Phytochemical investigations of Matricaria chamomilla L. (Asteraceae) stated the presence of several compounds with an established therapeutic and antioxidant potential. The chamomile non-enzymatic antioxidant system includes low molecular mass compounds, mainly polyphenols such as cinnamic, hydroxybenzoic and chlorogenic acids, flavonoids and coumarins. The objective of this work was to evaluate the role of the non-enzymatic antioxidant system after stimulation by ethylene in tetraploid chamomile plants. Seven days of ethylene treatment significantly increased the activity of phenylalanine ammonia-lyase, which influenced the biosynthesis of protective polyphenols in the first step of their biosynthetic pathway. Subsequently, considerable enhanced levels of phenolic metabolites with a substantial antioxidant effect (syringic, vanillic and caffeic acid, 1,5-dicaffeoylquinic acid, quercetin, luteolin, daphnin, and herniarin) were determined by HPLC-DAD-MS. The minimal information on the chlorogenic acids function in chamomile led to the isolation and identification of 5-O-feruloylquinic acid. It is accumulated during normal conditions, but after the excessive effect of abiotic stress, its level significantly decreases and levels of other caffeoylquinic acids enhance. Our results suggest that ethephon may act as a stimulant of the production of pharmaceutically important non-enzymatic antioxidants in chamomile leaves and thus, lead to an overall change in phytochemical content and therapeutic effects of chamomile plants, as well.
- MeSH
- antioxidancia metabolismus MeSH
- biosyntetické dráhy fyziologie MeSH
- ethyleny metabolismus MeSH
- fenoly metabolismus MeSH
- fenylalaninamoniaklyasa metabolismus MeSH
- fyziologický stres fyziologie MeSH
- heřmánek, heřmánkovec, rmen, rmenec metabolismus MeSH
- kyselina chinová analogy a deriváty metabolismus MeSH
- kyselina chlorogenová metabolismus MeSH
- kyseliny kávové metabolismus MeSH
- listy rostlin metabolismus MeSH
- Matricaria metabolismus MeSH
- polyfenoly metabolismus MeSH
- rostlinné extrakty metabolismus MeSH
- Publikační typ
- časopisecké články MeSH
Crops, such as white cabbage (Brassica oleracea L. var. capitata (L.) f. alba), are often infested by herbivorous insects that consume the leaves directly or lay eggs with subsequent injury by caterpillars. The plants can produce various defensive metabolites or free radicals that repel the insects to avert further damage. To study the production and effects of these compounds, large white cabbage butterflies, Pieris brassicae and flea beetles, Phyllotreta nemorum, were captured in a cabbage field and applied to plants cultivated in the lab. After insect infestation, leaves were collected and UV/Vis spectrophotometry and HPLC used to determine the content of stress molecules (superoxide), primary metabolites (amino acids), and secondary metabolites (phenolic acids and flavonoids). The highest level of superoxide was measured in plants exposed to fifty flea beetles. These plants also manifested a higher content of phenylalanine, a substrate for the synthesis of phenolic compounds, and in activation of total phenolics and flavonoid production. The levels of specific phenolic acids and flavonoids had higher variability when the dominant increase was in the flavonoid, quercetin. The leaves after flea beetle attack also showed an increase in ascorbic acid which is an important nutrient of cabbage.
Cadmium (Cd) accumulation, antioxidant activity (AOA), chlorophyll fluorescence (F) and organic acid distribution in Chlorophytum comosum and Callisia fragrans plants exposed to artificially added Cd (40, 160 and 320 mg kg-1) were examined in pot experiment. At the highest Cd concentration, C. comosum accumulated in roots and the aboveground parts up to 1331 and 1054 mg Cd kg-1 DW, and C. fragrans up to 1427 and 1263 mg Cd kg-1 DW, respectively, which are quite near at the level of hyperaccumulator. Cd accumulation in both plant species increased significantly with the increment of soil Cd dosage, and the distribution was roots > shoots > stolons. Values of BC showed rising trend indicating an accumulation potential of both species. The root AOA was positively correlated to Cd addition, especially in C. comosum. Higher values of free SA were found in roots with a significant enhancement at concentrations of 40 and 160 mg kg-1 Cd. It was observed that citric acid significantly reacted in both species, while fumaric acid only in C. comosum in response to Cd which may contribute to Cd chelation. Our data indicate that both species are suitable for phytoextraction of Cd from contaminated soils which increases their value as ornamentals.
Tuberculosis (TB) caused by Mycobacterium tuberculosis (Mtb) has become a frequently deadly infection due to increasing antimicrobial resistance. This serious issue has driven efforts worldwide to discover new drugs effective against Mtb. One research area is the synthesis and evaluation of pyrazinamide derivatives as potential anti-TB drugs. In this paper we report the synthesis and biological evaluations of a series of ureidopyrazines. Compounds were synthesized by reacting alkyl/aryl isocyanates with aminopyrazine or with propyl 5-aminopyrazine-2-carboxylate. Reactions were performed in pressurized vials using a CEM Discover microwave reactor with a focused field. Purity and chemical structures of products were assessed, and the final compounds were tested in vitro for their antimycobacterial, antibacterial, and antifungal activities. Propyl 5-(3-phenylureido)pyrazine-2-carboxylate (compound 4, MICMtb = 1.56 μg/mL, 5.19 μM) and propyl 5-(3-(4-methoxyphenyl)ureido)pyrazine-2-carboxylate (compound 6, MICMtb = 6.25 μg/mL, 18.91 μM) had high antimycobacterial activity against Mtb H37Rv with no in vitro cytotoxicity on HepG2 cell line. Therefore 4 and 6 are suitable for further structural modifications that might improve their biological activity and physicochemical properties. Based on the structural similarity to 1-(2-chloropyridin-4-yl)-3-phenylurea, a known plant growth regulator, two selected compounds were evaluated for similar activity as abiotic elicitors.
- MeSH
- antituberkulotika chemická syntéza chemie farmakologie MeSH
- buňky Hep G2 MeSH
- Fagopyrum chemie MeSH
- fyziologický stres účinky léků MeSH
- lidé MeSH
- mikrobiální testy citlivosti MeSH
- molekulární struktura MeSH
- Mycobacterium tuberculosis účinky léků MeSH
- proliferace buněk účinky léků MeSH
- pyrazinamid chemie farmakologie MeSH
- pyraziny chemická syntéza chemie farmakologie MeSH
- regulátory růstu rostlin chemická syntéza chemie farmakologie MeSH
- Check Tag
- lidé MeSH
- Publikační typ
- časopisecké články MeSH
