In:
Pharmaceutics, MDPI AG, Vol. 15, No. 2 ( 2023-01-31), p. 476-
Kurzfassung:
New amino derivatives of pillar[5]arene were obtained in three stages with good yields. It was shown that pillar[5] arene containing thiaether and tertiary amino groups formed supramolecular complexes with low molecular weight model DNA. Pillar[5]arene formed complexes with a DNA nucleotide pair at a ratio of 1:2 (macrocycle/DNA base pairs), as demonstrated by UV-visible and fluorescence spectroscopy. The association constants of pillar[5] arene with DNA were lgKass1:1 = 2.38 and lgKass1:2 = 5.07, accordingly. By using dynamic light scattering and transmission electron microscopy, it was established that the interaction of pillar[5]arene containing thiaether and tertiary amino groups (concentration of 10−5 M) with a model nucleic acid led to the formation of stable nanosized macrocycle/DNA associates with an average particle size of 220 nm. It was shown that the obtained compounds did not exhibit a pronounced toxicity toward human adenocarcinoma cells (A549) and bovine lung epithelial cells (LECs). The hypothesis about a possible usage of the synthesized macrocycle for the aggregation of extracellular bacterial DNA in a biofilm matrix was confirmed by the example of St. Aureus. It was found that pillar[5] arene at a concentration of 10−5 M was able to reduce the thickness of the St. Aureus biofilm by 15%.
Materialart:
Online-Ressource
ISSN:
1999-4923
DOI:
10.3390/pharmaceutics15020476
Sprache:
Englisch
Verlag:
MDPI AG
Publikationsdatum:
2023
ZDB Id:
2527217-2
SSG:
15,3
