New advances in the volatile metabolites of Frullania tamarisci

Abstract

The chemical composition of Frullania tamarisci essential oil from Corsica was investigated using GC‐FID, GC–MS and NMR analyses. The essential oil compositions were further studied analyzing samples prepared from three different Corsican locations and during a seasonal vegetative cycle. 40 components, which accounted for 78.3–89.8% of the total amount of F. tamarisci essential oils were identified. The main components were tamariscol coeluted with pacifigorgiol (30.4–41.5%), germacra‐1(10)E,5E–dien‐11‐ol (3.6–7.1%), γ‐cylocostunolide (1.8–20.1%), γ‐dihydrocyclocostunolide (1.2–8.0%) and frullanolide (1.7–4.9%). Among them, germacra‐1(10)E,5E–dien‐11‐ol was never reported in the Frullania genus and pacifigorgiol, a tamariscol GC‐overlapped compound, was for the first time reported in Bryophytes. Finally using 1D and 2D NMR experiments, we reported γ‐dihydrocyclocostunolide as a new natural compound. Two Corsican F. tamarisci essential oils with different GC profiles were assessed for their phytotoxic behavior against onion seeds and seedling in order to evaluate their capacity to inhibit germination and alter the development of plantlets. According to the essential oil‐compositions, a stimulation of the onion seedling was observed when sesquiterpene lactones amount was higher, whilst the inhibition of roots growth occurs when sesquiterpene alcohols were predominantly.

Volatile Metabolites in Liverworts of Ecuador

“…Only one monoterpene hydrocarbon (MH) (β-phellandrene) with RI 1023 was determined; below RI 1000, no compound was identified in any of the four species studied. However, in Frullania tamarisci of France [10], three compounds (α-pinene, 1-Octen-3-ol, and β-pinene) with RI below 1000 were identified, which would indicate that it is possible to isolate this type (MH) of compounds from liverworts.…”

“…In addition, chemical constituents of Frullania serrata were isolated, and their structure was elucidated by nuclear magnetic resonance (1D-and 2D-NMR), high-resolution electrospray ionization mass spectrometry (HR-ESI-MS) and infrared spectroscopy (IR) [9]. The chemical composition of Frullania tamarisci essential oil was investigated using gas chromatography coupled to flame ionization detection (GC/FID), GC/MS, and NMR analyses [10]. Compounds of Frullania hamatiloba have been isolated and their structures were determined by a combination of the 1 H-and 13 C-NMR, MS, ultraviolet-visible spectroscopy (UV), IR, and X-ray crystallographic (X-ray) analysis [11].…”

Caution: Chemical Instability of Natural Biomolecules During Routine Analysis

“…In our previous work, upon analysis of 12 essential oils prepared from Corsican F. tamarisci , tamariscol was reported as the main component, and it was detected with concentration varying between 26.3 to 41.5% [ 26 ]. Additionally, 13 C-NMR spectra recorded on oil-fractions of F. tamarisci obtained by column chromatography revealed the co-elution of tamariscol with pacifigorgiol ( 2 ) in GC-FID and GC-MS, both on apolar and polar columns [ 26 ]. To date, 2 was found only in a Pacific coral, Pacifigorgia adamsii [ 19 ] and a vascular plant, Valeriana officinalis [ 20 ].…”

“…Sample storage: all samples were stored 8 °C prior to the analysis. Details of the essential oils preparation method are reported in our previous works [ 26 , 32 ].…”

Guaianolide Derivatives from the Invasive Xanthium spinosum L.: Evaluation of Their Allelopathic Potential

“…At the end of the experiment germination rate (GR) [ 66 , 73 ], germination percentage (GP) [ 74 ], vigor index (VI) [ 75 ], lengths ratio (LR), weights ratio (WR) [ 66 ], and allelopathic effect (AE) [ 76 ] were determined from the following equations: n i : number of germinated seeds at each counting; d i : number of days until x counting; x: counting number; n f : number of germinated seeds at the end of the experiment; N: total number of seeds; L: mean of seedling lengths (mm); dw : mean of seedling dry weights (mg); ww: mean of seedling wet weights (mg); R: mean of root lengths (mm); S: mean of shoot lengths (mm); C : mean of control seedling lengths (mm).…”