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 beta-Dglycoside/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 assa...y 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.
TY - JOUR
AU - Božunović, Jelena
AU - Živković, Suzana
AU - Gašić, Uroš M.
AU - Glamočlija, Jasmina
AU - Ćirić, Ana D.
AU - Matekalo, Dragana
AU - Šiler, Branislav
AU - Soković, Marina
AU - Tešić, Živoslav Lj.
AU - Mišić, Danijela
PY - 2018
UR - https://cherry.chem.bg.ac.rs/handle/123456789/2579
AB - 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 beta-Dglycoside/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.
PB - Elsevier Science Bv, Amsterdam
T2 - Industrial Crops and Products
T1 - In vitro and in vivo transformations of Centaurium erythraea secoiridoid glucosides alternate their antioxidant and antimicrobial capacity
VL - 111
SP - 705
EP - 721
DO - 10.1016/j.indcrop.2017.11.040
ER -
@article{
author = "Božunović, Jelena and Živković, Suzana and Gašić, Uroš M. and Glamočlija, Jasmina and Ćirić, Ana D. and Matekalo, Dragana and Šiler, Branislav and Soković, Marina and Tešić, Živoslav Lj. and Mišić, Danijela",
year = "2018",
abstract = "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 beta-Dglycoside/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.",
publisher = "Elsevier Science Bv, Amsterdam",
journal = "Industrial Crops and Products",
title = "In vitro and in vivo transformations of Centaurium erythraea secoiridoid glucosides alternate their antioxidant and antimicrobial capacity",
volume = "111",
pages = "705-721",
doi = "10.1016/j.indcrop.2017.11.040"
}
Božunović, J., Živković, S., Gašić, U. M., Glamočlija, J., Ćirić, A. D., Matekalo, D., Šiler, B., Soković, M., Tešić, Ž. Lj.,& Mišić, D.. (2018). In vitro and in vivo transformations of Centaurium erythraea secoiridoid glucosides alternate their antioxidant and antimicrobial capacity. in Industrial Crops and Products
Elsevier Science Bv, Amsterdam., 111, 705-721.
https://doi.org/10.1016/j.indcrop.2017.11.040
Božunović J, Živković S, Gašić UM, Glamočlija J, Ćirić AD, Matekalo D, Šiler B, Soković M, Tešić ŽL, Mišić D. In vitro and in vivo transformations of Centaurium erythraea secoiridoid glucosides alternate their antioxidant and antimicrobial capacity. in Industrial Crops and Products. 2018;111:705-721.
doi:10.1016/j.indcrop.2017.11.040 .
Božunović, Jelena, Živković, Suzana, Gašić, Uroš M., Glamočlija, Jasmina, Ćirić, Ana D., Matekalo, Dragana, Šiler, Branislav, Soković, Marina, Tešić, Živoslav Lj., Mišić, Danijela, "In vitro and in vivo transformations of Centaurium erythraea secoiridoid glucosides alternate their antioxidant and antimicrobial capacity" in Industrial Crops and Products, 111 (2018):705-721,
https://doi.org/10.1016/j.indcrop.2017.11.040 . .
