In vitro and in vivo transformations of Centaurium erythraea secoiridoid glucosides alternate their antioxidant and antimicrobial capacity
2018
Authors:
Božunović, JelenaŽivković, Suzana
Gašić, Uroš
Glamočlija, Jasmina
Ćirić, Ana
Matekalo, Dragana
Šiler, Branislav
Soković, Marina
Tešić, Živoslav
Mišić, Danijela
Document Type:
Article (Published version)
,
© 2017 Elsevier B.V.
Metadata
Show full item recordAbstract:
The present study was principally aimed at ascertaining the differences in metabolomics profiles and biological activities between non-hydrolyzed (ME) and hydrolyzed methanol extract (HME) of Centaurium erythraea Rafn. UHPLC–MS/MS Orbitrap analysis showed that the enzymatic hydrolysis of the extract caused changes in β-d-glycoside/aglycone ratio of both flavonoid and secoiridoid compounds. UHPLC/DAD/+HESI−qqqMS characterization and/or quantification of secoiridoid glucosides (SGs) and their aglycones in both ME and HME revealed gentiopicral and erythrocentaurin as the major aglycones, the same metabolic products which appear after the hydrolysis of pure swertiamarin, the dominant secoiridoid glucoside of C. erythraea. SGs played an antioxidant role only in ABTS assay, whilst the remarkable antioxidant potential of C. erythraea methanol extract is ascribed chiefly to phenolics detected in it. Interestingly, antioxidant activities of swertiamarin and sweroside recorded in ABTS assay increased after the compounds have been hydrolyzed, which highlighted their possible antioxidant role during ingestion. Strong antimicrobial activities of ME and HME against a vast array of pathogens, which exceed the effects of the reference antibiotics and antimycotics, largely depended on the amount of secoiridoids in either of the glycosylation forms. Extracts and pure secoiridoids were especially effective against most of the tested Penicillium species. On the other hand, P. funiculosum has evolved an efficient mechanism of detoxification of sub-lethal concentrations of secoiridoid glucosides, involving their biotransformation and complete digestion. The presented findings will contribute to clarify the fate and role of the SGs after C. erythraea ingestion within in vivo systems, and to further promote this remarkable plant as a food preservation additive with significant health benefits.
Keywords:
Centaurium erythraea; Metabolomics; Secoiridoid glucosides; Aglycones; Antioxidant activity; Antimicrobial activitySource:
Industrial Crops and Products, 2018, 111, 705-721Funding / projects:
- Physiological, chemical and molecular analysis of the diversity of selected rare and endangered plant species and application of biotechnology for ex situ conservation and production of biologically active compounds (RS-MESTD-Basic Research (BR or ON)-173024)
- Characterization and application of fungal metabolites and assessment of new biofungicides potential (RS-MESTD-Basic Research (BR or ON)-173032)
- Structure-properties relationships of natural and synthetic molecules and their metal complexes (RS-MESTD-Basic Research (BR or ON)-172017)
DOI: 10.1016/j.indcrop.2017.11.040
ISSN: 0926-6690
WoS: 000419407600085
Scopus: 2-s2.0-85035801297
URI
http://linkinghub.elsevier.com/retrieve/pii/S0926669017307999https://radar.ibiss.bg.ac.rs/handle/123456789/2937