Examination of the Antioxidant Activity of Psoralidin : Computational Mechanistic Study and Impact on the ROS Level in Human Keratinocytes
Psoralidin (Pso) is a coumestan-type compound found in Psoralea corylifolia L. that exhibits a broad spectrum of pharmacological properties. The current work aimed to study, for the first time, the antioxidant capacities of Pso under physiological circumstances. Tandem experimental and computational approaches were used to fully understand the interaction of Pso with ROS (reactive oxygen species) at the molecular level as well as its impact on the basal ROS level in cells. Pso has been found to be a potent radical scavenger in physiological polar media, acting via the single electron-transfer mechanism rather than the hydrogen-transfer mechanism. In contrast, Pso is a moderate radical scavenger in lipid media, and its reaction is determined by hydrogen transfer from the 7OH group. The in vitro assays revealed that Pso moderately reduces the basal ROS level in human keratinocytes at non-toxic concentrations, which is in agreement with the computational study. These findings indicate that Pso is a promising antioxidant, but in its natural form it has no significant effects on basal cell conditions.
Medienart: |
E-Artikel |
---|
Erscheinungsjahr: |
2023 |
---|---|
Erschienen: |
2023 |
Enthalten in: |
Zur Gesamtaufnahme - volume:88 |
---|---|
Enthalten in: |
The Journal of organic chemistry - 88(2023), 9 vom: 05. Mai, Seite 5745-5751 |
Sprache: |
Englisch |
---|
Beteiligte Personen: |
Boulebd, Houssem [VerfasserIn] |
---|
Links: |
---|
Themen: |
Antioxidants |
---|
Anmerkungen: |
Date Completed 08.05.2023 Date Revised 26.06.2023 published: Print-Electronic Citation Status MEDLINE |
---|
doi: |
10.1021/acs.joc.3c00193 |
---|
funding: |
|
---|---|
Förderinstitution / Projekttitel: |
|
PPN (Katalog-ID): |
NLM355787997 |
---|
LEADER | 01000naa a22002652 4500 | ||
---|---|---|---|
001 | NLM355787997 | ||
003 | DE-627 | ||
005 | 20231226065101.0 | ||
007 | cr uuu---uuuuu | ||
008 | 231226s2023 xx |||||o 00| ||eng c | ||
024 | 7 | |a 10.1021/acs.joc.3c00193 |2 doi | |
028 | 5 | 2 | |a pubmed24n1185.xml |
035 | |a (DE-627)NLM355787997 | ||
035 | |a (NLM)37074959 | ||
040 | |a DE-627 |b ger |c DE-627 |e rakwb | ||
041 | |a eng | ||
100 | 1 | |a Boulebd, Houssem |e verfasserin |4 aut | |
245 | 1 | 0 | |a Examination of the Antioxidant Activity of Psoralidin |b Computational Mechanistic Study and Impact on the ROS Level in Human Keratinocytes |
264 | 1 | |c 2023 | |
336 | |a Text |b txt |2 rdacontent | ||
337 | |a ƒaComputermedien |b c |2 rdamedia | ||
338 | |a ƒa Online-Ressource |b cr |2 rdacarrier | ||
500 | |a Date Completed 08.05.2023 | ||
500 | |a Date Revised 26.06.2023 | ||
500 | |a published: Print-Electronic | ||
500 | |a Citation Status MEDLINE | ||
520 | |a Psoralidin (Pso) is a coumestan-type compound found in Psoralea corylifolia L. that exhibits a broad spectrum of pharmacological properties. The current work aimed to study, for the first time, the antioxidant capacities of Pso under physiological circumstances. Tandem experimental and computational approaches were used to fully understand the interaction of Pso with ROS (reactive oxygen species) at the molecular level as well as its impact on the basal ROS level in cells. Pso has been found to be a potent radical scavenger in physiological polar media, acting via the single electron-transfer mechanism rather than the hydrogen-transfer mechanism. In contrast, Pso is a moderate radical scavenger in lipid media, and its reaction is determined by hydrogen transfer from the 7OH group. The in vitro assays revealed that Pso moderately reduces the basal ROS level in human keratinocytes at non-toxic concentrations, which is in agreement with the computational study. These findings indicate that Pso is a promising antioxidant, but in its natural form it has no significant effects on basal cell conditions | ||
650 | 4 | |a Journal Article | |
650 | 4 | |a Research Support, Non-U.S. Gov't | |
650 | 7 | |a Antioxidants |2 NLM | |
650 | 7 | |a psoralidin |2 NLM | |
650 | 7 | |a G16ZUQ069L |2 NLM | |
650 | 7 | |a Reactive Oxygen Species |2 NLM | |
650 | 7 | |a Benzofurans |2 NLM | |
700 | 1 | |a Pereira, David M |e verfasserin |4 aut | |
773 | 0 | 8 | |i Enthalten in |t The Journal of organic chemistry |d 1945 |g 88(2023), 9 vom: 05. Mai, Seite 5745-5751 |w (DE-627)NLM000006343 |x 1520-6904 |7 nnns |
773 | 1 | 8 | |g volume:88 |g year:2023 |g number:9 |g day:05 |g month:05 |g pages:5745-5751 |
856 | 4 | 0 | |u http://dx.doi.org/10.1021/acs.joc.3c00193 |3 Volltext |
912 | |a GBV_USEFLAG_A | ||
912 | |a GBV_NLM | ||
951 | |a AR | ||
952 | |d 88 |j 2023 |e 9 |b 05 |c 05 |h 5745-5751 |