DC pole | Wartość | Język |
dc.contributor.author | Empel, Anna | - |
dc.contributor.author | Bąk, Andrzej | - |
dc.contributor.author | Kozik, Violetta | - |
dc.contributor.author | Latocha, Małgorzata | - |
dc.contributor.author | Cizek, Alois | - |
dc.contributor.author | Jampilek, Josef | - |
dc.contributor.author | Suwińska, Kinga | - |
dc.contributor.author | Sochanik, Aleksander | - |
dc.contributor.author | Zięba, Andrzej | - |
dc.date.accessioned | 2021-11-30T14:09:23Z | - |
dc.date.available | 2021-11-30T14:09:23Z | - |
dc.date.issued | 2021 | - |
dc.identifier.citation | "International Journal of Molecular Science" (2021), iss. 23, art. no. 12826, s. 1-22 | pl_PL |
dc.identifier.issn | 1422-0067 | - |
dc.identifier.uri | http://hdl.handle.net/20.500.12128/22008 | - |
dc.description.abstract | A series of new tertiary phenothiazine derivatives containing a quinoline and a pyridine
fragment was synthesized by the reaction of 1-methyl-3-benzoylthio-4-butylthioquinolinium
chloride with 3-aminopyridine derivatives bearing various substituents on the pyridine ring. The
direction and mechanism of the cyclization reaction of intermediates with the structure of 1-methyl-
4-(3-pyridyl)aminoquinolinium-3-thiolate was related to the substituents in the 2- and 4-pyridine
position. The structures of the compounds were analyzed using 1H, 13C NMR (COSY, HSQC, HMBC)
and X-ray analysis, respectively. Moreover, the antiproliferative activity against tumor cells (A549,
T47D, SNB-19) and a normal cell line (NHDF) was tested. The antibacterial screening of all the
compounds was conducted against the reference and quality control strain Staphylococcus aureus
ATCC 29213, three clinical isolates of methicillin-resistant S. aureus (MRSA). In silico computation of
the intermolecular similarity was performed using principal component analysis (PCA) and hierarchical
clustering analysis (HCA) on the pool of structure/property-related descriptors calculated
for the novel tetracyclic diazaphenothiazine derivatives. The distance-oriented property evaluation
was correlated with the experimental anticancer activities and empirical lipophilicity as well. The
quantitative shape-based comparison was conducted using the CoMSA method in order to indicate
the potentially valid steric, electronic and lipophilic properties. Finally, the numerical sampling of
similarity-related activity landscape (SALI) provided a subtle picture of the SAR trends. | pl_PL |
dc.language.iso | en | pl_PL |
dc.rights | Uznanie autorstwa 3.0 Polska | * |
dc.rights.uri | http://creativecommons.org/licenses/by/3.0/pl/ | * |
dc.subject | phenothiazine | pl_PL |
dc.subject | azaphenothiazines | pl_PL |
dc.subject | antiproliferative activity | pl_PL |
dc.subject | antibacterial activity | pl_PL |
dc.subject | lipophilicity | pl_PL |
dc.subject | pharmacophore mapping | pl_PL |
dc.subject | similarity-activity landscape index | pl_PL |
dc.title | Towards property profiling: SYNTHESIS and SAR probing of new tetracyclic diazaphenothiazine analogues | pl_PL |
dc.type | info:eu-repo/semantics/article | pl_PL |
dc.identifier.doi | 10.3390/ijms222312826 | - |
Pojawia się w kolekcji: | Artykuły (WNŚiT)
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