Biomedical subjects

I Akritopoulou-Zanze

Publications and source records attributed to I Akritopoulou-Zanze.

5 recordsLinked to original sources

PubMed1999

Theoretical and experimental CD of conformationally flexible complex molecules-application to ouabain pentanaphthoate and analogs.

Theoretical calculation of circular dichroic exciton-coupled spectra of ouabain 1,19,2',3',4'-pentanaphthoate and its analogs was executed by a combination of conformational analysis with molecular mechanics and quantum-chemical calculation. Most of the calculated CD spectra show good agreement with the corresponding experimental data, which suggests that the method may be generalized for applications to other conformationally flexible natural products. The CD calculation was then used to evaluate the plausibility of "fortuitous CD cancellation," which was observed in the microscale naphthoylation study of hypothalamic inhibitory factor, a presumed ouabain isomer from bovine hypothalamus.

Animals↗

PubMed1997

Configuration of heptopyranoside and heptofuranoside side chains: 2-anthroate, a powerful chromophore for exciton coupled CD.

The absolute configuration of the acyclic side chain of heptopyranosides and heptofuranosides was determined by exciton coupled CD, employing the strongly fluorescent 2-anthroate chromophore. The usage of this chromophore offers significant improvements over previous chemical and spectroscopic procedures since its intense fluorescence greatly facilitates the isolation and HPLC purification at the nanogram scale. The large amplitudes of the bisignate spectra allow CD manipulations in the 1 x 10(-7) M range.

Anthracenes↗

PubMed1997

Theoretical calculation of circular dichroic exciton-split spectra in presence of three interacting 2-naphthoate chromophores.

Ample experimental evidence shows that the principle of pairwise additivity holds in exciton coupled CD systems consisting of three or more interacting chromophores. This principle is one of the most important from a practical viewpoint. However, the rule has so far not been proven theoretically. In order to prove the additivity principle by calculation, three ouabagenin bisnaphthoates and 1,3,19-tris-naphthoates were chosen as models. Since this represents a challenging case where the 2-naphthoate chromophore can adopt s-cis or s-trans conformations and, moreover the C-19 side chain of ouabagenin is flexible, Monte Carlo conformational search was performed prior to the CD calculation. The pi-electron SCF-CI-DV MO calculation of CD was applied to all conformers within 3 kcal/mol range from the lowest energy. Good agreement between experimental and theoretical CD spectra was obtained for the ouabagenin bisnaphthoates and trisnaphthoate.

Carboxylic Acids↗

PubMed1995

Design of lipoxin A4 stable analogs that block transmigration and adhesion of human neutrophils.

Lipoxins (LX) are bioactive eicosanoids that carry a tetraene structure and serve as regulators of inflammation, in part by inhibiting neutrophil migration and adhesion. Lipoxin A4 is rapidly regulated by conversion to inactive LX metabolites via local metabolism that involves dehydrogenation as the predominant route. Here, several LXA4 analogs were designed that resisted rapid conversion by both differentiated HL-60 cells and recombinant 15-hydroxyprostaglandin dehydrogenase, systems where native LXA4 is degraded within minutes. The rank order of conversion by recombinant dehydrogenase was LXA4 methyl ester > PGE2 approximately PGE2 methyl ester > LXA4 >>> the novel LXA4 analogs. In addition, 15(R/S)-methyl-LXA4, 15-cyclohexyl-LXA4, and 16-phenoxy-LXA4 proved to retain LXA4 bioactivity and inhibited neutrophil transmigration across polarized epithelial cell monolayers as well as adhesion to vascular endothelial cells. These results indicate that LXA4 analogs can be designed using these criteria to resist rapid transformation and to retain biological actions of native LXA4. Moreover, the results suggest that LXA4 stable analogs can be useful tools both in vitro and in vivo to evaluate LXA4 actions and therapeutic potential.

Cell Adhesion↗

PubMedDate not supplied

Solid-phase synthesis of macrolide analogues.

The synthesis of a solid-phase macrolide library is described. The library introduces three sites of diversity to a suitable macrolide scaffold via reductive aminations.

Azithromycin↗