Planta Med 2014; 80 - PK3
DOI: 10.1055/s-0034-1382635

Synthesis, structure-activity relationships of some aromatic oxybutynyl amine derivatives

M Omyrzakov 1, 3, D Kiyashev 1, I Anuarbekova 2, K Yerzhanov 2, AE Mostafa 3, 5, A Metwaly 5, SA Ross 3, 4
  • 1Department of pharmacy, S.D. Asfendyarov Kazakh National Medical University, Almaty, Kazakhstan, 050012
  • 2A.B. Bekturov Institute of Chemical Sciences, Almaty, Kazakhstan, 050010
  • 3National Center for Natural Products Research
  • 4Department of Pharmacognosy, School of Pharmacy, The University of Mississippi, University, MS 38677, USA
  • 5Department of Pharmacognosy, Faculty of Pharmacy, University of Al-Azhar, Cairo 11371, Egypt

Twelve aromatic oxybutynyl amine derivatives (1 – 12) were synthesized via Mannich reaction. All synthesized compounds were tested for their antimalarial, antibacterial and antifungal activities. Compounds 1, 6 and 7 showed antimalarial activity against chloroquine-sensitive (D6) Plasmodium falciparum protozoan with an IC50 value of 0.65, 1.64 and 2.98 µg/mL and against chloroquine-resistant (W2) Plasmodium falciparum protozoan with an IC50 value of 0.25, 0.77 and 1.13 µg/mL respectively. Compounds 1 and 3 showed antimicrobial activity against Cryptococcus neoformans with an IC50 value of 0.95 and 2.41 µg/mL, against Staphylococcus aureus with an IC50 value of 1.03 and 1.08 µg/mL, against Methicillin-resistant Staphylococcus aureus with an IC50 value of 1.16 and 0.86 µg/mL and against Mycobacterium intracellulare with an IC50 value of < 0.8 and 2.19 µg/mL respectively.

Fig. 1