Labdane
chemical compound
Labdane is a natural bicyclic diterpene. It forms the structural core for a wide variety of natural products collectively known as labdanes or labdane diterpenes. The labdanes were so named because the first members of the class were originally obtained from labdanum, a resin derived from the gum rockrose.
A variety of biological activities have been determined for labdane diterpenes including antibacterial, antifungal, antiprotozoal, and anti-inflammatory activities. Natural labdanes in tree resin are believed to be the precursors of amber, which polymerise under great pressure.
Biosynthesis
The enzyme (13E)-labda-7,13-dien-15-ol synthase produces the labdane, (13E)-labda-7,13-dien-15-ol, directly from geranylgeranyl pyrophosphate in the lycophyte Selaginella moellendorffii. The reaction proceeds in two steps: cyclisation and then hydrolysis, with pyrophosphate (PPi) as a byproduct.
Example labdane derivatives
Forskolin
Galanolactone
Isocupressic acid - is an abortifacient component of Cupressus macrocarpa.
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