New diphenylmethane-type 2,2′-dihydroxybisphenols (5a—d) were prepared regioselectively in good yields. We evaluated the antiviral activity of some bisphenol derivatives synthesized by the plaque ...reduction assay. Most of the compounds showed significant antiviral activity and the 4,4′-dihydroxybisphenol derivative (10) showed higher activity than 2,2′-bisphenol derivatives. This compound had EC50 value of 1.8 μg/m1.
In our search for new bioactive compounds that interfere with the sugar recognition process, we have designed and synthesized
C
3
- and
Cs
-symmetrical tripodal receptor-type molecules. Among the ...synthesized
C
3
-symmetrical 2,4,6-trisubstituted 1,3,5-triazine (TAZ) derivatives, compounds
A
2,4,6-tris(2-propoxy)-TAZ and
B
2,4,6-tris(3,4-dimethoxyphenyl)-TAZ showed high levels of anti-HSV-1 activity. We carried out isothermal titration calorimetry on compound
B
·HCl in aqueous 25% 2-PrOH solution with some sugar derivatives including methyl α/β-
d
-galactopyranoside (MeO-α/β-Gal), methyl α/β-
d
-mannopyranoside (MeO-α/β-Man) and methyl α/β-
d
-glucopyranoside (MeO-α/β-Glc). The reactions of compound
B
·HCl with MeO-β-Gal and MeO-α-Man were exothermic, and the obtained thermodynamic profiles indicated that both reactions are spontaneous and that there is a considerably large enthalpic contribution (Δ
H
) in total Gibbs free energy change (Δ
G
), indicating favorable hydrogen bonding interactions. The reaction of compound
B
·HCl showed a thermodynamic signature different from that of the entropically driven reaction of compound
A
.
In our search for new bioactive compounds that interfere with the sugar recognition process, we have designed and synthesized C.sub.3- and Cs-symmetrical tripodal receptor-type molecules. Among the ...synthesized C.sub.3-symmetrical 2,4,6-trisubstituted 1,3,5-triazine (TAZ) derivatives, compounds A 2,4,6-tris(2-propoxy)-TAZ and B 2,4,6-tris(3,4-dimethoxyphenyl)-TAZ showed high levels of anti-HSV-1 activity. We carried out isothermal titration calorimetry on compound B·HCl in aqueous 25% 2-PrOH solution with some sugar derivatives including methyl alpha/beta-d-galactopyranoside (MeO-alpha/beta-Gal), methyl alpha/beta-d-mannopyranoside (MeO-alpha/beta-Man) and methyl alpha/beta-d-glucopyranoside (MeO-alpha/beta-Glc). The reactions of compound B·HCl with MeO-beta-Gal and MeO-alpha-Man were exothermic, and the obtained thermodynamic profiles indicated that both reactions are spontaneous and that there is a considerably large enthalpic contribution (DELTAH) in total Gibbs free energy change (DELTAG), indicating favorable hydrogen bonding interactions. The reaction of compound B·HCl showed a thermodynamic signature different from that of the entropically driven reaction of compound A.
Derivatives of C
-symmetrical bivalent phenylboronic acid exhibit several remarkable biological activities such as anti-herpes simplex virus (HSV)-1 and cytotoxic activities against Vero cells and ...they can reverse the effect of anticancer drugs. Novel symmetrical bivalent molecules were synthesized and their biological activities were evaluated in vitro using a human brain glioma cell line (U251) and a human carcinoma cell line (KB3-1). Among the tested compounds (1a-i), bivalent C
-symmetrical phenylboronic acid derivative 1g showed the highest anti-proliferative activity towards both U251 and KB3-1 cells. The values of 50% anti-proliferative activity (IC
) of this compound against the two cell lines (U251 and KB3-1) were 19.0 and 3.78 µM, respectively. The anti-proliferative activity of compound 1g towards KB3-1 cells was higher than that of cisplatin. The bivalent C
-symmetrical compound 1g had a linear methylene linker in the molecule.
In our search for new bioactive compounds that interfere with the sugar recognition process, we have designed and synthesized C3- and Cs-symmetrical tripodal receptor-type molecules. Among the ...synthesized C3-symmetrical 2,4,6-trisubstituted 1,3,5-triazine (TAZ) derivatives, compounds A 2,4,6-tris(2-propoxy)-TAZ and B 2,4,6-tris(3,4-dimethoxyphenyl)-TAZ showed high levels of anti-HSV-1 activity. We carried out isothermal titration calorimetry on compound B·HCl in aqueous 25% 2-PrOH solution with some sugar derivatives including methyl α/β-d-galactopyranoside (MeO-α/β-Gal), methyl α/β-d-mannopyranoside (MeO-α/β-Man) and methyl α/β-d-glucopyranoside (MeO-α/β-Glc). The reactions of compound B·HCl with MeO-β-Gal and MeO-α-Man were exothermic, and the obtained thermodynamic profiles indicated that both reactions are spontaneous and that there is a considerably large enthalpic contribution (ΔH) in total Gibbs free energy change (ΔG), indicating favorable hydrogen bonding interactions. The reaction of compound B·HCl showed a thermodynamic signature different from that of the entropically driven reaction of compound A.
Novel benzamide derivatives, N-1-(aminocarbonyl)-2-(1-piperidinyl)ethylbenzamides (4 and 5), were prepared from the reaction of β-piperidinoalanine (6) as the starting material.
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