Purine alkaloids

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Surname Basic structure R 1 R 2 R 3
Xanthine Structural formula of the purine alkaloids −H −H −H
Theobromine −H −CH 3 −CH 3
Paraxanthin −CH 3 −H −CH 3
Theophylline −CH 3 −CH 3 −H
Caffeine −CH 3 −CH 3 −CH 3
IBMX −CH 3 −CH 2 −CH (CH 3 ) 2 −H
DMPX −CH 2 −C≡CH −CH 3 −CH 3

Purine alkaloids , often also referred to as xanthines , are naturally occurring chemical compounds from the group of alkaloids that are chemically derived from xanthine . This group of substances, which includes caffeine , theophylline and theobromine , is named after the purine ring system as the basic body. This body is in contrast to other alkaloids, whose basic structure is usually a product of secondary metabolism , is the primary metabolic belonging nucleotide metabolism primarily from the amino acids glycine and aspartic acid built up. Purine alkaloids, the content of which can be up to 6% of the dry weight, occur, for example, in tea leaves , coffee beans , cocoa , cola nuts , mate and guarana . The classic murexide reaction is used as a detection reaction to purine alkaloids .

An artificial xanthine that is very similar to theophylline and caffeine is 3-isobutyl-1-methylxanthine ( IBMX ).

Biosynthesis of the purine alkaloids based on the primary metabolic product inosine monophosphate

literature

  • Eckard Eich, Ulrich Förstermann, Chlodwig Franz, Horst Rimpler: Pharmaceutical Biology 2. Biogenic Drugs . 2nd edition, Deutscher Apotheker Verlag, Stuttgart 1999, ISBN 978-3769223262 .