Novel Polyhydroquinoline-Hydrazide-Linked Schiff’s Base Derivatives: Multistep Synthesis, Antimicrobial, and Calcium-Channel-Blocking Activities
Zainab,
Haitao Yu,
Najeeb Ur Rehman,
Mumtaz Ali,
Aftab Alam,
Abdul Latif,
Nazish Shahab,
Irfan Amir Khan,
Abdul Jabbar Shah,
Momin Khan,
Ahmed Al-Ghafri,
Ahmed Al-Harrasi,
Manzoor Ahmad
Affiliations
Zainab
College of Chemistry and Materials Science, Hebei Normal University, Shijiazhuang 050024, China
Haitao Yu
College of Chemistry and Materials Science, Hebei Normal University, Shijiazhuang 050024, China
Najeeb Ur Rehman
Natural & Medical Sciences Research Center, University of Nizwa, Nizwa 616, Oman
Mumtaz Ali
Department of Chemistry, University of Malakand, Chakdara 18800, Pakistan
Aftab Alam
Department of Chemistry, University of Malakand, Chakdara 18800, Pakistan
Abdul Latif
Department of Chemistry, University of Malakand, Chakdara 18800, Pakistan
Nazish Shahab
State Key Laboratory of Chemical Resource Engineering, Beijing Engineering Center for Hierarchical Catalysis, Beijing Advanced Innovation Center for Soft Matter Science and Engineering, Beijing University of Chemical Technology, Beijing 100029, China
Irfan Amir Khan
Department of Pharmacy, COMSATS University Islamabad, Abbottabad Campus, Abbottabad 22060, Pakistan
Abdul Jabbar Shah
Department of Pharmacy, COMSATS University Islamabad, Abbottabad Campus, Abbottabad 22060, Pakistan
Momin Khan
Institute of Pathology and Diagnostic Medicine, Khyber Medical University, Peshawar 25120, Pakistan
Ahmed Al-Ghafri
Natural & Medical Sciences Research Center, University of Nizwa, Nizwa 616, Oman
Ahmed Al-Harrasi
Natural & Medical Sciences Research Center, University of Nizwa, Nizwa 616, Oman
Manzoor Ahmad
Department of Chemistry, University of Malakand, Chakdara 18800, Pakistan
Polyhydroquinoline (PHQ) are the unsymmetrical Hantzsch derivatives of 1,4-dihydropyridines with several biological applications. In this work, twenty-five (3–27) 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 (1–27) were deduced with the help of spectroscopic techniques, such as 1H-, 13C -NMR, and HR-ESI-MS. The synthesized products (1–27) 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 Escherichia coli and Enterococcus faecalis. Among them, compound 17 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 27 was more potent, with an EC50 value of 0.7 (0.3–1.1) µg/mL, indicating their CCB effect.
