Synthesis and photoluminescent properties of new cationic carbazole-containing luminophores

A. Baran; A. Plotniece; A. Sobolev; B. Vigante; M. Gosteva; V. Olkhovik

doi:10.1007/s10593-012-0988-0

Synthesis and photoluminescent properties of new cationic carbazole-containing luminophores

A. Baran, A. Plotniece, A. Sobolev, B. Vigante, M. Gosteva, V. Olkhovik

Research output: Contribution to journal › Article › peer-review

3 Citations (Scopus)

Abstract

The synthesis of a series of new π-conjugated amphiphilic derivatives of carbazole of the "stilbene" type, substituted with N-alkylpyridinium groups at positions 2 and 7, is described. Due to the presence of polar cationic groups and nonpolar alkyl substituents, the obtained compounds are potentially capable of acting as agents for the transportation of genetic material inside a cell, and the extended and effective conjugation chain leads to the appearance of intense photoluminescence both in solutions and in biological media, making it possible to use them as cell probes. The absorption maxima of the compounds are in the region of 422-450 nm, while the luminescence maxima are in the yellow-green region at 575-617 nm.

Original language	English
Pages (from-to)	287-295
Number of pages	9
Journal	Chemistry of Heterocyclic Compounds
Volume	48
Issue number	2
DOIs	https://doi.org/10.1007/s10593-012-0988-0
Publication status	Published - May 2012
Externally published	Yes

Keywords*

Carbazole derivatives
Luminescent cell probes
N-alkylpyridinium derivatives
Photoluminescence
Stilbenoids

Field of Science*

1.4 Chemical sciences

Publication Type*

1.1. Scientific article indexed in Web of Science and/or Scopus database

Access to Document

10.1007/s10593-012-0988-0

Cite this

@article{7505d5332043408aadbe0f13fe47e031,

title = "Synthesis and photoluminescent properties of new cationic carbazole-containing luminophores",

abstract = "The synthesis of a series of new π-conjugated amphiphilic derivatives of carbazole of the {"}stilbene{"} type, substituted with N-alkylpyridinium groups at positions 2 and 7, is described. Due to the presence of polar cationic groups and nonpolar alkyl substituents, the obtained compounds are potentially capable of acting as agents for the transportation of genetic material inside a cell, and the extended and effective conjugation chain leads to the appearance of intense photoluminescence both in solutions and in biological media, making it possible to use them as cell probes. The absorption maxima of the compounds are in the region of 422-450 nm, while the luminescence maxima are in the yellow-green region at 575-617 nm.",

keywords = "Carbazole derivatives, Luminescent cell probes, N-alkylpyridinium derivatives, Photoluminescence, Stilbenoids",

author = "A. Baran and A. Plotniece and A. Sobolev and B. Vigante and M. Gosteva and V. Olkhovik",

note = "Funding Information: The work was carried out with financial support from the European Social Fund (ESF), Project 2009/0197/1DP/1.1.1.2.0/09/APIA/VIAA/014 {"}Design of new pharmacomodulators and studies of their nanoassociates as transport forms{"}.",

year = "2012",

month = may,

doi = "10.1007/s10593-012-0988-0",

language = "English",

volume = "48",

pages = "287--295",

journal = "Chemistry of Heterocyclic Compounds",

issn = "0009-3122",

publisher = "Springer New York",

number = "2",

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TY - JOUR

T1 - Synthesis and photoluminescent properties of new cationic carbazole-containing luminophores

AU - Baran, A.

AU - Plotniece, A.

AU - Sobolev, A.

AU - Vigante, B.

AU - Gosteva, M.

AU - Olkhovik, V.

N1 - Funding Information: The work was carried out with financial support from the European Social Fund (ESF), Project 2009/0197/1DP/1.1.1.2.0/09/APIA/VIAA/014 "Design of new pharmacomodulators and studies of their nanoassociates as transport forms".

PY - 2012/5

Y1 - 2012/5

N2 - The synthesis of a series of new π-conjugated amphiphilic derivatives of carbazole of the "stilbene" type, substituted with N-alkylpyridinium groups at positions 2 and 7, is described. Due to the presence of polar cationic groups and nonpolar alkyl substituents, the obtained compounds are potentially capable of acting as agents for the transportation of genetic material inside a cell, and the extended and effective conjugation chain leads to the appearance of intense photoluminescence both in solutions and in biological media, making it possible to use them as cell probes. The absorption maxima of the compounds are in the region of 422-450 nm, while the luminescence maxima are in the yellow-green region at 575-617 nm.

AB - The synthesis of a series of new π-conjugated amphiphilic derivatives of carbazole of the "stilbene" type, substituted with N-alkylpyridinium groups at positions 2 and 7, is described. Due to the presence of polar cationic groups and nonpolar alkyl substituents, the obtained compounds are potentially capable of acting as agents for the transportation of genetic material inside a cell, and the extended and effective conjugation chain leads to the appearance of intense photoluminescence both in solutions and in biological media, making it possible to use them as cell probes. The absorption maxima of the compounds are in the region of 422-450 nm, while the luminescence maxima are in the yellow-green region at 575-617 nm.

KW - Carbazole derivatives

KW - Luminescent cell probes

KW - N-alkylpyridinium derivatives

KW - Photoluminescence

KW - Stilbenoids

UR - http://www.scopus.com/inward/record.url?scp=85027921327&partnerID=8YFLogxK

U2 - 10.1007/s10593-012-0988-0

DO - 10.1007/s10593-012-0988-0

M3 - Article

AN - SCOPUS:85027921327

SN - 0009-3122

VL - 48

SP - 287

EP - 295

JO - Chemistry of Heterocyclic Compounds

JF - Chemistry of Heterocyclic Compounds

IS - 2

ER -

Synthesis and photoluminescent properties of new cationic carbazole-containing luminophores

Abstract

Keywords*

Field of Science*

Publication Type*

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