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Antagonistic effects of indoloquinazoline alkaloids on antimycobacterial activity of evocarpine

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Antagonistic effects of indoloquinazoline alkaloids on antimycobacterial activity of evocarpine. / Hochfellner, C.; Evangelopoulos, D.; Zloh, Mire; Wube, A.; Guzman, J. D.; Mchugh, T. D.; Kunert, O.; Bhakta, S.; Bucar, F.

In: Journal of Applied Microbiology, Vol. 118, No. 4, 01.04.2015, p. 864-872.

Research output: Contribution to journalArticlepeer-review

Harvard

Hochfellner, C, Evangelopoulos, D, Zloh, M, Wube, A, Guzman, JD, Mchugh, TD, Kunert, O, Bhakta, S & Bucar, F 2015, 'Antagonistic effects of indoloquinazoline alkaloids on antimycobacterial activity of evocarpine', Journal of Applied Microbiology, vol. 118, no. 4, pp. 864-872. https://doi.org/10.1111/jam.12753

APA

Hochfellner, C., Evangelopoulos, D., Zloh, M., Wube, A., Guzman, J. D., Mchugh, T. D., Kunert, O., Bhakta, S., & Bucar, F. (2015). Antagonistic effects of indoloquinazoline alkaloids on antimycobacterial activity of evocarpine. Journal of Applied Microbiology, 118(4), 864-872. https://doi.org/10.1111/jam.12753

Vancouver

Author

Hochfellner, C. ; Evangelopoulos, D. ; Zloh, Mire ; Wube, A. ; Guzman, J. D. ; Mchugh, T. D. ; Kunert, O. ; Bhakta, S. ; Bucar, F. / Antagonistic effects of indoloquinazoline alkaloids on antimycobacterial activity of evocarpine. In: Journal of Applied Microbiology. 2015 ; Vol. 118, No. 4. pp. 864-872.

Bibtex

@article{a5c0306af4954a0491ac09e2082959fd,
title = "Antagonistic effects of indoloquinazoline alkaloids on antimycobacterial activity of evocarpine",
abstract = "The interaction of quinolone and indoloquinazoline alkaloids concerning their antimycobacterial activity was studied. Methods and Results: The antimycobacterial and modulating activity of evodiamine (1), rutaecarpine (2) and evocarpine (3) was tested on mycobacteria including three multidrug-resistant (MDR) clinical isolates of Mycobacterium tuberculosis. Antagonistic effects were concluded from fractional inhibitory concentration (FICI) values. Interaction energies of the compounds were calculated using GLUE docking module implemented in GRID. 1 and 2 exhibited weak inhibition of rapidly growing mycobacteria, however, 1 was active against Myco. tuberculosis H37Rv (MIC = 10 mg l-1) while 2 was inactive. Both 1 and 2 showed a marked antagonistic effect on the susceptibility of different mycobacterial strains to 3 giving FICI values between 5 and 9. The interaction energies between compounds 1 and 2 with compound 3 suggested the possibility of complex formation in solution. Conclusions: Indoloquinazoline alkaloids markedly reduce the antimycobacterial effect of the quinolone alkaloid evocarpine. Complex formation may play a role in the attenuation of its antimycobacterial activity. Significance and Impact of the Study: This study gives a striking example of antagonism between compounds present in the same plant extract which should be considered in natural product based screening projects. Copyright",
keywords = "Euodia, Antagonism, Evocarpine, Evodiamine, Modelling, Mycobacteria, Rutaecarpine",
author = "C. Hochfellner and D. Evangelopoulos and Mire Zloh and A. Wube and Guzman, {J. D.} and Mchugh, {T. D.} and O. Kunert and S. Bhakta and F. Bucar",
year = "2015",
month = apr,
day = "1",
doi = "10.1111/jam.12753",
language = "English",
volume = "118",
pages = "864--872",
journal = "Journal of Applied Microbiology",
issn = "1364-5072",
publisher = "Wiley-Blackwell",
number = "4",

}

RIS

TY - JOUR

T1 - Antagonistic effects of indoloquinazoline alkaloids on antimycobacterial activity of evocarpine

AU - Hochfellner, C.

AU - Evangelopoulos, D.

AU - Zloh, Mire

AU - Wube, A.

AU - Guzman, J. D.

AU - Mchugh, T. D.

AU - Kunert, O.

AU - Bhakta, S.

AU - Bucar, F.

PY - 2015/4/1

Y1 - 2015/4/1

N2 - The interaction of quinolone and indoloquinazoline alkaloids concerning their antimycobacterial activity was studied. Methods and Results: The antimycobacterial and modulating activity of evodiamine (1), rutaecarpine (2) and evocarpine (3) was tested on mycobacteria including three multidrug-resistant (MDR) clinical isolates of Mycobacterium tuberculosis. Antagonistic effects were concluded from fractional inhibitory concentration (FICI) values. Interaction energies of the compounds were calculated using GLUE docking module implemented in GRID. 1 and 2 exhibited weak inhibition of rapidly growing mycobacteria, however, 1 was active against Myco. tuberculosis H37Rv (MIC = 10 mg l-1) while 2 was inactive. Both 1 and 2 showed a marked antagonistic effect on the susceptibility of different mycobacterial strains to 3 giving FICI values between 5 and 9. The interaction energies between compounds 1 and 2 with compound 3 suggested the possibility of complex formation in solution. Conclusions: Indoloquinazoline alkaloids markedly reduce the antimycobacterial effect of the quinolone alkaloid evocarpine. Complex formation may play a role in the attenuation of its antimycobacterial activity. Significance and Impact of the Study: This study gives a striking example of antagonism between compounds present in the same plant extract which should be considered in natural product based screening projects. Copyright

AB - The interaction of quinolone and indoloquinazoline alkaloids concerning their antimycobacterial activity was studied. Methods and Results: The antimycobacterial and modulating activity of evodiamine (1), rutaecarpine (2) and evocarpine (3) was tested on mycobacteria including three multidrug-resistant (MDR) clinical isolates of Mycobacterium tuberculosis. Antagonistic effects were concluded from fractional inhibitory concentration (FICI) values. Interaction energies of the compounds were calculated using GLUE docking module implemented in GRID. 1 and 2 exhibited weak inhibition of rapidly growing mycobacteria, however, 1 was active against Myco. tuberculosis H37Rv (MIC = 10 mg l-1) while 2 was inactive. Both 1 and 2 showed a marked antagonistic effect on the susceptibility of different mycobacterial strains to 3 giving FICI values between 5 and 9. The interaction energies between compounds 1 and 2 with compound 3 suggested the possibility of complex formation in solution. Conclusions: Indoloquinazoline alkaloids markedly reduce the antimycobacterial effect of the quinolone alkaloid evocarpine. Complex formation may play a role in the attenuation of its antimycobacterial activity. Significance and Impact of the Study: This study gives a striking example of antagonism between compounds present in the same plant extract which should be considered in natural product based screening projects. Copyright

KW - Euodia

KW - Antagonism

KW - Evocarpine

KW - Evodiamine

KW - Modelling

KW - Mycobacteria

KW - Rutaecarpine

U2 - 10.1111/jam.12753

DO - 10.1111/jam.12753

M3 - Article

AN - SCOPUS:84924914257

VL - 118

SP - 864

EP - 872

JO - Journal of Applied Microbiology

JF - Journal of Applied Microbiology

SN - 1364-5072

IS - 4

ER -