142531-17-7Relevant articles and documents
Controlled drug delivery of antileishmanial chalcones from Layer-by-Layer (LbL) self assembled PSS/PDADMAC thin films
Bhalerao, Uma M.,Acharya, Jyotiranjan,Halve, Anand K.,Kaushik, Mahabir Parshad
, p. 4970 - 4977 (2014)
Layer-by-Layer (LbL) approach was applied for the encapsulation of antileishmanial drugs viz. chalcones (3-mB-4′-HC and 3-DC-4′-HC) to study their release properties at pH 7.4 from a polyelectrolyte self assembled multilayer thin film. The LbL self assembly was achieved by alternate adsorption of oppositely charged polyelectrolytes, poly(styrene-4-sulfonic acid) sodium salt (PSS) and poly(diallyldimethylammonium) chloride (PDADMAC) on planar quartz substrate. The growth of the multilayer self assembly as well as loading and release of the drugs were studied by UV-Visible spectroscopy. Both the chalcones, 3-mB-4′-HC and 3-DC-4′-HC have shown controlled and sustained release up to 224 and 824 minutes respectively. Kinetic fitting of the data confirmed that the process of drug release from the self assembly followed pseudo second order kinetics (R2 ≥ 0.99).
Antibacterial chalcones - Bioisosteric replacement of the 4′-hydroxy group
Nielsen, Simon Feldbaek,Boesen, Thomas,Larsen, Mogens,Schonning, Kristian,Kromann, Hasse
, p. 3047 - 3054 (2004)
Hydroxy chalcones, for example, Licochalcone A, has for several years been known to be antibacterial. The low aqueous solubility and the medium antibacterial potency have limited the usefulness of the compounds. We describe the bioisosteric replacement of
Synthesis and anticancer activity of chalcone–quinoxalin conjugates
Ma, Xiaoyun,Wang, Daoping,Wei, Gang,Zhou, Qingdi,Gan, Xiuhai
, p. 1363 - 1372 (2021/02/21)
Two series of quinoxaline–chalcone conjugates have been prepared by aldolic condensation and aromatic nucleophilic substitution reaction, and their anticancer activity against three cancer cell lines including benign prostatic hyperplasia epithelial cell (BPH-1), neuron-like rat pheochromocytoma cell line (PC12) and human breast cancer cell line (MCF-7) were evaluated in?vitro. All of the synthesized compounds exhibited moderate to good activity against the cancer cell lines selected. Particularly, Compound A5 showed the excellent potent activity against BPH-1 and MCF-7 with IC50 values of 10.4 and 9.1 μM, respectively, which is similar to doxorubicin (14.1 and 9.2 μM, respectively). As well as compound B6 exhibited most excellent activity toward PC12 with IC50 values of 16.4 μM. Compound A10 exhibited 55.4, 36.8 and 54.5 folds higher selectivity for BPH-1, PC12 and MCF-7 cells than for HEK-293 cell, respectively. In addition, theoretical biological activities of compounds A5 and A10 were evaluated by SwissADME.
Structure-activity relationship with pyrazoline-based aromatic sulfamates as carbonic anhydrase isoforms I, II, IX and XII inhibitors: Synthesis and biological evaluation
Moi, Davide,Nocentini, Alessio,Deplano, Alessandro,Balboni, Gianfranco,Supuran, Claudiu T.,Onnis, Valentina
, (2019/08/30)
Four new series of aromatic sulfamates were synthesized and investigated for the inhibition of four human (h) isoforms of zinc enzyme carbonic anhydrase (CA, EC 4.2.1.1), hCA I, II, IX, and XII. The reported derivatives, obtained by a sulfamoylation reaction of the corresponding phenolic precursors, bear 3,5-diarylpyrazoline moieties as spacers between the benzenesulfamate fragment which binds the zinc ion from the active site, and the tail of the inhibitor. Pyrazolines are biologically privileged scaffolds, endowed with versatile biological activity, such as an anti-proliferative action. The derivatives were tested for the inhibition of the cytosolic, hCA I and II (off target isoforms) and the trans-membrane, tumor-associated hCA IX and XII enzymes (anticancer drug targets). Generally, hCA I was not effectively inhibited, whereas many low nanomolar inhibitors were evidenced against hCA II (KIs in the range of 0.42–90.1 nM), IX (KIs in the range of 0.72–63.6 nM), and XII (KIs in the range of 0.88–85.2 nM). The best substitution fragments at the pyrazoline ring included for CA II a 4-sulfamic group on the 3-aryl and halogens on the 5-aryl or a methoxy group on the 3-aryl and a 4-sulfamate group on the 5-aryl; for CA IX and CA XII they included the sulfamic group on the 3- or 4-position of the 5-aryl and an electronwithdrawing group on the 4-postion of the 3-aryl ring.
