Next Article in Journal
Influence of Inhibition of COX-2-Dependent Lipid Metabolism on Regulation of UVB-Induced Keratinocytes Apoptosis by Cannabinoids
Previous Article in Journal
Growth-Suppressive and Apoptosis-Inducing Effects of Tetrandrine in SW872 Human Malignant Liposarcoma Cells via Activation of Caspase-9, Down-Regulation of XIAP and STAT-3, and ER Stress
 
 
Search for Articles:
Title / Keyword
Author / Affiliation / Email
Journal
Article Type
 
 
Advanced Search
 
Section
Special Issue
Volume
Issue
Number
Page
 
Journals
Biomolecules
Volume 12
Issue 6
10.3390/biom12060844
biomolecules-logo
Submit to this Journal Review for this Journal Propose a Special Issue
► Article Menu

Article Menu

share Share announcement Help format_quote Cite question_answer Discuss in SciProfiles
first_page
settings
Order Article Reprints
Font Type:
Arial Georgia Verdana
Font Size:
Aa Aa Aa
Line Spacing:
Column Width:
Background:
Article

Alkaloids of Dicranostigma franchetianum (Papaveraceae) and Berberine Derivatives as a New Class of Antimycobacterial Agents

by
Viriyanata Wijaya
1,
Ondřej Janďourek
2,
Jana Křoustková
1,
Kateřina Hradiská-Breiterová
1,
Jan Korábečný
3,
Kateřina Sobolová
3,
Eliška Kohelová
1,
Anna Hošťálková
1,
Klára Konečná
2,
Marcela Šafratová
1,
Rudolf Vrabec
1,
Jiří Kuneš
4,
Lubomír Opletal
1,
Jakub Chlebek
1 and
Lucie Cahlíková
1,*
1
ADINACO Research Group, Department of Pharmacognosy and Pharmaceutical Botany, Faculty of Pharmacy, Charles University, Heyrovskeho 1203, 500 05 Hradec Kralove, Czech Republic
2
Department of Biological and Medical Sciences, Faculty of Pharmacy, Charles University, Heyrovskeho 1203, 500 05 Hradec Kralove, Czech Republic
3
Biomedical Research Centre, University Hospital Hradec Kralove, Sokolska 581, 500 05 Hradec Kralove, Czech Republic
4
Department of Bioorganic and Organic Chemistry, Faculty of Pharmacy, Charles University, Heyrovskeho 1203, 500 05 Hradec Kralove, Czech Republic
*
Author to whom correspondence should be addressed.
Biomolecules 2022, 12(6), 844; https://doi.org/10.3390/biom12060844
Submission received: 16 May 2022 / Revised: 13 June 2022 / Accepted: 15 June 2022 / Published: 17 June 2022
(This article belongs to the Section Natural and Bio-derived Molecules)
Browse Figures
Review Reports Versions Notes

Abstract

Tuberculosis (TB) is a widespread infectious disease caused by Mycobacterium tuberculosis. The increasing incidence of multidrug-resistant (MDR) and extensively drug-resistant (XDR) strains has created a need for new antiTB agents with new chemical scaffolds to combat the disease. Thus, the key question is: how to search for new antiTB and where to look for them? One of the possibilities is to search among natural products (NPs). In order to search for new antiTB drugs, the detailed phytochemical study of the whole Dicranostigma franchetianum plant was performed isolating wide spectrum of isoquinoline alkaloids (IAs). The chemical structures of the isolated alkaloids were determined by a combination of MS, HRMS, 1D, and 2D NMR techniques, and by comparison with literature data. Alkaloids were screened against Mycobacterium tuberculosis H37Ra and four other mycobacterial strains (M. aurum, M. avium, M. kansasii, and M. smegmatis). Alkaloids 3 and 5 showed moderate antimycobacterial activity against all tested strains (MICs 15.625–31.25 µg/mL). Furthermore, ten semisynthetic berberine (16a–16k) derivatives were developed and tested for antimycobacterial activity. In general, the derivatization of berberine was connected with a significant increase in antimycobacterial activity against all tested strains (MICs 0.39–7.81 μg/mL). Two derivatives (16e, 16k) were identified as compounds with micromolar MICs against M. tuberculosis H37Ra (MIC 2.96 and 2.78 µM). All compounds were also evaluated for their in vitro hepatotoxicity on a hepatocellular carcinoma cell line (HepG2), exerting lower cytotoxicity profile than their MIC values, thereby potentially reaching an effective concentration without revealing toxic side effects.
Keywords: Dicranostigma franchetianum; Papaveraceae; isoquinoline alkaloids; berberine; antimycobacterial activity; cytotoxicity Dicranostigma franchetianum; Papaveraceae; isoquinoline alkaloids; berberine; antimycobacterial activity; cytotoxicity

Share and Cite

MDPI and ACS Style

Wijaya, V.; Janďourek, O.; Křoustková, J.; Hradiská-Breiterová, K.; Korábečný, J.; Sobolová, K.; Kohelová, E.; Hošťálková, A.; Konečná, K.; Šafratová, M.; et al. Alkaloids of Dicranostigma franchetianum (Papaveraceae) and Berberine Derivatives as a New Class of Antimycobacterial Agents. Biomolecules 2022, 12, 844. https://doi.org/10.3390/biom12060844

AMA Style

Wijaya V, Janďourek O, Křoustková J, Hradiská-Breiterová K, Korábečný J, Sobolová K, Kohelová E, Hošťálková A, Konečná K, Šafratová M, et al. Alkaloids of Dicranostigma franchetianum (Papaveraceae) and Berberine Derivatives as a New Class of Antimycobacterial Agents. Biomolecules. 2022; 12(6):844. https://doi.org/10.3390/biom12060844

Chicago/Turabian Style

Wijaya, Viriyanata, Ondřej Janďourek, Jana Křoustková, Kateřina Hradiská-Breiterová, Jan Korábečný, Kateřina Sobolová, Eliška Kohelová, Anna Hošťálková, Klára Konečná, Marcela Šafratová, and et al. 2022. "Alkaloids of Dicranostigma franchetianum (Papaveraceae) and Berberine Derivatives as a New Class of Antimycobacterial Agents" Biomolecules 12, no. 6: 844. https://doi.org/10.3390/biom12060844

APA Style

Wijaya, V., Janďourek, O., Křoustková, J., Hradiská-Breiterová, K., Korábečný, J., Sobolová, K., Kohelová, E., Hošťálková, A., Konečná, K., Šafratová, M., Vrabec, R., Kuneš, J., Opletal, L., Chlebek, J., & Cahlíková, L. (2022). Alkaloids of Dicranostigma franchetianum (Papaveraceae) and Berberine Derivatives as a New Class of Antimycobacterial Agents. Biomolecules, 12(6), 844. https://doi.org/10.3390/biom12060844

Note that from the first issue of 2016, this journal uses article numbers instead of page numbers. See further details here.

Article Metrics

Back to TopTop