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Biological Evaluation of Dopamine Analogues Containing Phenylboronic Acid Group as New Boron Carriers

Biological Evaluation of Dopamine Analogues Containing Phenylboronic Acid Group as New Boron Carriers

Y Ito, T Mizuno, K Yoshino, H S Ban, H Nakamura, J Hiratsuka, A Ishikawa, H Ohki

Appl Radiat Isot. 2011 Dec;69(12):1771-3.

PMID: 21543232

Abstract:

As new BNCT reagents, we designed and synthesized dopamine analogues containing phenylboronic acid group, N-3,4-dihydroxyphenethyl-4-dihydroxyborylbenzamide (dopamine-PCBA) and N-[2-(3,4-dihydroxyphenetyl)ethyl]-3-(4-dihydroxyborylphenyl)promionamide (dopamine-CEBA). The efficacies of these compounds have not been investigated for biological samples. Therefore we have carried out experiments with cultured tumor cells and tumor-bearing mice, and evaluated possibility of these compounds as boron carriers. Dopamine-PCBA and dopamine-CEBA were synthesized by coupling between p-carboxyphenylboronic acid (PCBA) or 4-(2-carboxyethyl)benzeneboronic acid (CEBA) and 3,4-(dibenzyloxy)phenethylamine hydrochloride (DBPA-HCl) followed by catalytic hydrogenation using Pd catalyst. The effect of compounds on cell vitality was determined by MTT assay in various cells. In vivo biodistribution of compounds was determined in Balb/c and DDY mice in bearing implanted CT26 cells. These results have demonstrated that dopamine-CEBA was less toxic.

Chemicals Related in the Paper:

Catalog Number	Product Name	Price
LS793897	4-(2-carboxyethyl)benzeneboronic acid	Price
LS793898	3-(N-propylaminocarbonyl)benzeneboronic acid	Price
LS793922	4-(N-cyclohexylsulphonamido)benzeneboronic acid	Price

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