Crystallographic report: Synthesis and biological evaluation of novel azanonaboranes as potential agents for boron neutron capture therapy

El‐Zaria, Mohamed E.

doi:10.1002/aoc.786

Cited by 3 publications

(3 citation statements)

References 17 publications

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“…To date, numerous boron-containing analogues including amino acids, 6 biochemical precursors of nucleic acids, 7 carbohydrates, 8 amines, 9 porphyrins, 10 peptides, 11 liposomes, 12 and monoclonal antibodies have been developed. 13 However, most of them do not satisfy the above criteria for clinical applications.…”

Section: Introductionmentioning

confidence: 99%

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Design, Synthesis, and Biological Evaluation of Boron-Containing Macrocyclic Polyamines and Their Zinc(II) Complexes for Boron Neutron Capture Therapy

et al. 2021

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Boron neutron capture therapy (BNCT) is a binary therapeutic method for cancer treatment based on the use of a combination of a cancer-specific drug containing boron-10 ( 10 B) and thermal neutron irradiation. For successful BNCT, 10 B-containing molecules need to accumulate specifically in cancer cells, because destructive effect of the generated heavy particles is limited basically to boron-containing cells. Herein, we report on the design and synthesis of boron compounds that are functionalized with 9-, 12-, and 15-membered macrocyclic polyamines and their Zn 2+ complexes. Their cytotoxicity, intracellular uptake activity into cancer cells and normal cells, and BNCT effect are also reported. The experimental data suggest that mono- and/or diprotonated forms of metal-free [12]aneN 4 - and [15]aneN 5 -type ligands are uptaken into cancer cells, and their complexes with intracellular metals such as Zn 2+ would induce cell death upon thermal neutron irradiation, possibly via interactions with DNA.

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Section: Introductionmentioning

confidence: 99%

“… 18 Therefore, polyamine derivatives could serve as potentially useful scaffolds for the delivery of boron-containing drugs into cancer cells, as represented by the spermidine derivatives 5 and 6 ( Scheme 2 ). 9 , 19 To the best of our knowledge, however, the use of these derivatives in BNCT has not been reported.…”

Section: Introductionmentioning

confidence: 99%

Design, Synthesis, and Biological Evaluation of Boron-Containing Macrocyclic Polyamines and Their Zinc(II) Complexes for Boron Neutron Capture Therapy

et al. 2021

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“…For this purpose, a number of azanonaborane derivatives of biomolecules have been synthesized for use in BNCT of cancer. [13][14][15][16][17][18] Previous work focused on azanonaborane containing porphyrins, [15][16][17] free hydroxy groups, 13 as well as free amino groups. 14,18 The toxicity of the cluster in vitro and in vivo was found to be low, and governed mostly by its side chains.…”

Section: Introductionmentioning

confidence: 99%

The first synthesis of azanonaborane-containing sugars, possible boron carriers for neutron capture therapy

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Design, Synthesis and Biological Evaluation of Boron‐Containing Macrocyclic Polyamine Dimers and Their Zinc(II) Complexes for Boron Neutron Capture Therapy

et al. 2022

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Boron neutron capture therapy (BNCT) is considered to have potential for cancer therapy based on the nuclear reaction between boron ( 10 B) atoms and thermal neutrons, yielding 4 He 2 + (α) and 7 Li 3 + ions. These heavy particles induce the destruction of biomolecules within short path length of 5-9 μm, resulting in a limited cytotoxic effect to 10 B-containing cells. Herein, we report on the design and synthesis of DNA-targeting BNCT agents equipped with homo-and hetero-dimeric macrocyclic polyamine units and their Zn 2 + complexes. It was hypothesized that the dizinc(II) complexes of these ligands would recognize two adjacent thymidines (thymidyl(3'-5')thymidine), resulting in an efficient contact with DNA and an efficient breakdown of DNA upon thermal neutron irradiation. To test this hypothesis, we performed a DNA interaction study and a biological evaluation such as cytotoxicity and intracellular uptake activity using cancer and normal cells. BNCT experiments utilizing the corresponding 10 B-enriched compounds were also conducted.

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Crystallographic report: Synthesis and biological evaluation of novel azanonaboranes as potential agents for boron neutron capture therapy

Cited by 3 publications

References 17 publications

Design, Synthesis, and Biological Evaluation of Boron-Containing Macrocyclic Polyamines and Their Zinc(II) Complexes for Boron Neutron Capture Therapy

Design, Synthesis, and Biological Evaluation of Boron-Containing Macrocyclic Polyamines and Their Zinc(II) Complexes for Boron Neutron Capture Therapy

The first synthesis of azanonaborane-containing sugars, possible boron carriers for neutron capture therapy

Design, Synthesis and Biological Evaluation of Boron‐Containing Macrocyclic Polyamine Dimers and Their Zinc(II) Complexes for Boron Neutron Capture Therapy

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