurea , fungus , stereochemistry , alkaloid , biochemistry , botany , biology
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 ).