Synthesis, spectroscopic, topological, hirshfeld surface analysis, and anti-covid-19 molecular docking investigation of isopropyl 1-benzoyl-4-(benzoyloxy)-2,6-diphenyl-1,2,5, 6-tetrahydropyridine-3-carboxylate

被引：46

作者：

Ramalingam, Arulraj ^{[1
]}

Kuppusamy, Murugavel ^{[2
]}

Sambandam, Sivakumar ^{[3
]}

Medimagh, Mouna ^{[4
]}

Oyeneyin, Oluwatoba Emmanuel ^{[5
]}

Shanmugasundaram, Amirthaganesan ^{[6
]}

Issaoui, Noureddine ^{[4
]}

Ojo, Nathanael Damilare ^{[7
]}

机构：

[1] Natl Univ Singapore, Dept Elect & Comp Engn, Singapore 117583, Singapore

[2] Govt Arts Coll, PG & Res Dept Chem, Chidambaram, Tamil Nadu, India

[3] Bharathiar Univ, Res & Dev Ctr, Coimbatore 641046, Tamil Nadu, India

[4] Univ Monastir, Fac Sci, Lab Quantum & Stat Phys LR18ES18, Monastir 5079, Tunisia

[5] Adekunle Ajasin Univ, Dept Chem Sci, Theoret & Computat Chem Unit, Akungba Akoko, Ondo, Nigeria

[6] Saveetha Univ, Saveetha Sch Engn, Dept Chem, Chennai, Tamil Nadu, India

[7] Univ Ibadan, Dept Chem, Ibadan, Oyo, Nigeria

来源：

HELIYON | 2022年 / 8卷 / 10期

关键词：

Tetrahydropyridine-3-carboxylate; Density functional theory; Severe acute respiratory syndrome-coronavirus  disease; Hirshfeld surface analysis; Topological analysis; CRYSTAL-STRUCTURES; DERIVATIVES; SARS-COV-2; EXPLORATION; INHIBITION; PREDICTION; PYRIDINE; MACHINE; PROTEIN; MODEL;

D O I：

10.1016/j.heliyon.2022.e10831

中图分类号：

O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];

学科分类号：

07 ; 0710 ; 09 ;

摘要：

Isopropyl 1-benzoyl-4-(benzoyloxy)-2,6-diphenyl-1,2,5,6-tetrahydropyridine-3-carboxylate (IDPC) was synthe-sized and characterized via spectroscopic (FT-IR and NMR) techniques. Hirshfeld surface and topological analyses were conducted to study structural and molecular properties. The energy gap (Eg), frontier orbital energies (EHOMO, ELUMO) and reactivity parameters (like chemical hardness and global hardness) were calculated using density functional theory with B3LYP/6-311++G (d,p) level of theory. Molecular docking of IDPC at the active sites of SARS-COVID receptors was investigated. IDPC molecule crystallized in the centrosymmetric triclinic (P1) space group. The topological and Hirshfeld surface analysis revealed that covalent, non-covalent and intermo-lecular H-bonding interactions, and electron delocalization exist in the molecular framework. Higher binding score (-6.966 kcal/mol) of IDPC at the active site of SARS-COVID main protease compared to other proteases suggests that IDPC has the potential of blocking polyprotein maturation. H-bonding and pi-cationic and in-teractions of the phenyl ring and carbonyl oxygen of the ligand indicate the effective inhibiting potential of the compound against the virus.

引用

页数：14