Lipoic Acid Gold Nanoparticles Functionalized with Organic Compounds as Bioactive Materials

Water soluble gold nanoparticles protected by lipoic acid were obtained and further functionalized by standard coupling reaction with 1-naphtylamine, 4-aminoantipyrine, and 4′-aminobenzo-15-crown-5 ether. Derivatives of lipoic acid with 1-naphtylamine, 4-aminoantipyrine, and 4′-aminobenzo-15-crown-5...

Full description

Bibliographic Details
Main Authors: Ioana Turcu, Irina Zarafu, Marcela Popa, Mariana Carmen Chifiriuc, Coralia Bleotu, Daniela Culita, Corneliu Ghica, Petre Ionita
Format: Article
Language:English
Published: MDPI AG 2017-02-01
Series:Nanomaterials
Subjects:
Online Access:http://www.mdpi.com/2079-4991/7/2/43
_version_ 1819013925202558976
author Ioana Turcu
Irina Zarafu
Marcela Popa
Mariana Carmen Chifiriuc
Coralia Bleotu
Daniela Culita
Corneliu Ghica
Petre Ionita
author_facet Ioana Turcu
Irina Zarafu
Marcela Popa
Mariana Carmen Chifiriuc
Coralia Bleotu
Daniela Culita
Corneliu Ghica
Petre Ionita
author_sort Ioana Turcu
collection DOAJ
description Water soluble gold nanoparticles protected by lipoic acid were obtained and further functionalized by standard coupling reaction with 1-naphtylamine, 4-aminoantipyrine, and 4′-aminobenzo-15-crown-5 ether. Derivatives of lipoic acid with 1-naphtylamine, 4-aminoantipyrine, and 4′-aminobenzo-15-crown-5 ether were also obtained and characterized. All these were tested for their antimicrobial activity, as well as for their influence on mammalian cell viability and cellular cycle. In all cases a decreased antimicrobial activity of the obtained bioactive nanoparticles was observed as compared with the organic compounds, proving that a possible inactivation of the bioactive groups could occur during functionalization. However, both the gold nanoparticles as well as the functionalized bioactive nanosystems proved to be biocompatible at concentrations lower than 50 µg/mL, as revealed by the cellular viability and cell cycle assay, demonstrating their potential for the development of novel antimicrobial agents.
first_indexed 2024-12-21T02:07:41Z
format Article
id doaj.art-aed87370d61c4118b3ac61c88b9782c9
institution Directory Open Access Journal
issn 2079-4991
language English
last_indexed 2024-12-21T02:07:41Z
publishDate 2017-02-01
publisher MDPI AG
record_format Article
series Nanomaterials
spelling doaj.art-aed87370d61c4118b3ac61c88b9782c92022-12-21T19:19:27ZengMDPI AGNanomaterials2079-49912017-02-01724310.3390/nano7020043nano7020043Lipoic Acid Gold Nanoparticles Functionalized with Organic Compounds as Bioactive MaterialsIoana Turcu0Irina Zarafu1Marcela Popa2Mariana Carmen Chifiriuc3Coralia Bleotu4Daniela Culita5Corneliu Ghica6Petre Ionita7Department of Organic Chemistry, Biochemistry and Catalysis, University of Bucharest, 90-92 Panduri, 050663 Bucharest, RomaniaDepartment of Organic Chemistry, Biochemistry and Catalysis, University of Bucharest, 90-92 Panduri, 050663 Bucharest, RomaniaMicrobiology Department, Faculty of Biology, University of Bucharest, 1–3 Portocalelor Way, 060101 Bucharest, RomaniaMicrobiology Department, Faculty of Biology, University of Bucharest, 1–3 Portocalelor Way, 060101 Bucharest, RomaniaMicrobiology Department, Faculty of Biology, University of Bucharest, 1–3 Portocalelor Way, 060101 Bucharest, RomaniaInstitute of Physical Chemistry, 202 Spl. Independentei, 060021 Bucharest, RomaniaNational Institute of Materials Physics, Laboratory of Atomic Structures and Defects in Advanced Materials, Atomistilor 105 bis, 077125 Magurele, RomaniaDepartment of Organic Chemistry, Biochemistry and Catalysis, University of Bucharest, 90-92 Panduri, 050663 Bucharest, RomaniaWater soluble gold nanoparticles protected by lipoic acid were obtained and further functionalized by standard coupling reaction with 1-naphtylamine, 4-aminoantipyrine, and 4′-aminobenzo-15-crown-5 ether. Derivatives of lipoic acid with 1-naphtylamine, 4-aminoantipyrine, and 4′-aminobenzo-15-crown-5 ether were also obtained and characterized. All these were tested for their antimicrobial activity, as well as for their influence on mammalian cell viability and cellular cycle. In all cases a decreased antimicrobial activity of the obtained bioactive nanoparticles was observed as compared with the organic compounds, proving that a possible inactivation of the bioactive groups could occur during functionalization. However, both the gold nanoparticles as well as the functionalized bioactive nanosystems proved to be biocompatible at concentrations lower than 50 µg/mL, as revealed by the cellular viability and cell cycle assay, demonstrating their potential for the development of novel antimicrobial agents.http://www.mdpi.com/2079-4991/7/2/43gold nanoparticleslipoic acidthioctic acidantimicrobialcytotoxicitycellular cycle
spellingShingle Ioana Turcu
Irina Zarafu
Marcela Popa
Mariana Carmen Chifiriuc
Coralia Bleotu
Daniela Culita
Corneliu Ghica
Petre Ionita
Lipoic Acid Gold Nanoparticles Functionalized with Organic Compounds as Bioactive Materials
Nanomaterials
gold nanoparticles
lipoic acid
thioctic acid
antimicrobial
cytotoxicity
cellular cycle
title Lipoic Acid Gold Nanoparticles Functionalized with Organic Compounds as Bioactive Materials
title_full Lipoic Acid Gold Nanoparticles Functionalized with Organic Compounds as Bioactive Materials
title_fullStr Lipoic Acid Gold Nanoparticles Functionalized with Organic Compounds as Bioactive Materials
title_full_unstemmed Lipoic Acid Gold Nanoparticles Functionalized with Organic Compounds as Bioactive Materials
title_short Lipoic Acid Gold Nanoparticles Functionalized with Organic Compounds as Bioactive Materials
title_sort lipoic acid gold nanoparticles functionalized with organic compounds as bioactive materials
topic gold nanoparticles
lipoic acid
thioctic acid
antimicrobial
cytotoxicity
cellular cycle
url http://www.mdpi.com/2079-4991/7/2/43
work_keys_str_mv AT ioanaturcu lipoicacidgoldnanoparticlesfunctionalizedwithorganiccompoundsasbioactivematerials
AT irinazarafu lipoicacidgoldnanoparticlesfunctionalizedwithorganiccompoundsasbioactivematerials
AT marcelapopa lipoicacidgoldnanoparticlesfunctionalizedwithorganiccompoundsasbioactivematerials
AT marianacarmenchifiriuc lipoicacidgoldnanoparticlesfunctionalizedwithorganiccompoundsasbioactivematerials
AT coraliableotu lipoicacidgoldnanoparticlesfunctionalizedwithorganiccompoundsasbioactivematerials
AT danielaculita lipoicacidgoldnanoparticlesfunctionalizedwithorganiccompoundsasbioactivematerials
AT corneliughica lipoicacidgoldnanoparticlesfunctionalizedwithorganiccompoundsasbioactivematerials
AT petreionita lipoicacidgoldnanoparticlesfunctionalizedwithorganiccompoundsasbioactivematerials