Synthesis and antimicrobial activity of azepine and thiepine derivatives
Abstract
A series of new pyridobenzazepine and pyridobenzothiepine derivatives was synthesized by Pd-catalyzed formation of C-N and C-S bonds. All synthesized compounds were tested for their in vitro antimicrobial activity. The pyridobenzazepine derivatives showed better antibacterial and antifungal activity than the corresponding dipyridoazepine analogue. Among the synthesized azepines, derivative 8 displayed potent activity against the tested bacteria (MIC ranged 39-78 mu g mL(-1)), while azepine 12 showed promising antifungal activity (MIC ranged 156-313 mu g mL(-1)). The synthesized thiepine derivatives exhibited weak antibacterial activity, but showed pronounced antifungal activity.
Keywords:
azepines / thiepines / heterocycles / palladium / antibacterials / antifungalSource:
Journal of the Serbian Chemical Society, 2015, 80, 7, 839-852Publisher:
- Serbian Chemical Soc, Belgrade
Funding / projects:
- The synthesis of aminoquinoline-based antimalarials and botulinum neurotoxin A inhibitors (RS-172008)
- Serbian Academy of Sciences and Arts
DOI: 10.2298/JSC150116013B
ISSN: 0352-5139
WoS: 000359326100001
Scopus: 2-s2.0-84938924652
Collections
Institution/Community
IHTMTY - JOUR AU - Bozinovic, Nina AU - Novaković, Irena AU - Kostić Rajačić, Slađana AU - Opsenica, Igor AU - Šolaja, Bogdan PY - 2015 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/1702 AB - A series of new pyridobenzazepine and pyridobenzothiepine derivatives was synthesized by Pd-catalyzed formation of C-N and C-S bonds. All synthesized compounds were tested for their in vitro antimicrobial activity. The pyridobenzazepine derivatives showed better antibacterial and antifungal activity than the corresponding dipyridoazepine analogue. Among the synthesized azepines, derivative 8 displayed potent activity against the tested bacteria (MIC ranged 39-78 mu g mL(-1)), while azepine 12 showed promising antifungal activity (MIC ranged 156-313 mu g mL(-1)). The synthesized thiepine derivatives exhibited weak antibacterial activity, but showed pronounced antifungal activity. PB - Serbian Chemical Soc, Belgrade T2 - Journal of the Serbian Chemical Society T1 - Synthesis and antimicrobial activity of azepine and thiepine derivatives VL - 80 IS - 7 SP - 839 EP - 852 DO - 10.2298/JSC150116013B ER -
@article{ author = "Bozinovic, Nina and Novaković, Irena and Kostić Rajačić, Slađana and Opsenica, Igor and Šolaja, Bogdan", year = "2015", abstract = "A series of new pyridobenzazepine and pyridobenzothiepine derivatives was synthesized by Pd-catalyzed formation of C-N and C-S bonds. All synthesized compounds were tested for their in vitro antimicrobial activity. The pyridobenzazepine derivatives showed better antibacterial and antifungal activity than the corresponding dipyridoazepine analogue. Among the synthesized azepines, derivative 8 displayed potent activity against the tested bacteria (MIC ranged 39-78 mu g mL(-1)), while azepine 12 showed promising antifungal activity (MIC ranged 156-313 mu g mL(-1)). The synthesized thiepine derivatives exhibited weak antibacterial activity, but showed pronounced antifungal activity.", publisher = "Serbian Chemical Soc, Belgrade", journal = "Journal of the Serbian Chemical Society", title = "Synthesis and antimicrobial activity of azepine and thiepine derivatives", volume = "80", number = "7", pages = "839-852", doi = "10.2298/JSC150116013B" }
Bozinovic, N., Novaković, I., Kostić Rajačić, S., Opsenica, I.,& Šolaja, B.. (2015). Synthesis and antimicrobial activity of azepine and thiepine derivatives. in Journal of the Serbian Chemical Society Serbian Chemical Soc, Belgrade., 80(7), 839-852. https://doi.org/10.2298/JSC150116013B
Bozinovic N, Novaković I, Kostić Rajačić S, Opsenica I, Šolaja B. Synthesis and antimicrobial activity of azepine and thiepine derivatives. in Journal of the Serbian Chemical Society. 2015;80(7):839-852. doi:10.2298/JSC150116013B .
Bozinovic, Nina, Novaković, Irena, Kostić Rajačić, Slađana, Opsenica, Igor, Šolaja, Bogdan, "Synthesis and antimicrobial activity of azepine and thiepine derivatives" in Journal of the Serbian Chemical Society, 80, no. 7 (2015):839-852, https://doi.org/10.2298/JSC150116013B . .