Design and synthesis of novel bis-oximinoalkanoic acids as potent PPAR alpha agonists

Harikishore Pingali; Mukul Jain; Shailesh Shah; Pandurang Zaware; Pankaj Makadia; Suresh Pola; Baban Thube; Darshit Patel; Pravin Patil; Priyanka Priyadarshini; Dinesh Suthar; Maanan Shah; Suresh Giri; Pankaj Patel

doi:10.1016/j.bmcl.2009.12.022

Design and synthesis of novel bis-oximinoalkanoic acids as potent PPAR alpha agonists

Bioorg Med Chem Lett. 2010 Feb 1;20(3):1156-61. doi: 10.1016/j.bmcl.2009.12.022. Epub 2009 Dec 6.

Authors

Harikishore Pingali¹, Mukul Jain, Shailesh Shah, Pandurang Zaware, Pankaj Makadia, Suresh Pola, Baban Thube, Darshit Patel, Pravin Patil, Priyanka Priyadarshini, Dinesh Suthar, Maanan Shah, Suresh Giri, Pankaj Patel

Affiliation

¹ Zydus Research Centre, Sarkhej-Bavla NH 8A Moraiya, Ahmedabad 382 210, India. pingalihk@rediffmail.com

PMID: 20022492
DOI: 10.1016/j.bmcl.2009.12.022

Abstract

Bis-oximinoalkanoic acid derivatives were designed and synthesized to aid in the characterization of selective PPARalpha agonists by replacing the oxazole ring with flexible oximino group in the lipophilic tail part of a previously reported compound 3. Selected compounds 9d and 9m showed excellent potency and high selectivity towards PPARalpha in vitro. These compounds found effective in reducing serum triglycerides (TG) in vivo.

Publication types

Comparative Study

MeSH terms

Acetophenones / chemical synthesis
Alkanes / chemical synthesis*
Animals
Drug Design*
Humans
Hypolipidemic Agents / chemical synthesis*
Hypolipidemic Agents / metabolism
Mice
Oxazoles / chemical synthesis*
PPAR alpha / agonists*
PPAR alpha / metabolism
Triglycerides / metabolism

Substances

Acetophenones
Alkanes
Hypolipidemic Agents
Oxazoles
PPAR alpha
Triglycerides
acetophenone