Novel Polyhydroquinoline-Hydrazide-Linked Schiff's Base Derivatives: Multistep Synthesis, Antimicrobial, and Calcium-Channel-Blocking Activities

• Main Authors: Zainab (Author), Haitao Yu (Author), Najeeb Ur Rehman (Author), Mumtaz Ali (Author), Aftab Alam (Author), Abdul Latif (Author), Nazish Shahab (Author), Irfan Amir Khan (Author), Abdul Jabbar Shah (Author), Momin Khan (Author), Ahmed Al-Ghafri (Author), Ahmed Al-Harrasi (Author), Manzoor Ahmad (Author)
• Format: Book
• Published: MDPI AG, 2022-11-01T00:00:00Z.
• Subjects: article
• Online Access: Connect to this object online.

Summary

Polyhydroquinoline (PHQ) are the unsymmetrical Hantzsch derivatives of 1,4-dihydropyridines with several biological applications. In this work, twenty-five (<b>3</b>-<b>27</b>) new Schiff's base derivatives of polyhydroquinoline hydrazide were synthesized in excellent to good yields by a multi-component reaction. The structures of the synthesized products (<b>1</b>-<b>27</b>) were deduced with the help of spectroscopic techniques, such as ¹H-, ¹³C -NMR, and HR-ESI-MS. The synthesized products (<b>1</b>-<b>27</b>) were tested for their antibacterial and in vitro calcium -channel-blocking (CCB) potentials using the agar-well diffusion method, and isolated rat aortic ring preparations, respectively. Among the series, sixteen compounds were found to inhibit the growth of <i>Escherichia coli</i> and <i>Enterococcus faecalis</i>. Among them, compound <b>17</b> was observed to be the most potent one at a dose 2 µg/mL, with an 18 mm zone of inhibition against both bacteria when it was compared with the standard drug amoxicillin. Eight compounds showed CCB activity of variable potency; in particular, compound <b>27</b> was more potent, with an EC₅₀ value of 0.7 (0.3-1.1) µg/mL, indicating their CCB effect.

Item Description

10.3390/antibiotics11111568
2079-6382