Aza-annulation on the 16-dehydropregnenolone, via tandem intermolecular Aldol process and intramolecular Michael addition

作者：Kumar Manmeet; Rawat Preeti; Khan Mohammad Faheem; Rawat Arun Kumar; Srivastava Arvind Kumar; Maurya Rakesh^*

来源：Bioorganic & Medicinal Chemistry Letters, 2011, 21(8): 2232-2237.

DOI：10.1016/j.bmcl.2011.02.112

• 16-Dehydropregnenolone
• Annulation
• DPP-IV
• Cyclisation

16-Dehydropregnenolone undergoes a smooth annulation with propan-1-amine and aromatic aldehydes. Several amine derivatives of 16-dehydropregnenolone were synthesized and evaluated as inhibitors of DPP-IV. The structures of compounds were confirmed by H-1, C-13, NMR and mass spectral analysis. Among 17 compounds evaluated only five compounds 1, 9, 13, 15 and 16 demonstrated significant inhibition of DPP. This study suggest that introduction of appropriate substituents in the 16-dehydropregnenolone plays an important role in DPP-IV inhibitory activity.

• 出版日期2011-4-15