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Pregled bibliografske jedinice broj: 713794

Impact of stereochemistry on the biological activity of novel oleandomycin derivatives


Bauer, Jurica; Vine, Mark; Čorić, Ilija; Bosnar, Martina; Pašalić, Ivanka; Turkalj, Gordana; Lazarevski, Gorjana; Čulić, Ognjen; Kragol, Goran
Impact of stereochemistry on the biological activity of novel oleandomycin derivatives // Bioorganic & medicinal chemistry, 20 (2012), 7; 2274-2281 doi:10.1016/j.bmc.2012.02.013 (međunarodna recenzija, članak, znanstveni)


CROSBI ID: 713794 Za ispravke kontaktirajte CROSBI podršku putem web obrasca

Naslov
Impact of stereochemistry on the biological activity of novel oleandomycin derivatives

Autori
Bauer, Jurica ; Vine, Mark ; Čorić, Ilija ; Bosnar, Martina ; Pašalić, Ivanka ; Turkalj, Gordana ; Lazarevski, Gorjana ; Čulić, Ognjen ; Kragol, Goran

Izvornik
Bioorganic & medicinal chemistry (0968-0896) 20 (2012), 7; 2274-2281

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

Ključne riječi
Macrolide; Configuration determination; Biological activity; Inflammation

Sažetak
A set of 8-methylene-, 8-methyl-, and 8-methyl- 9-dihydro-oleandomycin derivatives having different combinations of stereochemistries at positions C-8 and/or C-9 have been prepared in a chemoselective and stereoselective manner and tested in vitro for antibacterial activity and inhibition of IL-6 production. Configurations of the stereocenters at C-8 and C-9 were determined using 2D NMR techniques. We have shown that change of stereochemistry at these positions can exert a major influence on antibacterial activity as well as IL-6 inhibition, providing novel macrolide derivatives with diminished antibacterial and potent anti-inflammatory activity. In addition, the anti-inflammatory activity observed in vitro was confirmed in an in vivo model of lipopolysaccharide-induced inflammation.

Izvorni jezik
Engleski

Znanstvena područja
Temeljne medicinske znanosti



POVEZANOST RADA


Ustanove:
Fidelta d.o.o.

Poveznice na cjeloviti tekst rada:

doi www.sciencedirect.com

Citiraj ovu publikaciju:

Bauer, Jurica; Vine, Mark; Čorić, Ilija; Bosnar, Martina; Pašalić, Ivanka; Turkalj, Gordana; Lazarevski, Gorjana; Čulić, Ognjen; Kragol, Goran
Impact of stereochemistry on the biological activity of novel oleandomycin derivatives // Bioorganic & medicinal chemistry, 20 (2012), 7; 2274-2281 doi:10.1016/j.bmc.2012.02.013 (međunarodna recenzija, članak, znanstveni)
Bauer, J., Vine, M., Čorić, I., Bosnar, M., Pašalić, I., Turkalj, G., Lazarevski, G., Čulić, O. & Kragol, G. (2012) Impact of stereochemistry on the biological activity of novel oleandomycin derivatives. Bioorganic & medicinal chemistry, 20 (7), 2274-2281 doi:10.1016/j.bmc.2012.02.013.
@article{article, author = {Bauer, Jurica and Vine, Mark and \v{C}ori\'{c}, Ilija and Bosnar, Martina and Pa\v{s}ali\'{c}, Ivanka and Turkalj, Gordana and Lazarevski, Gorjana and \v{C}uli\'{c}, Ognjen and Kragol, Goran}, year = {2012}, pages = {2274-2281}, DOI = {10.1016/j.bmc.2012.02.013}, keywords = {Macrolide, Configuration determination, Biological activity, Inflammation}, journal = {Bioorganic and medicinal chemistry}, doi = {10.1016/j.bmc.2012.02.013}, volume = {20}, number = {7}, issn = {0968-0896}, title = {Impact of stereochemistry on the biological activity of novel oleandomycin derivatives}, keyword = {Macrolide, Configuration determination, Biological activity, Inflammation} }
@article{article, author = {Bauer, Jurica and Vine, Mark and \v{C}ori\'{c}, Ilija and Bosnar, Martina and Pa\v{s}ali\'{c}, Ivanka and Turkalj, Gordana and Lazarevski, Gorjana and \v{C}uli\'{c}, Ognjen and Kragol, Goran}, year = {2012}, pages = {2274-2281}, DOI = {10.1016/j.bmc.2012.02.013}, keywords = {Macrolide, Configuration determination, Biological activity, Inflammation}, journal = {Bioorganic and medicinal chemistry}, doi = {10.1016/j.bmc.2012.02.013}, volume = {20}, number = {7}, issn = {0968-0896}, title = {Impact of stereochemistry on the biological activity of novel oleandomycin derivatives}, keyword = {Macrolide, Configuration determination, Biological activity, Inflammation} }

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


Citati:





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