Chu, Guo-Hua; Milano, Shawn; Kluth, Lisa; Rhodes, Michael; Boni, Riccardo; Johnson, David A.; Li, Pui-Kai published the artcile< Structure-activity relationship studies of the amide functionality in (p-O-sulfamoyl)-N-alkanoyl tyramines as estrone sulfatase inhibitors>, SDS of cas: 52244-70-9, the main research area is sulfamoylalkanoyl tyramine preparation estrone sulfatase inhibition.
Recently, we reported the synthesis and biochem. studies of a series of (p-O-sulfamoyl)-N-alkanoyl tyramines as nonsteroidal estrone sulfatase inhibitors. One of the most potent inhibitors in this series is (p-O-sulfamoyl)-N-tridecanoyl tyramine (I) with an IC50 value of 61.3 nM. In this study, we synthesized four analogs of this compound to investigate the structure-activity relationships of the amide functionality in (p-O-sulfamoyl)-N-tridecanoyl tyramine. Replacement of the amide functionality with an ethylene moiety resulted in complete loss of sulfatase inhibitory activity (IC50 of 61.3 nM vs. >20 μM). The keto, hydroxy, and ester analogs were 8-15 times less in affinity to the sulfatase than inhibitor I. However, their inhibitory activities are significantly higher than the ethylene analog. The results suggest that the amide functionality is favorable for sulfatase inhibitory activity and that there may be a hydrogen bonding component to the enzyme interaction in this region.
Steroids published new progress about Structure-activity relationship, enzyme-inhibiting. 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, SDS of cas: 52244-70-9.
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem