Discovery of a novel class of rosmarinic acid derivatives as antibacterial agents : Synthesis, structure-activity relationship and mechanism of action
Copyright © 2024 The Author(s). Published by Elsevier Inc. All rights reserved..
Twenty-seven rosmarinic acid derivatives were synthesized, among which compound RA-N8 exhibited the most potent antibacterial ability. The minimum inhibition concentration of RA-N8 against both S. aureus (ATCC 29213) and MRSA (ATCC BAA41 and ATCC 43300) was found to be 6 μg/mL, and RA-N8 killed E. coli (ATCC 25922) at 3 μg/mL in the presence of polymyxin B nonapeptide (PMBN) which increased the permeability of E. coli. RA-N8 exhibited a weak hemolytic effect at the minimum inhibitory concentration. SYTOX Green assay, SEM, and LIVE/DEAD fluorescence staining assay proved that the mode of action of RA-N8 is targeting bacterial cell membranes. Furthermore, no resistance in wildtype S. aureus developed after incubation with RA-N8 for 20 passages. Cytotoxicity studies further demonstrated that RA-N8 is non-toxic to the human normal cell line (HFF1). RA-N8 also exerted potent inhibitory ability against biofilm formation of S. aureus and even collapsed the shaped biofilm.
| Medienart: |
E-Artikel |
|---|
| Erscheinungsjahr: |
2024 |
|---|---|
| Erschienen: |
2024 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:146 |
|---|---|
| Enthalten in: |
Bioorganic chemistry - 146(2024) vom: 26. Apr., Seite 107318 |
| Sprache: |
Englisch |
|---|
| Beteiligte Personen: |
Wang, Yong [VerfasserIn] |
|---|
| Links: |
|---|
| Themen: |
Anti-Bacterial Agents |
|---|
| Anmerkungen: |
Date Completed 15.04.2024 Date Revised 15.04.2024 published: Print-Electronic Citation Status MEDLINE |
|---|
| doi: |
10.1016/j.bioorg.2024.107318 |
|---|
| funding: |
|
|---|---|
| Förderinstitution / Projekttitel: |
|
| PPN (Katalog-ID): |
NLM370690249 |
|---|
| LEADER | 01000caa a22002652 4500 | ||
|---|---|---|---|
| 001 | NLM370690249 | ||
| 003 | DE-627 | ||
| 005 | 20240415233702.0 | ||
| 007 | cr uuu---uuuuu | ||
| 008 | 240406s2024 xx |||||o 00| ||eng c | ||
| 024 | 7 | |a 10.1016/j.bioorg.2024.107318 |2 doi | |
| 028 | 5 | 2 | |a pubmed24n1376.xml |
| 035 | |a (DE-627)NLM370690249 | ||
| 035 | |a (NLM)38579613 | ||
| 035 | |a (PII)S0045-2068(24)00223-2 | ||
| 040 | |a DE-627 |b ger |c DE-627 |e rakwb | ||
| 041 | |a eng | ||
| 100 | 1 | |a Wang, Yong |e verfasserin |4 aut | |
| 245 | 1 | 0 | |a Discovery of a novel class of rosmarinic acid derivatives as antibacterial agents |b Synthesis, structure-activity relationship and mechanism of action |
| 264 | 1 | |c 2024 | |
| 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 15.04.2024 | ||
| 500 | |a Date Revised 15.04.2024 | ||
| 500 | |a published: Print-Electronic | ||
| 500 | |a Citation Status MEDLINE | ||
| 520 | |a Copyright © 2024 The Author(s). Published by Elsevier Inc. All rights reserved. | ||
| 520 | |a Twenty-seven rosmarinic acid derivatives were synthesized, among which compound RA-N8 exhibited the most potent antibacterial ability. The minimum inhibition concentration of RA-N8 against both S. aureus (ATCC 29213) and MRSA (ATCC BAA41 and ATCC 43300) was found to be 6 μg/mL, and RA-N8 killed E. coli (ATCC 25922) at 3 μg/mL in the presence of polymyxin B nonapeptide (PMBN) which increased the permeability of E. coli. RA-N8 exhibited a weak hemolytic effect at the minimum inhibitory concentration. SYTOX Green assay, SEM, and LIVE/DEAD fluorescence staining assay proved that the mode of action of RA-N8 is targeting bacterial cell membranes. Furthermore, no resistance in wildtype S. aureus developed after incubation with RA-N8 for 20 passages. Cytotoxicity studies further demonstrated that RA-N8 is non-toxic to the human normal cell line (HFF1). RA-N8 also exerted potent inhibitory ability against biofilm formation of S. aureus and even collapsed the shaped biofilm | ||
| 650 | 4 | |a Journal Article | |
| 650 | 4 | |a Antibacterial potency | |
| 650 | 4 | |a Antibiofilm | |
| 650 | 4 | |a MRSA | |
| 650 | 4 | |a Mechanism of action | |
| 650 | 4 | |a Natural product | |
| 650 | 4 | |a Rosmarinic acid derivatives | |
| 650 | 7 | |a Anti-Bacterial Agents |2 NLM | |
| 650 | 7 | |a Rosmarinic Acid |2 NLM | |
| 650 | 7 | |a MQE6XG29YI |2 NLM | |
| 700 | 1 | |a Liang, Zhiguang |e verfasserin |4 aut | |
| 700 | 1 | |a Cao, Yihui |e verfasserin |4 aut | |
| 700 | 1 | |a Hung, Cheung-Hin |e verfasserin |4 aut | |
| 700 | 1 | |a Du, Ruolan |e verfasserin |4 aut | |
| 700 | 1 | |a Leung, Alan Siu-Lun |e verfasserin |4 aut | |
| 700 | 1 | |a So, Pui-Kin |e verfasserin |4 aut | |
| 700 | 1 | |a Chan, Pak-Ho |e verfasserin |4 aut | |
| 700 | 1 | |a Wong, Wing-Leung |e verfasserin |4 aut | |
| 700 | 1 | |a Leung, Yun-Chung |e verfasserin |4 aut | |
| 700 | 1 | |a Wong, Kwok-Yin |e verfasserin |4 aut | |
| 773 | 0 | 8 | |i Enthalten in |t Bioorganic chemistry |d 1986 |g 146(2024) vom: 26. Apr., Seite 107318 |w (DE-627)NLM012846570 |x 1090-2120 |7 nnns |
| 773 | 1 | 8 | |g volume:146 |g year:2024 |g day:26 |g month:04 |g pages:107318 |
| 856 | 4 | 0 | |u http://dx.doi.org/10.1016/j.bioorg.2024.107318 |3 Volltext |
| 912 | |a GBV_USEFLAG_A | ||
| 912 | |a GBV_NLM | ||
| 951 | |a AR | ||
| 952 | |d 146 |j 2024 |b 26 |c 04 |h 107318 | ||