New potent STS inhibitors based on fluorinated 4-(1-phenyl-1H-[1, 2, 3]triazol-4-yl)-phenyl sulfamates. Issue 11 (1st November 2020)

• Record Type: Journal Article
• Authors: Daśko, Mateusz; Demkowicz, Sebastian; Rachon, Janusz; Biernacki, Karol; Aszyk, Justyna; Kozak, Witold; Masłyk, Maciej; Kubiński, Konrad
• Is Part Of: Journal of Asian natural products research. Volume 22:Issue 11(2020)
• Page Start: 1037
• Page End: 1044
• Publication Date: 2020-11-01
• Subjects: Triazoles -- steroid sulfatase -- breast cancer -- STS inhibitors -- sulfamates; Materia medica -- Asia -- Periodicals; Pharmacognosy -- Asia -- Periodicals; Medicinal plants -- Asia -- Periodicals; Medicine, Oriental -- Asia -- Periodicals; 615.321095
• DOI: 10.1080/10286020.2019.1680642
• Languages: English
• ISSNs: 1028-6020

Abstract

Abstract: A series of fluorinated analogs based on the frameworks of 4-(1-phenyl-1 H -[1, 2, 3]triazol-4-yl)-phenyl sulfamates have been synthesized as steroid sulfatase (STS) inhibitors. The design of chemical structures of new potential STS inhibitors was supported by molecular docking techniques to identify potential interactions between inhibitors and amino acid residues located in the STS active site. The STS inhibitory potency was evaluated on STS isolated from human placenta. We found that compounds substituted with fluorine atom at the meta position demonstrated the highest inhibitory effects in enzymatic STS assay. The most active analog 12e – inhibited STS enzyme with the IC50 value of 36 nM. Graphical Abstract: