Novel imidazophenoxazine-4-sulfonamides: their synthesis and evaluation as potential inhibitors of PDE4

  • Bioorg Med Chem. 2013 Apr 1;21(7):1952-63. doi: 10.1016/j.bmc.2013.01.023.
Seelam Venkata Reddy  1 ,  Gangula Mohan Rao ,  Baru Vijaya Kumar ,  Chandana L T Meda ,  Girdhar Singh Deora ,  K Shiva Kumar ,  Kishore V L Parsa ,  Manojit Pal
Affiliations
  • 1. Medicinal Chemistry Laboratory, Research Centre, CKM Arts and Science College, Warangal 506 006, Andhra Pradesh, India.
Abstract

A number of novel imidazophenoxazine-4-sulfonamides have been designed as potential inhibitors of PDE4. All these compounds were readily prepared via an elegant multi-step method involving the initial construction of 1-nitro-10H-phenoxazine ring and then fused imidazole ring as key steps. Some of these compounds showed promising PDE4B and D inhibition when tested in vitro and good interactions with these proteins in silico. Three of these compounds showed dose dependent inhibition of PDE4B with IC50 value of 3.31 ± 0.62, 1.23 ± 0.18 and 0.53 ± 0.18 μM.