Abstract:
A series of novel 3-amino-4,5-dihydro-6-methyl-4-oxo-N-aryl-1H pyrazolo[4,3-c]pyridine-7-carboxamide have been synthesized starting
from various oxoketene dithioacetals. The cyclocondensation reaction
of 2-(bis(methylthio)methylene)-3-oxo-N-arylbutanamide 2a–w with
cyanoacetamide using NaOiPr as base under reflux condition afforded
novel highly functionalized pyridone 3a–w derivatives. Further, [3 þ 2]
cyclocondensation reaction of pyridones with hydrazine in the
presence of alcohol was yielded pyrazolopyridones (23 nos) 4a–w
with excellent yields. All newly synthesized compounds were
evaluated for in vitro anti-HIV activity using MTT method. Most of
these compounds have showed moderate to potent activity against
HIV-1 (IIIB) and HIV-2 (ROD) strains with an IC50 ranging from >18 IC50
[µg/ml] to <100 IC50[µg/ml]. Among them, compounds 4j and 4v were
identified as the most promising compound for both types of HIV
strains. (IC50 ¼ 18 µg/ml). Three compounds 4l, 4m, and 4p have been
found potent anti-HIV 1 and 2 activity against MT-4 cells.
Description:
Authors are thankful for financial assistance given under UGC-MiRP, New Delhi, Sanction
No.: 47-605/13(WRO); Dated: 20/05/2014 and Shree M. & N. Virani Science College, Rajkot for providing central instrumentation & laboratory facilities and Prof. Pannecouque Rega Institute for
Medical Research, KU Leuven, Belgium for providing Anti-HIV analysis.