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. 2011 Nov 1;21(21):6343-7.
doi: 10.1016/j.bmcl.2011.08.108. Epub 2011 Aug 31.

Steroidal C-21 mercapto derivatives as dissociated steroids: discovery of an inhaled dissociated steroid

Purakkattle Biju  1 , Kevin McCormick, Robert Aslanian, Michael Berlin, Daniel Solomon, Richard Chapman, Robbie McLeod, Daniel Prelusky, Stephen Eckel, George Kelly, Michelle Natiello, Aileen House, Xiomara Fernandez, Rema Bitar, Jonathan Phillips, John Anthes
Affiliations

Steroidal C-21 mercapto derivatives as dissociated steroids: discovery of an inhaled dissociated steroid

Purakkattle Biju et al. Bioorg Med Chem Lett. .

Abstract

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.

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