Novel Tripodal Polyamine Tris-Pyrene: DNA/RNA Binding and Photodynamic Antiproliferative Activity

Jurković, Marta; Radić Stojković, Marijana; Božinović, Ksenija; Nestić, Davor; Majhen, Dragomira; Delgado-Pinar, Estefanía; Inclán, Mario; García-España, Enrique; Piantanida, Ivo (2023) Novel Tripodal Polyamine Tris-Pyrene: DNA/RNA Binding and Photodynamic Antiproliferative Activity. Pharmaceutics, 15 (9). ISSN 1999-4923

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Abstract

A novel tri-pyrene polyamine (TAL3PYR) bearing net five positive charges at biorelevant conditions revealed strong intramolecular interactions in aqueous medium between pyrenes, characterised by pronounced excimer fluorescence. A novel compound revealed strong binding to ds-DNA and ds-RNA, along with pronounced thermal stabilisation of DNA/RNA and extensive changes in DNA/RNA structure, as evidenced by circular dichroism. New dye caused pronounced ds-DNA or ds-RNA condensation, which was attributed to a combination of electrostatic interactions between 5+ charge of dye and negatively charged polynucleotide backbone, accompanied by aromatic and hydrophobic interactions of pyrenes within polynucleotide grooves. New dye also showed intriguing antiproliferative activity, strongly enhanced upon photo-induced activation of pyrenes, and is thus a promising lead compound for theranostic applications on ds-RNA or ds-DNA targets, applicable as a new strategy in cancer and gene therapy.

Item Type:	Article
Uncontrolled Keywords:	polyamines; pyrene; DNA and RNA binding; photodynamic therapy; antiproliferative activity
Subjects:	NATURAL SCIENCES > Chemistry NATURAL SCIENCES > Biology
Divisions:	Division of Molecular Biology Division of Organic Chemistry and Biochemistry
Projects:	Project title Project leader Project code Project type Višekromoforne probe za prepoznavanje pojedinih struktura DNA, RNA i proteina-BioMultiChromoProbes Ivo Piantanida IP-2018-01-5475 HRZZ Endocitoza adenovirusa i urođeni imunosni odgovor-AdenoIN Dragomira Majhen; Lidija Cvetko Krajinović; Alan Parker IP-2019-04-6048 HRZZ
Depositing User:	Ivana Vuglec
Date Deposited:	16 Apr 2026 09:47
URI:	http://fulir.irb.hr/id/eprint/11729
DOI:	10.3390/pharmaceutics15092197

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