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Controlled synthesis of mixed molecular nanostructures from folate and deferrioxamine-Ga(III) on gold and tuning their performance for cancer cells

A new strategy is developed for construction of the mixed molecular nanostructures from folic acid (FOA), a targeting agent, and deferrioxamoine-Ga(III), (DFO-Ga(III)), a theranostic agent, on gold-mercaptopropionic acid surface, Au-MPA. The strategy is focused to achieve a system in which all the a...

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Published in:Bioelectrochemistry (Amsterdam, Netherlands) Netherlands), 2018-08, Vol.122, p.149-157
Main Authors: Karimi Shervedani, Reza, Yaghoobi, Fatemeh, Torabi, Mostafa, Rahsepar, Fatemeh Rahnemaye, Samiei Foroushani, Marzieh
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container_title Bioelectrochemistry (Amsterdam, Netherlands)
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description A new strategy is developed for construction of the mixed molecular nanostructures from folic acid (FOA), a targeting agent, and deferrioxamoine-Ga(III), (DFO-Ga(III)), a theranostic agent, on gold-mercaptopropionic acid surface, Au-MPA. The strategy is focused to achieve a system in which all the active constituents of FOA; i.e., pteridine rings, p-aminobenzoeic acid, and the glutamic acid, having high affinity for folate receptor overexpressed on cancer cells; remain unreacted in adjacent to DFO-Ga(III), Au-MPA-[DFO-Ga(III)]‖-[FOA]. For this purpose, the NH2 groups of FOA and DFO-Ga(III) were attached covalently and separately to COOH of Au-MPA surface allowing all the active groups of FOA to be available for drug delivery purposes. The data obtained through several electrochemical and surface analysis techniques, supported successful construction of the designed mixed molecular nanostructures system. In addition, the results showed that the system is stable, and Ga(III) ion does not leave DFO-Ga(III) complex. The prepared surface was successfully tested for capturing of the breast cancer cells 4T1 as a model. The measurements showed a rapid uptake kinetics (t1/2 of ~6.0min) and efficient accessibility of the system by the cancer cells; the Rct was significantly increased in the presence of 4T1 cells compared with blank PBS (ΔRct ~420kΩ). [Display omitted] •Folic acid & deferrioxamoine-Ga(III) mixed nanostructures are constructed on Au.•Electrochemical measurements & surface analysis supported the system construction.•The mixed system captured cancer cells more efficient than the conjugated ones.•The findings open a general pathway to design targeted systems based on folic acid.
doi_str_mv 10.1016/j.bioelechem.2018.03.008
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The strategy is focused to achieve a system in which all the active constituents of FOA; i.e., pteridine rings, p-aminobenzoeic acid, and the glutamic acid, having high affinity for folate receptor overexpressed on cancer cells; remain unreacted in adjacent to DFO-Ga(III), Au-MPA-[DFO-Ga(III)]‖-[FOA]. For this purpose, the NH2 groups of FOA and DFO-Ga(III) were attached covalently and separately to COOH of Au-MPA surface allowing all the active groups of FOA to be available for drug delivery purposes. The data obtained through several electrochemical and surface analysis techniques, supported successful construction of the designed mixed molecular nanostructures system. In addition, the results showed that the system is stable, and Ga(III) ion does not leave DFO-Ga(III) complex. The prepared surface was successfully tested for capturing of the breast cancer cells 4T1 as a model. 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The strategy is focused to achieve a system in which all the active constituents of FOA; i.e., pteridine rings, p-aminobenzoeic acid, and the glutamic acid, having high affinity for folate receptor overexpressed on cancer cells; remain unreacted in adjacent to DFO-Ga(III), Au-MPA-[DFO-Ga(III)]‖-[FOA]. For this purpose, the NH2 groups of FOA and DFO-Ga(III) were attached covalently and separately to COOH of Au-MPA surface allowing all the active groups of FOA to be available for drug delivery purposes. The data obtained through several electrochemical and surface analysis techniques, supported successful construction of the designed mixed molecular nanostructures system. In addition, the results showed that the system is stable, and Ga(III) ion does not leave DFO-Ga(III) complex. The prepared surface was successfully tested for capturing of the breast cancer cells 4T1 as a model. The measurements showed a rapid uptake kinetics (t1/2 of ~6.0min) and efficient accessibility of the system by the cancer cells; the Rct was significantly increased in the presence of 4T1 cells compared with blank PBS (ΔRct ~420kΩ). [Display omitted] •Folic acid &amp; deferrioxamoine-Ga(III) mixed nanostructures are constructed on Au.•Electrochemical measurements &amp; surface analysis supported the system construction.•The mixed system captured cancer cells more efficient than the conjugated ones.•The findings open a general pathway to design targeted systems based on folic acid.</abstract><cop>Netherlands</cop><pub>Elsevier B.V</pub><pmid>29631207</pmid><doi>10.1016/j.bioelechem.2018.03.008</doi><tpages>9</tpages></addata></record>
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subjects Animals
Antineoplastic Agents - chemistry
Antineoplastic Agents - therapeutic use
Breast - drug effects
Breast - pathology
Breast cancer
Breast Neoplasms - diagnosis
Breast Neoplasms - drug therapy
Cancer
Cancer cell
Cells
Chemical synthesis
Construction
Deferoxamine - analogs & derivatives
Deferoxamine - therapeutic use
Deferrioxamine-Ga(III)
Drug delivery
Drug Delivery Systems
Electrochemistry
Female
Folic acid
Folic Acid - chemistry
Folic Acid - therapeutic use
Gallium - chemistry
Gallium - therapeutic use
Glutamic acid
Gold
Gold - chemistry
Kinetics
Mice
Mixed nanostructures
Nanostructure
Nanostructured materials
Nanostructures - chemistry
Nanostructures - therapeutic use
Nanotechnology
Pteridine
Surface analysis (chemical)
Theranostic Nanomedicine
Vitamin B
title Controlled synthesis of mixed molecular nanostructures from folate and deferrioxamine-Ga(III) on gold and tuning their performance for cancer cells
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