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Pregled bibliografske jedinice broj: 534473

Synthesis of macrolones with central piperazine ring in the linker and its influence on antibacterial activity

Kapić, Samra; Čipčić-Paljetak, Hana; Palej Jakopović, Ivana; Fajdetić, Andreja; Ilijaš, Marina; Štimac, Vlado; Brajša, Karmen; Holmes, David; Berge, John; Alihodžić, Sulejman
Synthesis of macrolones with central piperazine ring in the linker and its influence on antibacterial activity // Bioorganic & medicinal chemistry, 19 (2011), 23; 7281-7298 doi:10.1016/j.bmc.2011.07.010 (međunarodna recenzija, članak, znanstveni)

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Naslov
Synthesis of macrolones with central piperazine ring in the linker and its influence on antibacterial activity

Autori
Kapić, Samra ; Čipčić-Paljetak, Hana ; Palej Jakopović, Ivana ; Fajdetić, Andreja ; Ilijaš, Marina ; Štimac, Vlado ; Brajša, Karmen ; Holmes, David ; Berge, John ; Alihodžić, Sulejman

Izvornik
Bioorganic & medicinal chemistry (0968-0896) 19 (2011), 23; 7281-7298

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

Ključne riječi
antimicrobial activity; macrolides; piperazine; quinolone; structure-activity relationship

Sažetak
Three macrolides, clarithromycin, azithromycin and 11-O-Me-azithromycin have been selected for the construction of a series of new macrolone derivatives. Quinolone-linker intermediates are prepared by Sonogashira-type C(6)-alkynylation of 6-iodoquinolone precursors. The final macrolones, differing by macrolide moiety and substituents at the position N-1 of the quinolone or by the presence of an ethyl ester or free acid on the quinolone unit attached via a linker. The linker comprises of a central piperazine ring bonded to the 400-O position of cladinose by 3-carbon ester or ether functionality. Modifications of the linker did not improve antibacterial properties compared to the previously reported macrolone compounds. Linker flexibility seems to play an important role for potency against macrolide resistant respiratory pathogens

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA

Ustanove:
Fidelta d.o.o.

Profili:

Avatar Url Andreja Fajdetić (autor)

Avatar Url Karmen Brajša (autor)

Avatar Url Sulejman Alihodžić (autor)

Avatar Url Vlado Štimac (autor)

Avatar Url Ivana Palej Jakopović (autor)

Avatar Url Hana Čipčić Paljetak (autor)

Avatar Url Samra Kapić (autor)

Poveznice na cjeloviti tekst rada:

doi www.sciencedirect.com ac.els-cdn.com dx.doi.org

Citiraj ovu publikaciju:

Kapić, Samra; Čipčić-Paljetak, Hana; Palej Jakopović, Ivana; Fajdetić, Andreja; Ilijaš, Marina; Štimac, Vlado; Brajša, Karmen; Holmes, David; Berge, John; Alihodžić, Sulejman
Synthesis of macrolones with central piperazine ring in the linker and its influence on antibacterial activity // Bioorganic & medicinal chemistry, 19 (2011), 23; 7281-7298 doi:10.1016/j.bmc.2011.07.010 (međunarodna recenzija, članak, znanstveni)
Kapić, S., Čipčić-Paljetak, H., Palej Jakopović, I., Fajdetić, A., Ilijaš, M., Štimac, V., Brajša, K., Holmes, D., Berge, J. & Alihodžić, S. (2011) Synthesis of macrolones with central piperazine ring in the linker and its influence on antibacterial activity. Bioorganic & medicinal chemistry, 19 (23), 7281-7298 doi:10.1016/j.bmc.2011.07.010.
@article{article, author = {Kapi\'{c}, Samra and \v{C}ip\v{c}i\'{c}-Paljetak, Hana and Palej Jakopovi\'{c}, Ivana and Fajdeti\'{c}, Andreja and Ilija\v{s}, Marina and \v{S}timac, Vlado and Braj\v{s}a, Karmen and Holmes, David and Berge, John and Alihod\v{z}i\'{c}, Sulejman}, year = {2011}, pages = {7281-7298}, DOI = {10.1016/j.bmc.2011.07.010}, keywords = {antimicrobial activity, macrolides, piperazine, quinolone, structure-activity relationship}, journal = {Bioorganic and medicinal chemistry}, doi = {10.1016/j.bmc.2011.07.010}, volume = {19}, number = {23}, issn = {0968-0896}, title = {Synthesis of macrolones with central piperazine ring in the linker and its influence on antibacterial activity}, keyword = {antimicrobial activity, macrolides, piperazine, quinolone, structure-activity relationship} }
@article{article, author = {Kapi\'{c}, Samra and \v{C}ip\v{c}i\'{c}-Paljetak, Hana and Palej Jakopovi\'{c}, Ivana and Fajdeti\'{c}, Andreja and Ilija\v{s}, Marina and \v{S}timac, Vlado and Braj\v{s}a, Karmen and Holmes, David and Berge, John and Alihod\v{z}i\'{c}, Sulejman}, year = {2011}, pages = {7281-7298}, DOI = {10.1016/j.bmc.2011.07.010}, keywords = {antimicrobial activity, macrolides, piperazine, quinolone, structure-activity relationship}, journal = {Bioorganic and medicinal chemistry}, doi = {10.1016/j.bmc.2011.07.010}, volume = {19}, number = {23}, issn = {0968-0896}, title = {Synthesis of macrolones with central piperazine ring in the linker and its influence on antibacterial activity}, keyword = {antimicrobial activity, macrolides, piperazine, quinolone, 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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