New 9-aminoacridine derivatives as inhibitors of botulinum neurotoxins and P. falciparum malaria
Novi derivati 9-aminoakridina kao inhibitori botulinum neurotoksina i P. falciparum parazita malarije
2013
Authors
Tot, MiklosOpsenica, Dejan
Mitrić, Milena
Burnett, James C.
Gomba, Laura
Bavari, Sina
Šolaja, Bogdan
Article (Published version)
Metadata
Show full item recordAbstract
Steroidal and adamantane aminoacridine derivatives were prepared and tested as both botulinum neurotoxin (BoNT) inhibitors and antimalarials. Steroid-bound acridines provided good potency against both the BoNT/A and BoNT/B light chains (LCs). The observed inhibition of the BoNT/B LC by ca. 50% is the highest attained inhibitory activity against this serotype by acridine-based compounds to date. With respect to the antimalarial activity, the adamantane acridines were the most potent derivatives (IC50 = 6-9 nM, SI > 326), indicating that an adamantyl group is a better carrier than a steroidal motif for this indication. .
Sintetisani su derivati steroidnih i adamantil-akridina i ispitana je njihova inhibitorna aktivnost prema botulinum neurotoksinima (BoNT) i parazitu malarije. Steroidni akridini pokazuju dobru inhibiciju prema kratkom nizu (LCs) BoNT/A i BoNT/B. Ostvarena inhibicija BoNT/B LC od oko 50% je najviša postignuta vrednost akridinskih derivata prema ovom serotipu. Adamantil-akridinski derivati su pokazali najveću antimalarijsku aktivnost (IC50 u opsegu 6-9 nM, SI > 326), pokazujući da je adamantil-grupa bolji nosač farmakofore u poređenju sa steroidnim, prema ovoj indikaciji. .
Keywords:
antiviral / BoNT/A / BoNT/B / antimalarial / aminoacridineSource:
Journal of the Serbian Chemical Society, 2013, 78, 12, 1847-1864Publisher:
- Serbian Chemical Soc, Belgrade
Funding / projects:
- The synthesis of aminoquinoline-based antimalarials and botulinum neurotoxin A inhibitors (RS-MESTD-Basic Research (BR or ON)-172008)
DOI: 10.2298/JSC130924112T
ISSN: 0352-5139
WoS: 000329261200003
Scopus: 2-s2.0-84890853204
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IHTMTY - JOUR AU - Tot, Miklos AU - Opsenica, Dejan AU - Mitrić, Milena AU - Burnett, James C. AU - Gomba, Laura AU - Bavari, Sina AU - Šolaja, Bogdan PY - 2013 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/1229 AB - Steroidal and adamantane aminoacridine derivatives were prepared and tested as both botulinum neurotoxin (BoNT) inhibitors and antimalarials. Steroid-bound acridines provided good potency against both the BoNT/A and BoNT/B light chains (LCs). The observed inhibition of the BoNT/B LC by ca. 50% is the highest attained inhibitory activity against this serotype by acridine-based compounds to date. With respect to the antimalarial activity, the adamantane acridines were the most potent derivatives (IC50 = 6-9 nM, SI > 326), indicating that an adamantyl group is a better carrier than a steroidal motif for this indication. . AB - Sintetisani su derivati steroidnih i adamantil-akridina i ispitana je njihova inhibitorna aktivnost prema botulinum neurotoksinima (BoNT) i parazitu malarije. Steroidni akridini pokazuju dobru inhibiciju prema kratkom nizu (LCs) BoNT/A i BoNT/B. Ostvarena inhibicija BoNT/B LC od oko 50% je najviša postignuta vrednost akridinskih derivata prema ovom serotipu. Adamantil-akridinski derivati su pokazali najveću antimalarijsku aktivnost (IC50 u opsegu 6-9 nM, SI > 326), pokazujući da je adamantil-grupa bolji nosač farmakofore u poređenju sa steroidnim, prema ovoj indikaciji. . PB - Serbian Chemical Soc, Belgrade T2 - Journal of the Serbian Chemical Society T1 - New 9-aminoacridine derivatives as inhibitors of botulinum neurotoxins and P. falciparum malaria T1 - Novi derivati 9-aminoakridina kao inhibitori botulinum neurotoksina i P. falciparum parazita malarije VL - 78 IS - 12 SP - 1847 EP - 1864 DO - 10.2298/JSC130924112T ER -
@article{ author = "Tot, Miklos and Opsenica, Dejan and Mitrić, Milena and Burnett, James C. and Gomba, Laura and Bavari, Sina and Šolaja, Bogdan", year = "2013", abstract = "Steroidal and adamantane aminoacridine derivatives were prepared and tested as both botulinum neurotoxin (BoNT) inhibitors and antimalarials. Steroid-bound acridines provided good potency against both the BoNT/A and BoNT/B light chains (LCs). The observed inhibition of the BoNT/B LC by ca. 50% is the highest attained inhibitory activity against this serotype by acridine-based compounds to date. With respect to the antimalarial activity, the adamantane acridines were the most potent derivatives (IC50 = 6-9 nM, SI > 326), indicating that an adamantyl group is a better carrier than a steroidal motif for this indication. ., Sintetisani su derivati steroidnih i adamantil-akridina i ispitana je njihova inhibitorna aktivnost prema botulinum neurotoksinima (BoNT) i parazitu malarije. Steroidni akridini pokazuju dobru inhibiciju prema kratkom nizu (LCs) BoNT/A i BoNT/B. Ostvarena inhibicija BoNT/B LC od oko 50% je najviša postignuta vrednost akridinskih derivata prema ovom serotipu. Adamantil-akridinski derivati su pokazali najveću antimalarijsku aktivnost (IC50 u opsegu 6-9 nM, SI > 326), pokazujući da je adamantil-grupa bolji nosač farmakofore u poređenju sa steroidnim, prema ovoj indikaciji. .", publisher = "Serbian Chemical Soc, Belgrade", journal = "Journal of the Serbian Chemical Society", title = "New 9-aminoacridine derivatives as inhibitors of botulinum neurotoxins and P. falciparum malaria, Novi derivati 9-aminoakridina kao inhibitori botulinum neurotoksina i P. falciparum parazita malarije", volume = "78", number = "12", pages = "1847-1864", doi = "10.2298/JSC130924112T" }
Tot, M., Opsenica, D., Mitrić, M., Burnett, J. C., Gomba, L., Bavari, S.,& Šolaja, B.. (2013). New 9-aminoacridine derivatives as inhibitors of botulinum neurotoxins and P. falciparum malaria. in Journal of the Serbian Chemical Society Serbian Chemical Soc, Belgrade., 78(12), 1847-1864. https://doi.org/10.2298/JSC130924112T
Tot M, Opsenica D, Mitrić M, Burnett JC, Gomba L, Bavari S, Šolaja B. New 9-aminoacridine derivatives as inhibitors of botulinum neurotoxins and P. falciparum malaria. in Journal of the Serbian Chemical Society. 2013;78(12):1847-1864. doi:10.2298/JSC130924112T .
Tot, Miklos, Opsenica, Dejan, Mitrić, Milena, Burnett, James C., Gomba, Laura, Bavari, Sina, Šolaja, Bogdan, "New 9-aminoacridine derivatives as inhibitors of botulinum neurotoxins and P. falciparum malaria" in Journal of the Serbian Chemical Society, 78, no. 12 (2013):1847-1864, https://doi.org/10.2298/JSC130924112T . .