Terpenoid Compositions of Resins from Callitris Species (Cupressaceae)

Abstract

The environmental fate of conifer resins and their natural product compounds as mixtures is of importance for source, alteration, and transport studies. The compound compositions of resins of the common Callitris species (Cupressaceae) based on gas chromatography-mass spectrometry have not been reported. Results show that diterpenoids were the most abundant components and callitrisic acid was present in the resin extracts of all Callitris species analyzed. Significant amounts of 4-epi-pimaric and sandaracopimaric acids, with lesser communic, ozic, and lambertianic acids, were also in the mixtures. Phenolic diterpenoids, for example, ferruginol, hinokiol, were found in trace quantities in some samples. Thus, callitrisic acid and 4-epi-pimaric acid are the characteristic diterpenoids of Callitris species that are amenable to molecular biomarker analyses in geological or environmental applications.

New Labdanes with Antimicrobial and Acaricidal Activity: Terpenes of Callitris and Widdringtonia (Cupressaceae)

“…In addition, sandaracopimaric acid (1) was identified in both species, but at lower concentrations as compared to Widdringtonia. The study by Simoneit et al [21] reported 2 and 3 extensively in most other species of Callitris, which is similar to the pattern evident in Widdringtonia, but these diterpenes were not identified in the two species of Callitris in the current study. Nevertheless, mass spectral analysis can be used to verify if they occur in trace amounts.…”

“…Unlike Widdringtonia, interspecific differences in the Genus were pronounced. Major diterpenes in the leaves of C. columellaris were pisiferal (9) and pisiferic acid (10), whereas a single diterpene was evident in C. endlicheri leaves, being isoozic acid (11), which is the isomer of the more widespread ozic acid in other species of Callitris [21]. In addition, sandaracopimaric acid (1) was identified in both species, but at lower concentrations as compared to Widdringtonia.…”

“…Guaiol and azulenes have higher relative abundances in the d ƴ-lactones are more strongly represented in solvent extracts [20] due A recent study of Callitris spp. also reported diterpene acids using mass the resins [21]. Cupressaceae, leaf essential oils from Callitris and Widdringtonia are eartwoods [10,16] with monoterpenes predominating in leaf oils and g in heartwood timber oils.…”

“…A recent study of Callitris spp. also reported diterpene acids using mass spectrometry on extracts from the resins [21].…”

Biochemical characterization of diterpene synthases of Taiwania cryptomerioides expands the known functional space of specialized diterpene metabolism in gymnosperms

“…In species of pine, fir and spruce, DRAs are core components of chemical and physical tree defense (Phillips and Croteau, ), and have been shown to provide an effective barrier against stem‐boring weevils and associated pathogenic fungi (Robert et al ., ; Lah et al ., ). By contrast, structurally related labdane‐type diterpenoids, such as ferruginol and derivatives thereof, function as defense metabolites in many species of the Cupressaceae (Karchesy et al ., ; Simoneit et al ., ).…”