Synthesis of novel anti-inflammatory steroidal macrocycles using ring closing metathesis reaction
A novel class of 13 and 16 membered steroidal macrocycles were synthesized by using ring closing metathesis reaction from the readily available anti-inflammatory steroids such as prednisolone, 6-methyl prednisolone, and 16-methyl prednisolone.
Biju, Purakkattle,Bitar, Rema,Lim, Yeon-Hee,Wang, Ying,Berlin, Michael,Aslanian, Robert,McCormick, Kevin
Steroidal C-21 mercapto derivatives as dissociated steroids: Discovery of an inhaled dissociated steroid
A series of C-21 mercapto derivatives of hydrocortisone have been synthesized and evaluated in cell based transrepression and transactivation assays. The benzothiazole derivative, compound 6 not only showed a dissociated profile in vitro functional assays but also a pharmacological profile in a Brown-Norway rat therapeutic index model of asthma that dissociated side effects (thymolysis) while maintaining efficacy against pulmonary inflammation and lung function.