Novel berberine derivatives: Design, synthesis, antimicrobial effects, and molecular docking studies.
10.1016/S1875-5364(18)30117-1
- Author:
Ling YAO
1
;
Ling-Ling WU
1
;
Qian LI
1
;
Qin-Mei HU
1
;
Shu-Yuan ZHANG
1
;
Kang LIU
2
;
Jian-Qin JIANG
3
Author Information
1. School of Traditional Chinese Pharmacy, China Pharmaceutical University, Nanjing 211198, China.
2. School of Traditional Chinese Pharmacy, China Pharmaceutical University, Nanjing 211198, China. Electronic address: liukangcpu@aliyun.com.
3. School of Traditional Chinese Pharmacy, China Pharmaceutical University, Nanjing 211198, China. Electronic address: njjjq@aliyun.com.
- Publication Type:Journal Article
- Keywords:
Antimicrobial drugs;
Berberine derivatives;
Molecular docking;
SAR;
Topoisomerase II DNA gyrase
- MeSH:
Anti-Bacterial Agents;
chemical synthesis;
chemistry;
pharmacology;
Antifungal Agents;
chemical synthesis;
chemistry;
pharmacology;
Bacteria;
drug effects;
Berberine;
chemical synthesis;
chemistry;
pharmacology;
Drug Design;
Fungi;
drug effects;
Molecular Docking Simulation;
Structure-Activity Relationship
- From:
Chinese Journal of Natural Medicines (English Ed.)
2018;16(10):774-781
- CountryChina
- Language:English
-
Abstract:
A series of berberine derivatives were synthesized by introducing substituted benzyl groups at C-9. All these synthesized compounds (4a-4m) were screened for their in vitro antibacterial activity against four Gram-positive bacteria and four Gram-negative bacteria and evaluated for their antifungal activity against three pathogenic fungal strains. All these compounds displayed good antibacterial and antifungal activities, compared to reference drugs including Ciprofloxacin and Fluconazole; Compounds 4f, 4g, and 4l showed the highest antibacterial and antifungal activities. Moreover, all the synthesized compounds were docked into topoisomerase II-DNA complex, which is a crucial drug target for the treatment of microbial infections. Docking results showed that H-bond, π-π stacked, π-cationic, and π-anionic interactions were responsible for the strong binding of the compounds with the target protein-DNA complex.
