Green synthesis of multifunctional PEG-carboxylate π back-bonded gold nanoconjugates for breast cancer treatment

Mani Gajendiran,1,2 Heejung Jo,2 Kyobum Kim,2 Sengottuvelan Balasubramanian1 1Department of Inorganic Chemistry, University of Madras, Guindy Campus, Chennai 600025, India; 2Division of Bioengineering, School of Life Sciences and Bioengineering, Incheon National University, Incheon 22012, Republic...

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Autores principales: Gajendiran M, Jo H, Kim K, Balasubramanian S
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Publicado: Dove Medical Press 2019
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spelling oai:doaj.org-article:9282c41c734c4a18b39ff87d9172db3a2021-12-02T06:01:44ZGreen synthesis of multifunctional PEG-carboxylate π back-bonded gold nanoconjugates for breast cancer treatment1178-2013https://doaj.org/article/9282c41c734c4a18b39ff87d9172db3a2019-01-01T00:00:00Zhttps://www.dovepress.com/green-synthesis-of-multifunctional-peg-carboxylate-pi-back-bonded-gold-peer-reviewed-article-IJNhttps://doaj.org/toc/1178-2013Mani Gajendiran,1,2 Heejung Jo,2 Kyobum Kim,2 Sengottuvelan Balasubramanian1 1Department of Inorganic Chemistry, University of Madras, Guindy Campus, Chennai 600025, India; 2Division of Bioengineering, School of Life Sciences and Bioengineering, Incheon National University, Incheon 22012, Republic of Korea Background: Surface functionalization of gold nanoparticles (AuNPs) has emerged as a promising field of research with enormous biomedical applications. The folate (FA)-attached polymer-gold nanoconjugates play vital role in targeting the cancer cells.Methods: AuNPs were synthesized by using di- or tri-carboxylate-polyethylene glycol (PEG) polymers, including citrate-PEG (CPEG), malate-PEG (MAP), and tartrate-PEG (TAP), as a reducing and stabilizing agent. After synthesis of polymer-AuNPs, the freely available hydroxyl and carboxylate groups of CPEG, MAP, and TAP were used to attach a cancer cell-targeting agent, FA, via a 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide/N-hydroxy succinimide coupling reaction to obtain FA-CPEG-AuNP, FA-MAP-AuNP, and FA-TAP-AuNP nanoconjugates, respectively. The 5-fluorouracil (5FU) was attached to π back-bonded carbonyl oxygens of the nanoconjugates, and the in vitro drug release profile was studied by high pressure liquid chromatography. Biocompatibility profiles of the FA-CPEG-AuNP, FA-MAP-AuNP, and FA-TAP-AuNP nanoconjugates were investigated using adult human dermal fibroblasts. Anti-breast cancer activity of 5FU-loaded nanoconjugates was investigated using MCF-7 breast cancer cells.Results: X-ray photoelectron spectroscopy and Fourier-transform infrared spectroscopy analyses confirmed that AuNPs attached to CPEG, MAP, or TAP via the formation of π back bonding between AuNPs and the ester carbonyl group. The π back-bonded nanoconjugates exhibited sustained release of 5FU up to 27 days. FA-MAP-AuNPs exhibited an IC50 at 5 µg/mL, while FA-CPEG-AuNPs and FA-TAP-AuNPs showed the IC50 at 100 µg/mL toward MCF-7 cancer cells.Conclusion: The developed polymer π back-bonded multifunctional gold nanoconjugates could be used as a potential drug delivery system for targeting MCF-7 cancer cells. Keywords: polymer-gold nanoconjugates, 5-fluorouracil, anticancer activity, MCF-7 cells, green synthesisGajendiran MJo HKim KBalasubramanian SDove Medical PressarticlePolymer-Gold nanoconjugates5-FluorouracilAnticancer activityMCF-7 cellsGreen synthesis.Medicine (General)R5-920ENInternational Journal of Nanomedicine, Vol Volume 14, Pp 819-834 (2019)
institution DOAJ
collection DOAJ
language EN
topic Polymer-Gold nanoconjugates
5-Fluorouracil
Anticancer activity
MCF-7 cells
Green synthesis.
Medicine (General)
R5-920
spellingShingle Polymer-Gold nanoconjugates
5-Fluorouracil
Anticancer activity
MCF-7 cells
Green synthesis.
Medicine (General)
R5-920
Gajendiran M
Jo H
Kim K
Balasubramanian S
Green synthesis of multifunctional PEG-carboxylate π back-bonded gold nanoconjugates for breast cancer treatment
description Mani Gajendiran,1,2 Heejung Jo,2 Kyobum Kim,2 Sengottuvelan Balasubramanian1 1Department of Inorganic Chemistry, University of Madras, Guindy Campus, Chennai 600025, India; 2Division of Bioengineering, School of Life Sciences and Bioengineering, Incheon National University, Incheon 22012, Republic of Korea Background: Surface functionalization of gold nanoparticles (AuNPs) has emerged as a promising field of research with enormous biomedical applications. The folate (FA)-attached polymer-gold nanoconjugates play vital role in targeting the cancer cells.Methods: AuNPs were synthesized by using di- or tri-carboxylate-polyethylene glycol (PEG) polymers, including citrate-PEG (CPEG), malate-PEG (MAP), and tartrate-PEG (TAP), as a reducing and stabilizing agent. After synthesis of polymer-AuNPs, the freely available hydroxyl and carboxylate groups of CPEG, MAP, and TAP were used to attach a cancer cell-targeting agent, FA, via a 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide/N-hydroxy succinimide coupling reaction to obtain FA-CPEG-AuNP, FA-MAP-AuNP, and FA-TAP-AuNP nanoconjugates, respectively. The 5-fluorouracil (5FU) was attached to π back-bonded carbonyl oxygens of the nanoconjugates, and the in vitro drug release profile was studied by high pressure liquid chromatography. Biocompatibility profiles of the FA-CPEG-AuNP, FA-MAP-AuNP, and FA-TAP-AuNP nanoconjugates were investigated using adult human dermal fibroblasts. Anti-breast cancer activity of 5FU-loaded nanoconjugates was investigated using MCF-7 breast cancer cells.Results: X-ray photoelectron spectroscopy and Fourier-transform infrared spectroscopy analyses confirmed that AuNPs attached to CPEG, MAP, or TAP via the formation of π back bonding between AuNPs and the ester carbonyl group. The π back-bonded nanoconjugates exhibited sustained release of 5FU up to 27 days. FA-MAP-AuNPs exhibited an IC50 at 5 µg/mL, while FA-CPEG-AuNPs and FA-TAP-AuNPs showed the IC50 at 100 µg/mL toward MCF-7 cancer cells.Conclusion: The developed polymer π back-bonded multifunctional gold nanoconjugates could be used as a potential drug delivery system for targeting MCF-7 cancer cells. Keywords: polymer-gold nanoconjugates, 5-fluorouracil, anticancer activity, MCF-7 cells, green synthesis
format article
author Gajendiran M
Jo H
Kim K
Balasubramanian S
author_facet Gajendiran M
Jo H
Kim K
Balasubramanian S
author_sort Gajendiran M
title Green synthesis of multifunctional PEG-carboxylate π back-bonded gold nanoconjugates for breast cancer treatment
title_short Green synthesis of multifunctional PEG-carboxylate π back-bonded gold nanoconjugates for breast cancer treatment
title_full Green synthesis of multifunctional PEG-carboxylate π back-bonded gold nanoconjugates for breast cancer treatment
title_fullStr Green synthesis of multifunctional PEG-carboxylate π back-bonded gold nanoconjugates for breast cancer treatment
title_full_unstemmed Green synthesis of multifunctional PEG-carboxylate π back-bonded gold nanoconjugates for breast cancer treatment
title_sort green synthesis of multifunctional peg-carboxylate π back-bonded gold nanoconjugates for breast cancer treatment
publisher Dove Medical Press
publishDate 2019
url https://doaj.org/article/9282c41c734c4a18b39ff87d9172db3a
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