Cultivated Winter-Type L. Seed: Deciphering the Glucosinolate Profile Integrating HPLC, LC-MS and GC-MS Analyses, and Determination of Fatty Acid Composition.

L. (Brassicaceae) is an ornamental plant newly identified in Europe as a promising industrial oilseed crop for its valuable very-long-chain monounsaturated fatty acids (MUFAs), especially erucic acid (EA) and nervonic acid (NA). seeds were obtained from annual winter-type plants selected and cultivated in Northern France.

The Antioxidant Properties of Glucosinolates in Cardiac Cells Are Independent of HS Signaling.

The organic sulfur-containing compounds glucosinolates (GSLs) and the novel gasotransmitter HS are known to have cardioprotective effects. This study investigated the antioxidant effects and HS-releasing potential of three GSLs ((3)-4-(methylsulfanyl)but-3-enyl GSL or glucoraphasatin, 4-hydroxybenzyl GSL or glucosinalbin, and ()-6-(methylsulfinyl)hexyl GSL or glucohesperin) in rat cardiac cells. It was found that all three GSLs had no effect on cardiac cell viability but were able to protect against HO-induced oxidative stress and cell death.

Ancient Biosyntheses in an Oil Crop: Glucosinolate Profiles in and Its Relatives (Limnanthaceae, Brassicales).

The glucosinolate (GSL) profiles of four Limnanthaceae species, including the oil crop (meadowfoam), were investigated by an ultrahigh-performance liquid chromatography-quadrupole time-of-flight tandem mass spectrometry (UHPLC-QToF-MS/MS) analysis of desulfoGSLs after desulfation of native GSLs, supplemented by NMR of desulfated 2-hydroxy-2-methylpropylGSL and 3-methoxybenzylGSL. Leaves, roots, and seeds were investigated, providing an overview of biosynthetic capabilities in the genera and . Methoxyl groups on benzylGSLs were in meta but not para positions; two 3,5-disubstituted benzylGSLs are tentatively proposed.

L.: Glucosinolate Profile and Antiproliferative Potential of Volatile Isolates.

Glucosinolates (GSLs) from L. were analyzed qualitatively and quantitatively by their desulfo-counterparts using UHPLC-DAD-MS/MS technique and by their volatile breakdown products-isothiocyanates (ITCs) using GC-MS analysis. Thirteen GSLs were identified with arylaliphatic as the major ones in the following order: 3-hydroxybenzyl GSL (glucolepigramin, ), benzyl GSL (glucotropaeolin, ), 3,4,5-trimethoxybenzyl GSL (), 3-methoxybenzyl GSL (glucolimnanthin, ), 4-hydroxy-3,5-dimethoxybenzyl GSL (3,5-dimethoxysinalbin, ), 4-hydroxybenzyl GSL (glucosinalbin, ), 3,4-dimethoxybenzyl GSL () and 2-phenylethyl GSL (gluconasturtiin, ).

Mannosylated glycoliposomes for the delivery of a peptide kappa opioid receptor antagonist to the brain.

Dynantin is a potent and selective synthetic polypeptide kappa opioid receptor antagonist which has potential antidepressant and anxiolytic-like therapeutic applications, however its clinical development has been hampered by plasma stability issues and poor penetration of the blood brain barrier. Targeted liposome delivery systems represent a promising and non-invasive approach to improving the delivery of therapeutic agents across the blood brain barrier. As part of our work focused on targeted drug delivery, we have developed a novel mannosylated liposome system.

Enhancing the Immune Response of a Nicotine Vaccine with Synthetic Small "Non-Natural" Peptides.

The addictive nature of nicotine is likely the most significant reason for the continued prevalence of tobacco smoking despite the widespread reports of its negative health effects. Nicotine vaccines are an alternative to the currently available smoking cessation treatments, which have limited efficacy. However, the nicotine hapten is non-immunogenic, and successful vaccine formulations to treat nicotine addiction require both effective adjuvants and delivery systems.

Investigation of the glucosinolates in Hesperis matronalis L. and Hesperis laciniata All.: Unveiling 4'-O-β-d-apiofuranosylglucomatronalin.

The glucosinolate (GSL) profiles of wild-growing plants from the genus Hesperis, i.e. Hesperis laciniata All.

Glucosinolate structural diversity, identification, chemical synthesis and metabolism in plants.

The glucosinolates (GSLs) is a well-defined group of plant metabolites characterized by having an S-β-d-glucopyrano unit anomerically connected to an O-sulfated (Z)-thiohydroximate function. After enzymatic hydrolysis, the sulfated aglucone can undergo rearrangement to an isothiocyanate, or form a nitrile or other products. The number of GSLs known from plants, satisfactorily characterized by modern spectroscopic methods (NMR and MS) by mid-2018, is 88.

Treatment with flaxseed oil induces apoptosis in cultured malignant cells.

Flaxseed oil is widely recognized for its exceptional nutritional value, high concentration of fiber-based lignans and large amounts of ω-fatty acids. It is one of a generic group of functional foods that is often taken by cancer patients as a potential treatment. We have examined the anti-cancer effects of flaxseed oil by studying its direct effects on cancer cell growth .

Glucosinolates of L. (Brassicaceae) from Croatia.

The glucosinolate (GSL) profiles (inflorescence, stem, root, and fruit) of the wild-growing plant L. (Brassicaceae) from Croatia was established by LC-MS analysis. During this investigation, we confirmed the presence of benzyl- (), 3-methoxybenzyl- (), 4-hydroxybenzyl- (), 4-methoxyindol-3-ylmethyl- () GSLs and reported for the first time in the plant the presence of (2 )-hydroxybut-3-enyl- (), (2)-hydroxybut-3-enyl- (), but-3-enyl- (), and 2-phenylethyl- () GSLs.

Glucosinolates of the only three Brassicales indigenous to French Polynesia.

The glucosinolate (GL) profiles in leaf and stem of (G.Forst. ex DC.

Antimicrobial and Cytotoxic Activities of Lepidium latifolium L. Hydrodistillate, Extract and Its Major Sulfur Volatile Allyl Isothiocyanate.

The cultivated Lepidium latifolium L. was investigated to decipher its glucosinolate profile, antimicrobial, and cytotoxic activities. HPLC/ESI-MS analyses of the intact glucosinolates and GC/MS analysis of their hydrolysis products showed the presence of sinigrin (1), glucocochlearin (2), glucotropaeolin (3), and 4-methoxyglucobrassicin (4).

Glucosinolates in wild and cultivated Pourret (Brassicaceae) from southern France.

The glucosinolate (GL) profiles of wild and cultivated Pourret (seed, stem, leaf, root) from southern France were established using LC-MS analysis. In this investigation we have confirmed the presence of 9 known GLs: but-3-enyl- (), prop-2-enyl- (), pent-4-enyl- (), (2)-2-hydroxybut-3-enyl- (), 4-hydroxyindol-3-ylmethyl- (), 4-(methylsulfinyl)butyl- (), 4-(methylsulfanyl)butyl- (), 1-methoxyindol-3-ylmethyl- (), and indol-3-ylmethyl () GL. In addition, we tentatively identified for the first time the presence in the plant of 1-methylpropyl GL () in all plant parts.

Applying the hydrodistillation process to Pentadiplandra brazzeana Baill. root: a chemical assessment.

A chemical study of the volatile components obtained by applying the hydrodistillation and reflux processes to Pentadiplandra brazzeana roots was performed by GC-FID and GC-MS. The hydrodistillation process showed a total yield of 0.97% with 0.

ω-Methylsulfanylalkyl Glucosinolates: A General Synthetic Pathway.

A general pathway was devised to synthesize ω-methylsulfanylalkyl glucosinolates, which represent an important class of structurally homogeneous plant secondary metabolites. The required thiofunctionalized hydroximoyl chlorides were obtained from the corresponding α,ω-nitroalkyl methylsulfide precursors, involving as the key-step, a nitronate chlorination strategy. A coupling reaction with 1-thio--d-glucopyranose, followed by -sulfation of the intermediate thiohydroximate and final deprotection of the sugar moiety afforded the target compounds.

Identification of Glucosinolates in Seeds of Three Brassicaceae Species Known to Hyperaccumulate Heavy Metals.

Plants from the Brassicaceae family are known to contain secondary metabolites called glucosinolates. Our goal was to establish by LC/MS the glucosinolate profile of seeds of three Brassicaceae species known to hyperaccumulate heavy metals. We investigated Alyssum fallacinum auct.

Probing for the presence of glucosinolates in three Drypetes spp. (Drypetes euryodes (Hiern) Hutch., Drypetes gossweileri S. Moore, Drypetes laciniata Hutch.) and two Rinorea spp. (Rinorea subintegrifolia O. Ktze and Rinorea woermanniana (Büttner) Engl.) from Gabon.

Drypetes euryodes (Hiern) Hutch., Drypetes gossweileri S. Moore, Drypetes laciniata Hutch.

LC-MS profiling of glucosinolates in the seeds of Brassica elongata Ehrh., and of the two stenoendemic B. botteri Vis and B. cazzae Ginzb. & Teyber.

The glucosinolates (GLs) present in seed extracts of Brassica elongata Ehrh., B. botteri Vis and B.

UGT74B1 from Arabidopsis thaliana as a versatile biocatalyst for the synthesis of desulfoglycosinolates.

Thioglycosides, even if rare in Nature, have gained increased interest for their biological properties. Chemical syntheses of this class of compounds have been largely studied but little has been reported on their biosynthesis. Herein, combining experiments from the different fields of enzymology, bioorganic chemistry and molecular modeling, we wish to demonstrate the versatility of the glucosyltransferase UGT74B1 and its synthetic potency for the preparation of a variety of natural and unnatural desulfoglycosinolates.

Hydrogen Sulfide Signaling Axis as a Target for Prostate Cancer Therapeutics.

Hydrogen sulfide (H2S) was originally considered toxic at elevated levels; however just in the past decade H2S has been proposed to be an important gasotransmitter with various physiological and pathophysiological roles in the body. H2S can be generated endogenously from L-cysteine by multiple enzymes, including cystathionine gamma-lyase, cystathionine beta-synthase, and 3-mercaptopyruvate sulfurtransferase in combination with cysteine aminotransferase. Prostate cancer is a major health concern and no effective treatment for prostate cancers is available.

An overview on neuroprotective effects of isothiocyanates for the treatment of neurodegenerative diseases.

The discovery of new natural compounds with pharmacological properties is a field of interest widely growing, especially for the management of neurodegenerative diseases. As no pharmacological treatment is available to prevent the development of these disorders, dietary intake of foods or plant-based extracts with antioxidant properties might have beneficial effects on human health and improve brain functions. Isothiocyanates (ITCs), derived from the hydrolysis of the corresponding glucosinolates (GLs), mainly found in Brassica vegetables (Brassicaceae) and, to a lesser extent, in Moringaceae plants, have demonstrated to exert neuroprotective properties.

Long-chain Glucosinolates from Arabis turrita: Enzymatic and Non-enzymatic Degradations.

C8-C10 methylsulfinylalkyl glucosinolates (GLs), and C8-C10 methylsulfonylalkyl GLs were identified in the seed of Arabis turrita L. by HPLC-MS/ESI analysis of intact GLs. Enzymatic (with myrosinase) and non-enzymatic (thermal at 100 degrees C, and chemical at different pH) hydrolyses were performed and the volatile isolates were analyzed by GC-MS.

Glucosinolate Diversity in Bretschneidera sinensis of Chinese Origin.

The glucosinolate (GL) profile in several plant parts (leaf, branch, bark, root, and fruit) of Bretschneidera sinensis from three geographical regions of the People's Republic of China was established for the first time by HPLC. During this investigation, benzyl GL (1), 4-hydroxybenzyl GL (2), 2-hydroxy-2-methylpropyl GL (3), and 4-methoxybenzyl GL (4) were identified. In addition, one new GL, 3-hydroxy-4-methoxybenzyl GL (5), was isolated in a minor amount from the fruit and characterized by spectroscopic data interpretation.

Glucosinolates in two endemic plants of the Aurinia genus and their chemotaxonomic significance.

Glucosinolates (GLs) were characterized in the seed and root of Aurinia leucadea (Guss.) C. Koch and A.

Review on Cardamine diphylla (Michx.) A. wood (Brassicaceae): ethnobotany and glucosinolate chemistry.

Ethnopharmacological Relevance: Cardamine diphylla (Michx.) A. Wood, commonly called toothwort, is a spring perennial herb belonging to the Brassicaceae family.