Pregled bibliografske jedinice broj: 713794
Impact of stereochemistry on the biological activity of novel oleandomycin derivatives
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.
Profili:
Martina Bosnar
(autor)
Goran Kragol
(autor)
Gorjana Lazarevski
(autor)
Gordana Turkalj
(autor)
Ognjen Čulić
(autor)
Citiraj ovu publikaciju:
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