New potent STS inhibitors based on fluorinated 4-(1-phenyl-1H-[1,2,3]triazol-4-yl)-phenyl sulfamates - Publication - Bridge of Knowledge

Your account

login

Search

New potent STS inhibitors based on fluorinated 4-(1-phenyl-1H-[1,2,3]triazol-4-yl)-phenyl sulfamates

Abstract

A series of fluorinated analogs based on the frameworks of 4-(1- phenyl-1H-[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.

Citations

  • 5

    CrossRef

  • 0

    Web of Science

  • 6

    Scopus

Authors (8)

Cite as

Full text

download paper
downloaded 66 times
Publication version
Accepted or Published Version
License
Copyright (2019 Informa UK Limited, trading as Taylor & Francis Group)

Keywords

Details

Category:
Articles
Type:
artykuły w czasopismach
Published in:
JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH no. 22, pages 1037 - 1044,
ISSN: 1028-6020
Language:
English
Publication year:
2019
Bibliographic description:
Daśko M., Demkowicz S., Rachoń J., Biernacki K., Aszyk J., Kozak W., Masłyk M., Kubiński K.: New potent STS inhibitors based on fluorinated 4-(1-phenyl-1H-[1,2,3]triazol-4-yl)-phenyl sulfamates// JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH -Vol. 22,iss. 11 (2019), s.1037-1044
DOI:
Digital Object Identifier (open in new tab) 10.1080/10286020.2019.1680642
Sources of funding:
Verified by:
Gdańsk University of Technology

seen 175 times

Recommended for you

Synthesis and biological evaluation of N-acylated tyramine sulfamates containing C-F bonds as steroid sulfatase inhibitors

2017

Recent progress in the development of steroid sulfatase inhibitors – examples of the novel and most promising compounds from the last decade

2020

Development of Sulfamoylated 4‑(1-Phenyl‑1H‑1,2,3-triazol-4-yl)phenol Derivatives as Potent Steroid Sulfatase Inhibitors for Efficient Treatment of Breast Cancer

2022

Synthesis and steroid sulfatase inhibitory activities of N-phosphorylated 3-(4-aminophenyl)-coumarin-7-O-sulfamates

  • M. Daśko,
  • M. Masłyk,
  • K. Kubiński
  • + 3 authors
2016
Meta Tags