Human dendritic cell activation induced by a permannosylated dendron containing an antigenic GM₃-lactone mimetic

• Renato Ribeiro-Viana,
• Elena Bonechi,
• Javier Rojo,
• Clara Ballerini,
• Giuseppina Comito,
• Barbara Richichi and
• Cristina Nativi

Beilstein J. Org. Chem. 2014, 10, 1317–1324, doi:10.3762/bjoc.10.133

• (Immunotech) directed against the following antigens (the tags are given in parentheses): CD80 (FITC), CD86 (PE), HLA-DR (ECD), CD83 (PC5). Cell vitality was tested with propidium iodide (PI, molecular probes). The cells were labelled in PBS with 1% FCS for 15 min at room temperature (rt), washed twice and

• panels: percentage of expression of dendritic cell markers (HLA-DR ECD, CD80 FITC, CD86 PE and CD83 PC5). Cell phenotypes, expressed as the percentage of positive cells for CD80, CD86 and HLA-DR, did not change when activation took place in the presence of compound 5 (left) at 10 or 50 µg/mL compared to

Synthesis of a sucrose dimer with enone tether; a study on its functionalization

• Zbigniew Pakulski,
• Norbert Gajda,
• Magdalena Jawiczuk,
• Jadwiga Frelek,
• Piotr Cmoch and
• Sławomir Jarosz

Beilstein J. Org. Chem. 2014, 10, 1246–1254, doi:10.3762/bjoc.10.124

• dimolybdenum methodology offers the hard proof of the absolute configuration of the vic-diols [27][28][29]. In this methodology, dimolybdenum tetraacetate acts as auxiliary chromophore allowing the application of electronic circular dichroism (ECD) to (otherwise in ECD non-observable) vic-diols. Mo2(OAc)4 when

• mixed with a chiral diol ligand forms complexes active in ECD in which a transfer of ligand chirality to the in situ-formed complex occurs in solution. Thus, stereochemistry of vic-diols can be easily assigned based on the helicity rule developed for this class of compounds. This rule correlates the

• positive/negative signs of Cotton effects (CE) occurring in the 300–400 nm spectral range in the ECD spectra with the positive/negative sign of the O–C–C–O torsion angle of the diol unit of resultant complexes with the Mo2-core. The basic assumption leading to the assignment of the absolute configuration

cis–trans Isomerization of silybins A and B

• Michaela Novotná,
• Radek Gažák,
• David Biedermann,
• Florent Di Meo,
• Petr Marhol,
• Marek Kuzma,
• Lucie Bednárová,
• Kateřina Fuksová,
• Patrick Trouillas and
• Vladimír Křen

Beilstein J. Org. Chem. 2014, 10, 1047–1063, doi:10.3762/bjoc.10.105

• -cis-10,11-trans-isomer 12 and a minor 23-O-acetyl-2,3-trans-10,11-cis-isomer 13 (Scheme 3). Surprisingly, the absolute configuration at C-2, C-3 of compound 13 was the opposite of 1a (2S,3S vs 2R,3R), which was confirmed by a comparison of their electronic circular dichroism (ECD) data. Formation of

• ) and B (1b) was determined indirectly on the basis of a comparison of their physicochemical data (NMR, ECD, OR). Later, these data were matched to those of their 10,11-regioisomer, isosilybin A (5) [11]. The same approach was used to determine the absolute configuration of isosilybin B (6). The only

• analogue that yielded suitable crystals, and hence an unequivocal determination of its absolute configuration, was 7-(4-bromobenzoyl)isosilybin A [15]. In this study the determination of the absolute configuration was based on NMR and ECD spectroscopy. Their relative configurations, i.e., the determination

Theoretical study on β-cyclodextrin inclusion complexes with propiconazole and protonated propiconazole

• Adrian Fifere,
• Narcisa Marangoci,
• Stelian Maier,
• Adina Coroaba,
• Dan Maftei and
• Mariana Pinteala

Beilstein J. Org. Chem. 2012, 8, 2191–2201, doi:10.3762/bjoc.8.247

• + inclusion compounds were selected by considering the binding energy as being the difference between the heat of formation of the complex and the heat of formation of the involved free molecules: where ECD/PP, EPP and ECD represent the heat of formation of the complex, of the free β-CD, and of the free guest