Preparation and Antibacterial Evaluation of Some Symmetrical Twin-Drug Type Bivalent Molecules

Anti-proliferative Activities towards Human Brain Glioma U251 Cells and Human Carcinoma Cells (KB3-1) of Some Twin-Drug Type Bivalent <i>C</i>₂-Symmetrical Phenylboronic Acid Derivatives

“…Although compound 1g in the series of compounds 1d-g showed the highest level of anti-proliferative activity, it is noteworthy that the bivalent C 2 -symmetrical phenylboronic acid derivative 1a in the ester series corresponded to compounds 1d-g showed the highest levels of antibacterial activity and anti-HSV-1 activity (MIC = 27.1 µM and 8.0 µM, respectively). 7) A possible reason for compound 1g having the highest anti-proliferative activity against both U251 and KB3-1 cells with no anti-HSV-1 activity (EC 50 = >100 µM) is that the length of methylene linkers in these bivalent C 2symmetrical molecules contributes to the potential of antiproliferative activity.…”

“…1 have already been reported. 7,12,13) Thioamide analogue 1e and new mode C 2 -symmetrical compound 1h were prepared by a procedure described below in good yields.…”

“…19,20) The anti-herpes simplex virus (HSV)-1 activities (EC 50 ) of the synthesized boronic acid derivatives were determined by using a plaque reduction assay 21) and their cytotoxicity against Vero cells (IC 50 ) was also determined by our previously described method. 7,12,13) The cytotoxic activities against Vero cells (IC 50 ) are shown in Table 1.…”

“…6) We have been interested in molecules that interfere with carbohydrate recognition stages by directing a controlled biological response in order to find new bioactive leads. [7][8][9][10][11][12][13][14][15] From the viewpoint of molecular geometry, many host receptors that consist of homo-oligometric units often constitute symmetric macromolecule architectures such as C 2 -or C 3 -symmetrical geometric systems. 1) These phenomena of bio-macromolecules have encouraged us to develop new oligovalent C 2 -or C 3symmetrical synthetic molecules to find new bioactive leads.…”

Anti-proliferative Activities of Some Bivalent Symmetrical 5-Substituted Hydantoin Derivatives towards Human Brain Glioma U251 Cells (U251) and Human Carcinoma Cells (KB3-1)

“…7) We have also been interested in molecules that interfere with carbohydrate recognition stages by directing a controlled biological response in order to find new bioactive leads. [8][9][10][11][12][13][14][15][16][17][18][19][20][21][22][23] In connection with the above projects, we have recently reported some symmetrical 5-substituted hydantoin derivatives and the results of biological evaluation of the synthesized symmetrical twin-drug type 5-substituted hydantoin derivatives. [8][9][10][11] Among previously targeted bivalent twin-drug type 5-substituted hydantoin derivatives, we found that a few derivatives showed a considerable level of biological activity and also affinity to a few sulfated glycosaminoglycans such as heparan sulfate and dermatan sulfate.…”