Naslov
Synthesis and biological activity of novel sulfonylureas, ureas and thioureas of 15-membered azalides

Autori
Bukvić Krajačić, Mirjana

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, ostalo

Izvornik
Book of abstracts / Tomašić, Vesna ; Maduna Valkaj, Karolina - Zagreb : Hrvatsko društvo kemijskih inženjera i tehnologa (HDKI), 2011, 28-28

ISBN
978-953-6894-42-0

Skup
XXII. Hrvatski skup kemičara i kemijskih inženjera

Mjesto i datum
Zagreb, Hrvatska, 13.02.2011. - 16.02.2011

Vrsta sudjelovanja
Predavanje

Vrsta recenzije
Međunarodna recenzija

Ključne riječi
makrolidi; sulfonilurea; urea; tiourea
(macrolide antibiotics; sulfonylurea; urea; thiourea)

Sažetak
In spite of a numerous existing macrolide antibiotics, such as azithromycin (1), the emerging multidrug resistant microbial pathogens present serious and challenging problems in medical treatment which demand novel and more effective antimicrobial agents to be discovered. A series of novel sulfonylureas, ureas and thioureas of 15-membered azalides, were discovered, structurally characterized and biologically evaluated[1]. These include 9a-N-[N’-(aryl)sulfonylcarbamoyl]- (2), 9a-N-{;N’-[(aryl)- sulfonylcarbamoyl-γ-aminopropyl]};- (3), and 9a-N-{;N’-(β-cyanoethyl)-N’-[(aryl)sulfonyl- carabamoyl-γ-aminopropyl]};- (4), N’’ substituted 9a-(N’-carbamoyl-γ-aminopropyl)- (5, 7), 9a-(N’-thiocarbamoyl-γ-aminopropyl)- (6, 8), 9a-[N’-(β-cyanoethyl)-N’-(carbamoyl-γ-aminopropyl)]- (9, 11), 9a-[N’-(β-cyanoethyl) -N’-(thiocarbamoyl-γ-aminopropyl)]-(10, 12) derivatives. Ureas 5, 7 and thioureas 6, 8 displayed an excellent overall antibacterial in vitro activity against erythromycin sensitive Gram-positive strains, S. pneumoniae, S. pyogenes, S. aureus, and good against negative strains, M. catarrhalis and H. influenzae. Several sulfonylureas 2 and ureas 5 showed significant improvements in antibacterial activity against inducible resistant Streptococcus pyogenes strain. Among the synthesized compounds some thioureas 8 and urea 11 have shown substantially improved activity comparable to 1 against efflux-mediated resistant S. pneumoniae.

Izvorni jezik
Engleski

Znanstvena područja
Kemija, Farmacija

POVEZANOST RADA