Medicinal Chemistry Research

, Volume 20, Issue 8, pp 1325–1330

Synthesis and antihypertensive activity evaluation in spontaneously hypertensive rats of nitrendipine analogues

  • Kai Zhou
  • Xiao-meng Wang
  • Yi-zhi Zhao
  • Yong-xiao Cao
  • Qiang Fu
  • San-qi Zhang
Original Research

DOI: 10.1007/s00044-010-9477-0

Cite this article as:
Zhou, K., Wang, X., Zhao, Y. et al. Med Chem Res (2011) 20: 1325. doi:10.1007/s00044-010-9477-0

Abstract

The antihypertensive activity of nitrendipine analogues can be improved by properly lengthening its alkyl chain in 3- or 5-position. Nitrendipine and its seven analogues were synthesized, and their antihypertensive activities in spontaneously hypertensive rats (SHR) were evaluated by ig administration. It was found that 5-n-heptyl 3-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate [(±)-5] exhibited the strongest antihypertensive effect amongst eight compounds. (+)-5-n-heptyl 3-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate [(+)-5] was also prepared. Antihypertensive activities of (±)-5 and (+)-5 in SHR were compared. The results showed that (±)-5 and (+)-5 had a higher potency than nitrendipine, and (+)-isomer was 1.79-fold the raceme at a dose of 2 mg/kg.

Keywords

Antihypertensive activity1,4-DihydropyridinesNitrendipine analoguesEnantiomerSHR

Copyright information

© Springer Science+Business Media, LLC 2010

Authors and Affiliations

  • Kai Zhou
    • 1
  • Xiao-meng Wang
    • 1
  • Yi-zhi Zhao
    • 2
  • Yong-xiao Cao
    • 2
  • Qiang Fu
    • 1
  • San-qi Zhang
    • 1
  1. 1.Department of PharmacyXi’an Jiaotong University College of MedicineXi’anPeople’s Republic of China
  2. 2.Department of PharmacologyXi’an Jiaotong University College of MedicineXi’anPeople’s Republic of China