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Pregled bibliografske jedinice broj: 588609

Synthesis and Antibacterial Activity of Isomeric 15- Membered Azalides


Alihodžić, Sulejman; Fajdetić, Andreja; Kobrehel, Gabrijela; Lazarevski, Gorjana; Mutak, Stjepan; Pavlović, Dražen; Štimac, Vlado; Čipčić, Hana; Eraković, Vesna; Maršić, Nataša; Schoenfeld, Wolfgang
Synthesis and Antibacterial Activity of Isomeric 15- Membered Azalides // Journal of antibiotics, 59 (2006), 12; 753-769 doi:10.1038/ja.2006.100 (međunarodna recenzija, članak, znanstveni)


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Naslov
Synthesis and Antibacterial Activity of Isomeric 15- Membered Azalides

Autori
Alihodžić, Sulejman ; Fajdetić, Andreja ; Kobrehel, Gabrijela ; Lazarevski, Gorjana ; Mutak, Stjepan ; Pavlović, Dražen ; Štimac, Vlado ; Čipčić, Hana ; Eraković, Vesna ; Maršić, Nataša ; Schoenfeld, Wolfgang

Izvornik
Journal of antibiotics (0021-8820) 59 (2006), 12; 753-769

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
azalide; ketolide; acylide; antibacterial activity; structure-activity relationship

Sažetak
A series of 3-keto and 3-O-acyl derivatives of both 6-O-alkyl-8a-aza-8a-homoerythromycin A and 6- O-alkyl-9a-aza-9a-homo-erythromycin A were synthesised and tested against gram-positive and gram-negative bacteria. Derivatives of 8a-aza-8a- homoerythromycin A have potent antibacterial activity against not only azithromycin-susceptible strains, but also efflux (M) and inducible macrolide-lincosamide-streptogramin (iMLSB) resistant Gram-positive pathogens, while the corresponding 9a-isomers were less active. Introduction of an additional ring such as 11, 12- cyclic carbonate reduced antibacterial activity of both series. 3-Keto and 3-O-(4-nitrophenyl)acetyl derivatives of 6-O-methyl-8a-aza-8a-homo- erythromycin A show typical macrolide pharmacokinetics in preliminary in vivo studies in mice, and their in vivo efficacy is demonstrated.

Izvorni jezik
Engleski

Znanstvena područja
Kemija, Biologija



POVEZANOST RADA


Citiraj ovu publikaciju

Alihodžić, Sulejman; Fajdetić, Andreja; Kobrehel, Gabrijela; Lazarevski, Gorjana; Mutak, Stjepan; Pavlović, Dražen; Štimac, Vlado; Čipčić, Hana; Eraković, Vesna; Maršić, Nataša; Schoenfeld, Wolfgang
Synthesis and Antibacterial Activity of Isomeric 15- Membered Azalides // Journal of antibiotics, 59 (2006), 12; 753-769 doi:10.1038/ja.2006.100 (međunarodna recenzija, članak, znanstveni)
Alihodžić, S., Fajdetić, A., Kobrehel, G., Lazarevski, G., Mutak, S., Pavlović, D., Štimac, V., Čipčić, H., Eraković, V., Maršić, N. & Schoenfeld, W. (2006) Synthesis and Antibacterial Activity of Isomeric 15- Membered Azalides. Journal of antibiotics, 59 (12), 753-769 doi:10.1038/ja.2006.100.
@article{article, year = {2006}, pages = {753-769}, DOI = {10.1038/ja.2006.100}, keywords = {azalide, ketolide, acylide, antibacterial activity, structure-activity relationship}, journal = {Journal of antibiotics}, doi = {10.1038/ja.2006.100}, volume = {59}, number = {12}, issn = {0021-8820}, title = {Synthesis and Antibacterial Activity of Isomeric 15- Membered Azalides}, keyword = {azalide, ketolide, acylide, antibacterial activity, structure-activity relationship} }
@article{article, year = {2006}, pages = {753-769}, DOI = {10.1038/ja.2006.100}, keywords = {azalide, ketolide, acylide, antibacterial activity, structure-activity relationship}, journal = {Journal of antibiotics}, doi = {10.1038/ja.2006.100}, volume = {59}, number = {12}, issn = {0021-8820}, title = {Synthesis and Antibacterial Activity of Isomeric 15- Membered Azalides}, keyword = {azalide, ketolide, acylide, antibacterial activity, structure-activity relationship} }

Časopis indeksira:


  • Current Contents Connect (CCC)
  • Web of Science Core Collection (WoSCC)
    • Science Citation Index Expanded (SCI-EXP)
    • SCI-EXP, SSCI i/ili A&HCI
  • Scopus
  • MEDLINE


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