Homocystamide Conjugates of Human Serum Albumin as a Platform to Prepare Bimodal Multidrug Delivery Systems for Boron Neutron Capture Therapy

Boron neutron capture therapy is a unique form of adjuvant cancer therapy for various malignancies including malignant gliomas. The conjugation of boron compounds and human serum albumin (HSA)—a carrier protein with a long plasma half-life—is expected to extend systemic circulation of the boron comp...

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Autores principales:	Tatyana Popova, Maya A. Dymova, Ludmila S. Koroleva, Olga D. Zakharova, Vladimir A. Lisitskiy, Valeria I. Raskolupova, Tatiana Sycheva, Sergei Taskaev, Vladimir N. Silnikov, Tatyana S. Godovikova
Formato:	article
Lenguaje:	EN
Publicado:	MDPI AG 2021
Materias:	boron neutron capture therapy boron delivery agents thenoyltrifluoroacetone boronated albumin theranostic conjugate in vitro efficacy evaluation Organic chemistry QD241-441
Acceso en línea:	https://doaj.org/article/fe20f16e845c44639e0b8e566373429f
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spelling	oai:doaj.org-article:fe20f16e845c44639e0b8e566373429f2021-11-11T18:31:35ZHomocystamide Conjugates of Human Serum Albumin as a Platform to Prepare Bimodal Multidrug Delivery Systems for Boron Neutron Capture Therapy10.3390/molecules262165371420-3049https://doaj.org/article/fe20f16e845c44639e0b8e566373429f2021-10-01T00:00:00Zhttps://www.mdpi.com/1420-3049/26/21/6537https://doaj.org/toc/1420-3049Boron neutron capture therapy is a unique form of adjuvant cancer therapy for various malignancies including malignant gliomas. The conjugation of boron compounds and human serum albumin (HSA)—a carrier protein with a long plasma half-life—is expected to extend systemic circulation of the boron compounds and increase their accumulation in human glioma cells. We report on the synthesis of fluorophore-labeled homocystamide conjugates of human serum albumin and their use in thiol-‘click’ chemistry to prepare novel multimodal boronated albumin-based theranostic agents, which could be accumulated in tumor cells. The novelty of this work involves the development of the synthesis methodology of albumin conjugates for the imaging-guided boron neutron capture therapy combination. Herein, we suggest using thenoyltrifluoroacetone as a part of an anticancer theranostic construct: approximately 5.4 molecules of thenoyltrifluoroacetone were bound to each albumin. Along with its beneficial properties as a chemotherapeutic agent, thenoyltrifluoroacetone is a promising magnetic resonance imaging agent. The conjugation of bimodal HSA with undecahydro-<i>closo</i>-dodecaborate only slightly reduced human glioma cell line viability in the absence of irradiation (~30 μM of boronated albumin) but allowed for neutron capture and decreased tumor cell survival under epithermal neutron flux. The simultaneous presence of undecahydro-<i>closo</i>-dodecaborate and labeled amino acid residues (fluorophore dye and fluorine atoms) in the obtained HSA conjugate makes it a promising candidate for the combination imaging-guided boron neutron capture therapy.Tatyana PopovaMaya A. DymovaLudmila S. KorolevaOlga D. ZakharovaVladimir A. LisitskiyValeria I. RaskolupovaTatiana SychevaSergei TaskaevVladimir N. SilnikovTatyana S. GodovikovaMDPI AGarticleboron neutron capture therapyboron delivery agentsthenoyltrifluoroacetoneboronated albumin theranosticconjugatein vitro efficacy evaluationOrganic chemistryQD241-441ENMolecules, Vol 26, Iss 6537, p 6537 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	boron neutron capture therapy boron delivery agents thenoyltrifluoroacetone boronated albumin theranostic conjugate in vitro efficacy evaluation Organic chemistry QD241-441
spellingShingle	boron neutron capture therapy boron delivery agents thenoyltrifluoroacetone boronated albumin theranostic conjugate in vitro efficacy evaluation Organic chemistry QD241-441 Tatyana Popova Maya A. Dymova Ludmila S. Koroleva Olga D. Zakharova Vladimir A. Lisitskiy Valeria I. Raskolupova Tatiana Sycheva Sergei Taskaev Vladimir N. Silnikov Tatyana S. Godovikova Homocystamide Conjugates of Human Serum Albumin as a Platform to Prepare Bimodal Multidrug Delivery Systems for Boron Neutron Capture Therapy
description	Boron neutron capture therapy is a unique form of adjuvant cancer therapy for various malignancies including malignant gliomas. The conjugation of boron compounds and human serum albumin (HSA)—a carrier protein with a long plasma half-life—is expected to extend systemic circulation of the boron compounds and increase their accumulation in human glioma cells. We report on the synthesis of fluorophore-labeled homocystamide conjugates of human serum albumin and their use in thiol-‘click’ chemistry to prepare novel multimodal boronated albumin-based theranostic agents, which could be accumulated in tumor cells. The novelty of this work involves the development of the synthesis methodology of albumin conjugates for the imaging-guided boron neutron capture therapy combination. Herein, we suggest using thenoyltrifluoroacetone as a part of an anticancer theranostic construct: approximately 5.4 molecules of thenoyltrifluoroacetone were bound to each albumin. Along with its beneficial properties as a chemotherapeutic agent, thenoyltrifluoroacetone is a promising magnetic resonance imaging agent. The conjugation of bimodal HSA with undecahydro-<i>closo</i>-dodecaborate only slightly reduced human glioma cell line viability in the absence of irradiation (~30 μM of boronated albumin) but allowed for neutron capture and decreased tumor cell survival under epithermal neutron flux. The simultaneous presence of undecahydro-<i>closo</i>-dodecaborate and labeled amino acid residues (fluorophore dye and fluorine atoms) in the obtained HSA conjugate makes it a promising candidate for the combination imaging-guided boron neutron capture therapy.
format	article
author	Tatyana Popova Maya A. Dymova Ludmila S. Koroleva Olga D. Zakharova Vladimir A. Lisitskiy Valeria I. Raskolupova Tatiana Sycheva Sergei Taskaev Vladimir N. Silnikov Tatyana S. Godovikova
author_facet	Tatyana Popova Maya A. Dymova Ludmila S. Koroleva Olga D. Zakharova Vladimir A. Lisitskiy Valeria I. Raskolupova Tatiana Sycheva Sergei Taskaev Vladimir N. Silnikov Tatyana S. Godovikova
author_sort	Tatyana Popova
title	Homocystamide Conjugates of Human Serum Albumin as a Platform to Prepare Bimodal Multidrug Delivery Systems for Boron Neutron Capture Therapy
title_short	Homocystamide Conjugates of Human Serum Albumin as a Platform to Prepare Bimodal Multidrug Delivery Systems for Boron Neutron Capture Therapy
title_full	Homocystamide Conjugates of Human Serum Albumin as a Platform to Prepare Bimodal Multidrug Delivery Systems for Boron Neutron Capture Therapy
title_fullStr	Homocystamide Conjugates of Human Serum Albumin as a Platform to Prepare Bimodal Multidrug Delivery Systems for Boron Neutron Capture Therapy
title_full_unstemmed	Homocystamide Conjugates of Human Serum Albumin as a Platform to Prepare Bimodal Multidrug Delivery Systems for Boron Neutron Capture Therapy
title_sort	homocystamide conjugates of human serum albumin as a platform to prepare bimodal multidrug delivery systems for boron neutron capture therapy
publisher	MDPI AG
publishDate	2021
url	https://doaj.org/article/fe20f16e845c44639e0b8e566373429f
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Homocystamide Conjugates of Human Serum Albumin as a Platform to Prepare Bimodal Multidrug Delivery Systems for Boron Neutron Capture Therapy

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