БНЗТ-2019

Carborane-containing amino acid derivatives and analogs as a platform for design of promising BNCT agents

Not scheduled

15m

Academpark

Speaker

Mr Dmitry Gruzdev (Postovsky Institute of Organic Synthesis of the Russian Academy of Sciences (Ural Branch))

Description

1,2-Dicarba-closo-dodecaborane and 7,8-dicarba-nido-undecaborane (closo- and nido-carboranes) derivatives characterizing by a high boron content are of significant interest as chemical agents for BNCT. Amino acids are natural metabolites that can be selectively absorbed by tumor cells. Preparation of carborane-containing amino acid derivatives represents a promising approach to the development of tumor-targeted agents for boron delivery. We elaborated the methods for synthesis of novel amino acid derivatives and analogs containing carborane moieties. Derivatives of such natural amino acids as lysine, glutamic acid, and aspartic acid that contain a carborane fragment in the side chain and free functional groups at alpha-position are of particular interest from the standpoint of design of promising agents for BNCT of tumors. We synthesized for the first time carborane-containing amino acid derivatives possessing planar chirality [1]. We developed synthetic approaches to enantiomerically pure planar-chiral derivatives of closo-carborane. Testing the toxicity and biodistribution of some carboranyl derivatives of amino acids have been started. The work was financially supported by the Russian Science Foundation (project 19-13-00231) for the synthesis of compounds and by the State Assignment (theme АААА-А19-119012490007-8) for analysis of compounds. [1] D.A. Gruzdev et al. J. Organomet. Chem. 2018, 876, 50–56.