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Pregled bibliografske jedinice broj: 588610

3-O-Acyl Derivatives of Bridged-15-Membered Azalides : Synthesis, Structural Determination and Antibacterial Activity


Berdik-Fajdetić, Andreja; Kobrehel, Gabrijela; Lazarevski, Gorjana; Štimac, Vlado; Mutak, Stjepan
3-O-Acyl Derivatives of Bridged-15-Membered Azalides : Synthesis, Structural Determination and Antibacterial Activity // Croatica chemica acta, 78 (2005), 2; 301-312 (međunarodna recenzija, članak, znanstveni)


CROSBI ID: 588610 Za ispravke kontaktirajte CROSBI podršku putem web obrasca

Naslov
3-O-Acyl Derivatives of Bridged-15-Membered Azalides : Synthesis, Structural Determination and Antibacterial Activity

Autori
Berdik-Fajdetić, Andreja ; Kobrehel, Gabrijela ; Lazarevski, Gorjana ; Štimac, Vlado ; Mutak, Stjepan

Izvornik
Croatica chemica acta (0011-1643) 78 (2005), 2; 301-312

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

Ključne riječi
azalides; synthesis; acylation; NMR spectroscopy

Sažetak
The synthesis, structural determination and biological evaluation of 15-membered azalides acylated at the C-3 position are described. 3- Descladinosyl-9a, l1-cyclic carbamate of the 9a- aza- 9a-homoerythromycin A and their 12-O-alkyl derivatives were synthesized via acidic hydrolysis of adequate 3-cladinosyl analogues. Protections of 2'-hydroxyl group were performed to furnish starting compounds for acylation of the C-3- hydroxyl group. After deprotection various 3-O- acyl derivatives were obtained and their structures confirmed by spectroscopic methods (IR, MS, NMR). The new compounds were evaluated in vitro against a panel of Gram-positive and Gram- negative bacteria and their activities compared with those of parent derivatives. The 3-O-acyl derivatives exhibited improved antibacterial activity, but it was lower than by standard macrolides.

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA


Ustanove:
Pliva-Istraživački institut,
Fidelta d.o.o.

Citiraj ovu publikaciju

Berdik-Fajdetić, Andreja; Kobrehel, Gabrijela; Lazarevski, Gorjana; Štimac, Vlado; Mutak, Stjepan
3-O-Acyl Derivatives of Bridged-15-Membered Azalides : Synthesis, Structural Determination and Antibacterial Activity // Croatica chemica acta, 78 (2005), 2; 301-312 (međunarodna recenzija, članak, znanstveni)
Berdik-Fajdetić, A., Kobrehel, G., Lazarevski, G., Štimac, V. & Mutak, S. (2005) 3-O-Acyl Derivatives of Bridged-15-Membered Azalides : Synthesis, Structural Determination and Antibacterial Activity. Croatica chemica acta, 78 (2), 301-312.
@article{article, year = {2005}, pages = {301-312}, keywords = {azalides, synthesis, acylation, NMR spectroscopy}, journal = {Croatica chemica acta}, volume = {78}, number = {2}, issn = {0011-1643}, title = {3-O-Acyl Derivatives of Bridged-15-Membered Azalides : Synthesis, Structural Determination and Antibacterial Activity}, keyword = {azalides, synthesis, acylation, NMR spectroscopy} }
@article{article, year = {2005}, pages = {301-312}, keywords = {azalides, synthesis, acylation, NMR spectroscopy}, journal = {Croatica chemica acta}, volume = {78}, number = {2}, issn = {0011-1643}, title = {3-O-Acyl Derivatives of Bridged-15-Membered Azalides : Synthesis, Structural Determination and Antibacterial Activity}, keyword = {azalides, synthesis, acylation, NMR spectroscopy} }

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





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