Pimenta dioica and Pimenta racemosa: GC-based metabolomics for the assessment of seasonal and organs variation in their volatile components, in silico and in vitro cytotoxic activity estimation

2021 ◽  
Author(s):  
Fadia S. Youssef ◽  
Rola Labib ◽  
A. Gad Haidy ◽  
Safaa Eid ◽  
Mohamed Lotfy Ashour ◽  
...  

Volatile constituents isolated from stems (S) and leaves (L) of Pimenta dioica (PD) and Pimenta racemosa (PR) during the four seasons were analyzed using GLC/FID (Gas liquid chromatography – flame...

2020 ◽  
Vol 36 (6) ◽  
pp. 35-48
Author(s):  
D.V. Коchkin ◽  
G.I. Sobolkovа ◽  
А.А. Fоmеnkov ◽  
R.А. Sidorov ◽  
А.М. Nоsоv

The physiological characteristics of the callus cell cultures of Alhagi persarum Boiss et Buhse, a member of the legume family, widely used in folk medicine, have been studied. It was shown that the source of the explant was an important factor in the initiation of callusogenesis: more intense callusogenesis (almost 100%) was observed for explants from various organs of sterile seedlings, rather than intact plants (less than 30%). As a result, more than 20 lines of morphologically different callus cell cultures were obtained, and the growth parameters for the 5 most intensively growing lines were determined. The composition of fatty acids (FA) of total lipids and secondary metabolites in the most physiologically stable callus line Aр-207 was analyzed. Using capillary gas-liquid chromatography with mass spectrometric detection (GLC-MS), 19 individual C12--C24 FAs were identified, the main fraction of which were palmitic (~ 23%), stearic (~ 22%), linoleic (~ 14%) and α-linolenic (~ 33%) acids. The established atypical ratio of FAs (a simultaneous high content of both saturated FAs and polyunsaturated α-linolenic acid) is possibly due to the adaptation of cells to in vitro growth conditions. Phytochemical analysis of the secondary metabolites was carried out using ultra-performance liquid chromatography with electrospray ionization mass spectrometric detection (UPLC MS). Compounds belonging to different structural groups of isoflavones were found. Aglycones (calycosin, formononetin and afrormosin isomer), glucosides (formononetin glucoside), as well as esters of glucosides (malonylglycosides of calicosin, formononetin, afrormosin isomers, glycitein and genistein) were detected. These secondary metabolites are widespread in plants of the Fabaceae family; however, isoflavones are rare in representatives of the Alhagi genus. The presence of malonylated isoflavone glycosides in Alhagi spp. was shown for the first time. endemic plant species, Alhagi, in vitro cell culture, callus cell culture, isoflavones, fatty acids All studies were carried out using the equipment of the "Experimental Biotechnological Facility" and the "All-Russian Collection of Cell Cultures of Higher Plants" of IРР RAS. This work was supported by the Russian Foundation for Basic Research (RFBR), contract no.18-54-06021 (Az_a), and the Government of the Russian Federation, Megagrant Project no. 075-15-2019-1882.


Plants ◽  
2021 ◽  
Vol 10 (6) ◽  
pp. 1206
Author(s):  
Reham Hammadi ◽  
Norbert Kúsz ◽  
Csilla Zsuzsanna Dávid ◽  
Zoltán Behány ◽  
László Papp ◽  
...  

Ingenol mebutate, isolated from Euphorbia peplus, is an ingenane-type diterpenoid, primarily used for the topical treatment of actinic keratosis, a premalignant skin condition. The aim of our work was to investigate other Euphorbia species to find structurally similar diterpenes that can be used as alternatives to ingenol mebutate. Pharmacological investigation of Euphorbia candelabrum, Euphorbia cotinifolia, Euphorbia ramipressa, and Euphorbia trigona revealed the potent keratinocyte (HPV-Ker cell line) inhibitory activity of these spurge species. From the methanolic extract of the aerial parts of Euphorbia trigona Miller, the most active species, five ingol (1–5) and four ingenane-type diterpenoids (6–9) were isolated by various chromatographic separation techniques, including open column chromatography, vacuum liquid chromatography, thin-layer chromatography, and high-performance liquid chromatography. The structures of the compounds were determined by NMR spectroscopic analysis and by comparison of the assignations with the literature data. The cytotoxic activity of the compounds against keratinocytes was tested in vitro by using ingenol mebutate as a positive control. Among the isolated compounds, two ingenane derivatives (6 and 7) exhibited remarkably stronger cytotoxic activity (IC50 values 0.39 μM and 0.32 μM, respectively) on keratinocytes than ingenol mebutate (IC50 value 0.84 μM). These compounds could serve as starting materials for further investigations to find alternatives to Picato® (with active substance ingenol mebutate), which was withdrawn from marketing authorization in the European Union.


2017 ◽  
Vol 2017 ◽  
pp. 1-20 ◽  
Author(s):  
Brittany M. Xu ◽  
George L. Baker ◽  
Paul J. Sarnoski ◽  
Renée M. Goodrich-Schneider

Volatiles from huanglongbing (HLB) symptomatic and asymptomatic cold pressed orange oils from Florida Hamlin and Valencia fruit were assessed. Qualitative gas-liquid chromatography studies showed the presence of several compounds (β-longifolene, perillene, and 4-decenal) which are not commonly identified in Citrus sinensis (L.) Osbeck oils. Oils derived from huanglongbing symptomatic fruit had lower concentrations of linalool, decanal, citronellol, neral, geranial, carvone, dodecanal, and 2-decenal and higher concentrations of citronellal compared to asymptomatic fruit. A comparison to historic literature of orange oil investigations before HLB was of issue in Florida orange crops showed lower levels of linalool, decanal, neral, and geranial in Hamlin peel oil samples, as well as higher levels of dodecanal. Valencia peel oil samples showed lower concentrations of linalool and increased concentration of citronellol and dodecanal. As a result of huanglongbing (HLB) phenomena, the concentrations of several important volatiles found in Hamlin and Valencia peel oil profiles have changed compared to historic values. Differences in volatile concentrations of symptomatic and asymptomatic HLB affected peel oil compounds in orange fruit are identified.


1975 ◽  
Vol 15 (3) ◽  
pp. 205-210 ◽  
Author(s):  
B. M. Wright ◽  
T. P. Jones ◽  
A. W. Jones

The history of breath alcohol analysis and of the concept of a blood: breath ratio is briefly reviewed and it is suggested that the ratio is always lower and more variable than predicted by accepted theory. Using gas liquid chromatography for both breath and blood it has been shown that the blood: breath ratio falls during expiration and only reaches its presently accepted value of 2100: 1, predicted from in vitro studies, after prolonged rebreathing. It is suggested that this is due to alcohol being absorbed from the breath during expiration by the mucosa of the upper respiratory tract, to replace that lost during inspiration. Proposals are made for further studies and for modifications in present breath sampling procedures which could make breath analysis an acceptable substitute for blood analysis in all except marginal cases.


1969 ◽  
Vol 60 (2) ◽  
pp. 265-275 ◽  
Author(s):  
D. B. Gower ◽  
Margaret I. Stern

ABSTRACT The level of 3α-hydroxy-5α-androst-16-ene (Δ16-androstenol) excreted as glucuronide in the urine of a woman with virilising adrenal carcinoma was measured by gas-liquid chromatography (GLC) of the free steroid and its chloromethyl dimethyl silyl (CMDS) ether and found to be 1.46 mg/day. On the basis of thin-layer chromatography (TLC) and GLC of free steroid and derivatives, Δ16-androstenol has also been tentatively identified in the urinary sulphate fraction and in peripheral plasma. The values were approx. 0.6 mg/d and 2.8 μg/100 ml respectively. After operation, the amount of urinary Δ16-androstenol (as glucuronide) fell to a low level; none was detected in plasma or in urine (as sulphate). Levels of other steroids in the urine and plasma were consistent with the clinical diagnosis of virilising adrenal carcinoma. After operation, the excretion of most of these steroids had reverted to values which were normal or lower. In vitro, the cancerous adrenal tissue metabolised 4-14C-pregnenolone to 3β-hydroxy-androsta-5,16-diene (0.2 %) and 4-14C-progesterone to a small quantity (< 0.03 %) of androsta-4,16-dien-3-one. No androst-16-enes were formed from radioactive dehydroepiandrosterone (DHA) or testosterone. The formation of other labelled metabolites confirmed studies by earlier workers.


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