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RAS BiologyБиоорганическая химия Russian Journal of Bioorganic Chemistry

  • ISSN (Print) 0132-3423
  • ISSN (Online) 1998-2860

Preparation of boron-containing s-nitrosothiol based on homocysteinylamides of human serum albumin for combined no-chemical and boron-neutron-capture therapy

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PII
S0132342325010101-1
DOI
10.31857/S0132342325010101
Publication type
Article
Status
Published
Authors
T. V. Popova
  • Affiliation:
    Institute of Chemical Biology and Fundamental Medicine SB RAS
    Novosibirsk National Research State University
Volume/ Edition
Volume 51 / Issue number 1
Pages
105-118
Abstract
The strategic aim of this work is to create a fluorophore-labelled, clinically relevant exogenous NO donor carrying a boron-containing compound residue on the basis of human serum albumin (HSA) for the implementation of combined NO-chemotherapy and boron-neutron-capture therapy. By selective modification of the Cys34 residue of albumin with a maleimide derivative of a fluorescent dye and subsequent N-homocysteinylation with a thiolactone derivative of homocysteine containing a clozo-dodecaborate residue, a nanoconstruct for boron-neutron-capture therapy was obtained. An analogue based on the natural modifier, boron-containing homocysteine thiolactone, was synthesised by alkylation of the amino group of thiolactone with a dioxonium derivative of clozo-dodecaborate. Post-synthetic modification of the lysine residues of the protein using the boron thiolactone of homocysteine provided the introduction of SH groups into the protein and the possibility of subsequent trans-S-nitrosylation of the protein using S-nitrosoglutathione. It was found that 2 mol of NO was conjugated to 1 mol of boron-containing HSA. Boron-containing S-nitrosothiol based on albumin homocysteinylamide, without epithermal neutron irradiation, was demonstrated to be more cytotoxic against human glioblastoma cell lines than the boron-containing albumin conjugate. Thus, the approach used allows obtaining a boron-enriched structure based on a biocompatible tumor-specific protein, containing a fluorescent label and an increased number of S-nitroso groups. It is necessary for the manifestation of a chemotherapeutic effect of the construct. The practical significance of this structure lies in the possibility of a cancer treating, combining chemo- and boron-neutron capture therapy.
Keywords
S-нитрозоглутатион клозо-додекаборат борсодержащий тиолактон гомоцистеина S-нитрозилированный борсодержащий гомоцистеиниламид альбумина бор-нейтронозахватная терапия
Date of publication
09.11.2025
Year of publication
2025
Number of purchasers
0
Views
49

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