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Zur Kenntnis der Triterpene. 190. Mitteilung. Eine stereochemische Interpretation der biogenetischen Isoprenregel bei den Triterpenen
594
Citations
19
References
1955
Year
BiologyBiosynthesisBioorganic ChemistryDerivativesBiochemistrySqualene HypothesisCyclic TriterpenesNatural SciencesEngineeringChemotaxonomySecondary MetaboliteNatural Product BiosynthesisOrganic ChemistryBiogenetic Isoprene RulePhytochemistryPharmacologyPrimary MetaboliteNatural Product Synthesis
Abstract The biogenetic isoprene rule in its application to the triterpenes is discussed from a stereochemical standpoint. On the basis of a well defined system of arbitrary assumptions a scheme has been developed leading from squalene to the formulae of the basic representatives of all known cyclic triterpene groups ‐ i.e. euphol, tirucallol, lupeol, taraxasterol, germanicol, β‐amyrin, taraxerol, friedelin, α‐amyrin, lanosterol ‐ in their full structural and configurational detail. This result is considered to support the squalene hypothesis of the biogenesis of cyclic triterpenes.
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