13493-50-0Relevant articles and documents
Design, synthesis, biological evaluations and in silico studies of sulfonate ester derivatives of 2-(2-benzylidenehydrazono)thiazolidin-4-one as potential α-glucosidase inhibitors
Dogra, Nilambra,Kaur, Ramandeep,Kumar, Rajnish,Yadav, Ashok Kumar
, (2022)
A novel series of hydrazolyl linked sulfonate ester analogues of 4-thiazolidinone nucleus has been rationally designed, synthesized and characterized by various spectroscopic techniques including 1H NMR, 13C NMR and mass spectrometry
Synthesis, biological evaluation, and in silico study of novel library sulfonates containing quinazolin-4(3H)-one derivatives as potential aldose reductase inhibitors
Demir, Yeliz,Kalay, Erbay,?endil, K?v?lc?m,Beydemir, ?ükrü,Demircio?lu, ?brahim Hakk?,Türke?, Cüneyt,Tokal?, Feyzi Sinan
, (2021/10/01)
A series of novel sulfonates containing quinazolin-4(3H)-one ring derivatives was designed to inhibit aldose reductase (ALR2, EC 1.1.1.21). Novel quinazolinone derivatives (1–21) were synthesized from the reaction of sulfonated aldehydes with 3-amino-2-alkylquinazolin-4(3H)-ones in glacial acetic acid with good yields (85%–94%). The structures of the novel molecules were characterized using IR, 1H-NMR, 13C-NMR, and HRMS. All the novel quinazolinones (1–21) demonstrated nanomolar levels of inhibitory activity against ALR2 (KIs are in the range of 101.50–2066.00 nM). Besides, 4-[(2-isopropyl-4-oxoquinazolin-3[4H]-ylimino)methyl]phenyl benzenesulfonate (15) showed higher inhibitor activity inhibited ALR2 up to 7.7-fold compared to epalrestat, a standard inhibitor. Binding interactions between ALR2 and quinazolinones have been investigated using Schr?dinger Small-Molecule Drug Discovery Suite 2021–1, reported possible inhibitor-ALR2 interactions. Both in vitro and in silico study results suggest that these quinazolin-4(3H)-one ring derivatives (1–21) require further molecular modification to improve their drug nominee potency as an ALR2 inhibitor.
Efficient and convenient route to the synthesis of some novel sulfonate ester-based heterocycles as antitumor agents
El-Mekabaty, Ahmed,El-Moneim, Mohamed Abd,Habib, Osman M. O.,Hussein, Ahmed S.
, p. 677 - 689 (2018/04/25)
In the present investigation, simple and straightforward methodology for the preparation of novel thiazolidinone, thiazole, pyridinone, chromene, pyrazole, benzimidazo[l,2-α]pyrimidine and thiazolo[3,2-α]pyrimidine derivatives bearing sulfonate ester moiety through the reaction of 4-formylphenyl benzenesulfonate (1) with some nitrogen nucleophiles such as hydrazine hydrate, thiosemicarbazide and 2-cyanoacetohydrazide is described. The antitumor activities were evaluated according to the protocol of the National Cancer Institute (NCI) in vitro disease-oriented human cells screening panel assay against two human tumor cell lines namely; breast cancer MCF-7 and prostate cancer PCS. The results revealed that compounds (4), (7), (9), (13) and (16) exhibited promising antitumor activity in the two cell lines assay compared with 5-fluorouracil as a reference drug.
