Sensing and Microbiological Activity of a New Blue Fluorescence Polyamidoamine Dendrimer Modified with 1,8-Naphthalimide Units

A novel second-generation blue fluorescent polyamidoamine dendrimer peripherally modified with sixteen 4-<i>N,N</i>-dimethylaninoethyloxy-1,8-naphthalimide units was synthesized. Its basic photophysical characteristics were investigated in organic solvents of different polarity. It was f...

全面介紹

書目詳細資料
發表在:Molecules
Main Authors: Ivo Grabchev, Albena Jordanova, Evgenia Vasileva-Tonkova, Ivan L. Minkov
格式: Article
語言:英语
出版: MDPI AG 2024-04-01
主題:
在線閱讀:https://www.mdpi.com/1420-3049/29/9/1960
_version_ 1850061982005198848
author Ivo Grabchev
Albena Jordanova
Evgenia Vasileva-Tonkova
Ivan L. Minkov
author_facet Ivo Grabchev
Albena Jordanova
Evgenia Vasileva-Tonkova
Ivan L. Minkov
author_sort Ivo Grabchev
collection DOAJ
container_title Molecules
description A novel second-generation blue fluorescent polyamidoamine dendrimer peripherally modified with sixteen 4-<i>N,N</i>-dimethylaninoethyloxy-1,8-naphthalimide units was synthesized. Its basic photophysical characteristics were investigated in organic solvents of different polarity. It was found that in these solvents, the dendrimer is colorless and emitted blue fluorescence with different intensities depending on their polarity. The effect of the pH of the medium on the fluorescence intensity was investigated and it was found that in the acidic medium, the fluorescence is intense and is quenched in the alkaline medium. The ability of the dendrimer to detect metal ions (Pb<sup>2+</sup>, Zn<sup>2+</sup>, Mg<sup>2+</sup>, Sn<sup>2+</sup>, Ba<sup>2+</sup>, Ni<sup>2+</sup>, Sn<sup>2+</sup>, Mn<sup>2+</sup>, Co<sup>2+</sup>, Fe<sup>3+</sup>, and Al<sup>3+</sup>) was also investigated, and it was found that in the presence of Fe<sup>3+</sup>, the fluorescent intensity was amplified more than 66 times. The antimicrobial activity of the new compound has been tested in vitro against Gram-positive <i>B. cereus</i> and Gram-negative <i>P. aeruginosa</i>. The tests were performed in the dark and after irradiation with visible light. The antimicrobial activity of the compound enhanced after light irradiation and <i>B. cereus</i> was found slightly more sensitive than <i>P. aeruginosa</i>. The increase in antimicrobial activity after light irradiation is due to the generation of singlet oxygen particles, which attack bacterial cell membranes.
format Article
id doaj-art-9be08956ebc843bf96e61501efde7fc4
institution Directory of Open Access Journals
issn 1420-3049
language English
publishDate 2024-04-01
publisher MDPI AG
record_format Article
spelling doaj-art-9be08956ebc843bf96e61501efde7fc42025-08-20T00:21:32ZengMDPI AGMolecules1420-30492024-04-01299196010.3390/molecules29091960Sensing and Microbiological Activity of a New Blue Fluorescence Polyamidoamine Dendrimer Modified with 1,8-Naphthalimide UnitsIvo Grabchev0Albena Jordanova1Evgenia Vasileva-Tonkova2Ivan L. Minkov3Faculty of Medicine, Sofia University “St. Kliment Ohridski”, 1407 Sofia, BulgariaFaculty of Medicine, Sofia University “St. Kliment Ohridski”, 1407 Sofia, BulgariaThe Stephan Angeloff Institute of Microbiology, Bulgarian Academy of Sciences, 1113 Sofia, BulgariaFaculty of Medicine, Sofia University “St. Kliment Ohridski”, 1407 Sofia, BulgariaA novel second-generation blue fluorescent polyamidoamine dendrimer peripherally modified with sixteen 4-<i>N,N</i>-dimethylaninoethyloxy-1,8-naphthalimide units was synthesized. Its basic photophysical characteristics were investigated in organic solvents of different polarity. It was found that in these solvents, the dendrimer is colorless and emitted blue fluorescence with different intensities depending on their polarity. The effect of the pH of the medium on the fluorescence intensity was investigated and it was found that in the acidic medium, the fluorescence is intense and is quenched in the alkaline medium. The ability of the dendrimer to detect metal ions (Pb<sup>2+</sup>, Zn<sup>2+</sup>, Mg<sup>2+</sup>, Sn<sup>2+</sup>, Ba<sup>2+</sup>, Ni<sup>2+</sup>, Sn<sup>2+</sup>, Mn<sup>2+</sup>, Co<sup>2+</sup>, Fe<sup>3+</sup>, and Al<sup>3+</sup>) was also investigated, and it was found that in the presence of Fe<sup>3+</sup>, the fluorescent intensity was amplified more than 66 times. The antimicrobial activity of the new compound has been tested in vitro against Gram-positive <i>B. cereus</i> and Gram-negative <i>P. aeruginosa</i>. The tests were performed in the dark and after irradiation with visible light. The antimicrobial activity of the compound enhanced after light irradiation and <i>B. cereus</i> was found slightly more sensitive than <i>P. aeruginosa</i>. The increase in antimicrobial activity after light irradiation is due to the generation of singlet oxygen particles, which attack bacterial cell membranes.https://www.mdpi.com/1420-3049/29/9/19601,8-naphthalimidephotophysicssensorsdendrimerantimicrobial
spellingShingle Ivo Grabchev
Albena Jordanova
Evgenia Vasileva-Tonkova
Ivan L. Minkov
Sensing and Microbiological Activity of a New Blue Fluorescence Polyamidoamine Dendrimer Modified with 1,8-Naphthalimide Units
1,8-naphthalimide
photophysics
sensors
dendrimer
antimicrobial
title Sensing and Microbiological Activity of a New Blue Fluorescence Polyamidoamine Dendrimer Modified with 1,8-Naphthalimide Units
title_full Sensing and Microbiological Activity of a New Blue Fluorescence Polyamidoamine Dendrimer Modified with 1,8-Naphthalimide Units
title_fullStr Sensing and Microbiological Activity of a New Blue Fluorescence Polyamidoamine Dendrimer Modified with 1,8-Naphthalimide Units
title_full_unstemmed Sensing and Microbiological Activity of a New Blue Fluorescence Polyamidoamine Dendrimer Modified with 1,8-Naphthalimide Units
title_short Sensing and Microbiological Activity of a New Blue Fluorescence Polyamidoamine Dendrimer Modified with 1,8-Naphthalimide Units
title_sort sensing and microbiological activity of a new blue fluorescence polyamidoamine dendrimer modified with 1 8 naphthalimide units
topic 1,8-naphthalimide
photophysics
sensors
dendrimer
antimicrobial
url https://www.mdpi.com/1420-3049/29/9/1960
work_keys_str_mv AT ivograbchev sensingandmicrobiologicalactivityofanewbluefluorescencepolyamidoaminedendrimermodifiedwith18naphthalimideunits
AT albenajordanova sensingandmicrobiologicalactivityofanewbluefluorescencepolyamidoaminedendrimermodifiedwith18naphthalimideunits
AT evgeniavasilevatonkova sensingandmicrobiologicalactivityofanewbluefluorescencepolyamidoaminedendrimermodifiedwith18naphthalimideunits
AT ivanlminkov sensingandmicrobiologicalactivityofanewbluefluorescencepolyamidoaminedendrimermodifiedwith18naphthalimideunits