humulene and alpha-santalene

A new p-coumaroylated santalane-type sesquiterpenoid, 8-p-coumaroyl-α-santalene (1), a new p-coumaroylated oplopanane-type sesquiterpenoid, 8-β-p-coumaroyl-oplopanone (2), and three known p-coumaroylated humulene-type sesquiterpenoids (3-5) were isolated from the ethanol extract of the whole herbs of Pilea cavaleriei. Their structures were elucidated based on the combination of 1D and 2D NMR and HRMS methods. Compound 2 was found to show anti-tuberculosis activity with MIC of 16 μg/ml.

Topics: Drugs, Chinese Herbal; Molecular Structure; Monocyclic Sesquiterpenes; Nuclear Magnetic Resonance, Biomolecular; Polycyclic Sesquiterpenes; Sesquiterpenes; Urticaceae

The action of Aspergillus niger on mono- and sesqui-terpenic hydrocarbons, such as carane, 3-carene, alpha-santalene, and humulene was studied in shake cultures. Carane, Delta3-carene, and humulene proved to be rather resistant to oxygenation by the experimental strain of A. niger. Carene yielded a hydroxyketone, C(10)H(14)O(2), in poor yields after prolonged fermentation. The sesqui-terpene hydrocarbon, alpha-santalene, was degraded mainly to an acid, tere-santalic acid. Two hydroxylated products were also obtained from alpha-santalene, viz., tere-santalol and an alcohol, C(15)H(24)O.

Topics: Alcohols; Aspergillus; Aspergillus niger; Bicyclic Monoterpenes; Bridged Bicyclo Compounds; Fermentation; Monocyclic Sesquiterpenes; Monoterpenes; Polycyclic Sesquiterpenes; Sesquiterpenes; Terpenes