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Study of In Silico on Schiff Base Ligand Against Mycobacterium Tuberculosis

Kaushal Kumar, Mithun Kori, Himanshu Pandey, Satyesh Raj Anand, Neha Mishra, S. P. Shrivastava

Abstract


Here, we have synthesized the hetero-atoms containing; 3, 4, 6–Triazabicyclo [6, 3, 1] dodeca–1 (12), 2, 6, 8, 10–pentene–5–thione (TBD) macrocyclic Schiff base ligand for the application in antituberculosis (anti-TB). This TBD ligand moiety has high donor ability due to the presence of three nitrogen donor atoms, which are also the reason for the interaction between the ligand and protein molecule. The TBD Schiff base ligand is characterized by various spectroscopic techniques such as; Fourier-Transform Infrared (FT-IR), Proton Nuclear Magnetic Resonance (1HNMR), and Ultraviolet-Visible (UV-Vis) and Electron Spray Ionization (ESI) Mass spectroscopy, to understand the bond stretching, the electronic environment of protons, electronic transitions (p–p* and n–p*), and M/Z values, respectively. The computational study was carried out to calculate the molecular docking score using AutoDock Vina software against the glutamine protein enzyme (PDB ID-3ZXR). The molecular docking score was –6.3 kcal mol-1 for the TBD Schiff base ligand, whereas –4.6 kcal mol-1 is reported for the standard drug (Pyrazinamide). The product formation yield of TBD Schiff base ligand is found to be ~78 % during synthesis.

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A. Bahuguna, D.S. Rawat, An Overview of New Antitubercular Drugs, Drug Candidates, and Their Targets, Med. Res. Rev., 2020, 40 (1), 263–292.

M. Martínez-Hoyos, E. Perez-Herran, G. Gulten, L. Encinas, D. Álvarez-Gómez, E. Alvarez, S. Ferrer-Bazaga, A. García-Pérez, F. Ortega,

I. Angulo-Barturen, Antitubercular Drugs for an Old Target: GSK693 as a Promising InhA Direct Inhibitor, EBioMedicine, 2016, 8, 291–301.

L. Tom, C.R. Nirmal, A. Dusthackeer, B. Magizhaveni, M.R.P. Kurup, Formulation and Evaluation of β-Cyclodextrin-Mediated Inclusion Complexes of Isoniazid Scaffolds: Molecular Docking and in Vitro Assessment of Antitubercular Properties, New J. Chem., 2020, 44 (11), 4467–4477.

H. Meyer, J. Mally, On Hydrazine Derivatives of Pyridine Carbonic Acids, Monatshefte Chemie verwandte Teile anderer Wissenschaften, 1912, 23, 393–414.

S.P. Klemens, C.A. Sharpe, M.H. Cynamon, Activity of Pyrazinamide in a Murine Model against Mycobacterium Tuberculosis Isolates with Various Levels of in Vitro Susceptibility, Antimicrob. Agents Chemother., 1996, 40 (1), 14–16.

M.E. Villarino, R. Ridzon, P.C. Weismuller, M. Elcock, R.M. Maxwell, J. Meador, P.J. Smith, M.L. Carson, L.J. Geiter, Rifampin Preventive Therapy for Tuberculosis Infection: Experience with 157 Adolescents, Am. J. Respir. Crit. Care Med., 1997, 155 (5), 1735–1738.

P.N. Kalaria, S.C. Karad, D.K. Raval, A Review on Diverse Heterocyclic Compounds as the Privileged Scaffolds in Antimalarial Drug Discovery, Eur. J. Med. Chem., 2018, 158, 917–936.

M. Mujahid, P. Yogeeswari, D. Sriram, U.M.V. Basavanag, E. Díaz-Cervantes, L. Córdoba-Bahena, J. Robles, R.G. Gonnade,

M. Karthikeyan, R. Vyas, Spirochromone-Chalcone Conjugates as Antitubercular Agents: Synthesis, Bio Evaluation and Molecular Modeling Studies, RSC Adv., 2015, 5 (129), 106448–106460.

M.H. Shaikh, D.D. Subhedar, L. Nawale, D. Sarkar, F.A.K. Khan, J.N. Sangshetti, B.B. Shingate, 1, 2, 3-Triazole Derivatives as Antitubercular Agents: Synthesis, Biological Evaluation and Molecular Docking Study, Medchemcomm., 2015, 6 (6), 1104–1116.

NC. Desai, H. Somani, A. Trivedi, K. Bhatt, L. Nawale, V.M. Khedkar, P.C. Jha, D. Sarkar, Synthesis, Biological Evaluation and Molecular Docking Study of Some Novel Indole and Pyridine Based 1, 3, 4-Oxadiazole Derivatives as Potential Antitubercular Agents, Bioorg. Med. Chem. Lett., 2016, 26 (7), 1776–1783.

PS Phatak, R.D. Bakale, S.T. Dhumal, L.K. Dahiwade, P.B. Choudhari, V. Siva Krishna, D. Sriram, K.P. Haval, Synthesis, Antitubercular Evaluation and Molecular Docking Studies of Phthalimide Bearing 1, 2, 3-Triazoles, Synth. Commun., 2019, 49 (16), 2017–2028.

J.F. González, I. Ortín, E. de la Cuesta, J.C. Menéndez, Privileged Scaffolds in Synthesis: 2, 5-Piperazinediones as Templates for the Preparation of Structurally Diverse Heterocycles, Chem. Soc. Rev., 2012, 41 (21), 6902–6915.

N. Kerru, L. Gummidi, S. Maddila, K.K. Gangu, S.B. Jonnalagadda, A Review on Recent Advances in Nitrogen-Containing Molecules and Their Biological Applications, Molecules, 2020, 25 (8), 1909.

A.B. Danne, A.S. Choudhari, S. Chakraborty, D. Sarkar, V.M. Khedkar, B.B. Shingate, Triazole–Diindolylmethane Conjugates as New Antitubercular Agents: Synthesis, Bioevaluation, and Molecular Docking, Medchemcomm., 2018, 9 (7), 1114–1130.

P.P. Mogle, R.J. Meshram, S.V. Hese, R.D. Kamble, S.S. Kamble, R.N. Gacche, B.S. Dawane, Synthesis and Molecular Docking Studies of a New Series of Bipyrazol-Yl-Thiazol-Ylidene-Hydrazinecarbothioamide Derivatives as Potential Antitubercular Agents, Medchemcomm., 2016, 7 (7), 1405–1420.

I.V. Kolesnichenko, E.V. Anslyn, Practical Applications of Supramolecular Chemistry, Chem. Soc. Rev., 2017, 46 (9), 2385–2390.

J. Li, X.J. Loh, Cyclodextrin-Based Supramolecular Architectures: Syntheses, Structures, and Applications for Drug and Gene Delivery, Adv. Drug Deliv. Rev., 2008, 60 (9), 1000–1017.

A. Sharma, U.S. Sharma, Liposomes in Drug Delivery: Progress and Limitations, Int. J. Pharm., 1997, 154 (2), 123–140.

GA Husseini, G.W. Pitt, Micelles and Nanoparticles for Ultrasonic Drug and Gene Delivery, Adv. Drug Deliv. Rev., 2008, 60 (10), 1137–1152.

E. Marchenko, V. Luchsheva, G. Baigonakova, A. Bakibaev, A. Vorozhtsov, Functionalization of the Surface of Porous Nickel–Titanium Alloy with Macrocyclic Compounds, Materials, 2023, 16 (1), 66.

X. Jin, L. Zhu, X. Xue, X. Zhu, D. Yan, Supramolecular Nanoscale Drug-Delivery System with Ordered Structure, Natl. Sci. Rev., 2019, 6 (6), 1128–1137.

A.M. Abu-Dief, N.H. Alotaibi, E.S. Al-Farraj, H.A. Qasem, S. Alzahrani, M.K. Mahfouz, A. Abdou, Fabrication, Structural Elucidation, Theoretical, TD-DFT, Vibrational Calculation and Molecular Docking Studies of Some Novel Adenine Imine Chelates for Biomedical Applications, J. Mol. Liq., 2022, 365, 119961.

A.M. Abu-Dief, L.A.E. Nassr, Tailoring, Physicochemical Characterization, Antibacterial and DNA Binding Mode Studies of Cu (II) Schiff Bases Amino Acid Bioactive Agents Incorporating 5-Bromo-2-Hydroxybenzaldehyde, J. Iran. Chem. Soc., 2015, 12, 943–955.

M. Pitucha, Z. Karczmarzyk, M. Swatko-Ossor, W. Wysocki, M. Wos, K. Chudzik, G. Ginalska, A. Fruzinski, Synthesis, in Vitro Screening and Docking Studies of New Thiosemicarbazide Derivatives as Antitubercular Agents, Molecules, 2019, 24 (2), 251.

M. Berthet, T. Cheviet, G. Dujardin, I. Parrot, J. Martinez, Isoxazolidine: A Privileged Scaffold for Organic and Medicinal Chemistry, Chem. Rev., 2016, 116 (24), 15235–15283.

A. Ibrar, I. Khan, N. Abbas, Structurally Diversified Heterocycles and Related Privileged Scaffolds as Potential Urease Inhibitors: A Brief Overview, Arch. Pharm., 2013, 346 (6), 423–446.

NM. Evdokimov, A.S. Kireev, A.A. Yakovenko, M.Y. Antipin, I.V. Magedov, A. Kornienko, One-Step Synthesis of Heterocyclic Privileged Medicinal Scaffolds by a Multicomponent Reaction of Malononitrile with Aldehydes and Thiols, J. Org. Chem., 2007, 72 (9), 3443–3453.

J.P. Remiya, T.S. Sikha, B. Shyni, One-Pot Synthesis and Characterization of Schiff Base Macrocyclic Complexes as a Potential Bioactive Core–a Review, J. Coord. Chem., 2021, 74 (21–24), 3081–3108.

A. Jiménez-Sánchez, N. Farfán, R. Santillan, Multiresponsive Photo-, Solvato-, Acido-, and Ionochromic Schiff Base Probe, J. Phys. Chem. C, 2015, 119 (24), 13814–13826.

R. Frydrych, K. Ślepokura, A. Bil, J. Gregoliński, Mixed Macrocycles Derived from 2, 6-Diformylpyridine and Opposite Enantiomers of Trans-1, 2-Diaminocyclopentane and Trans-1, 2-Diaminocyclohexane,J. Org. Chem., 2019, 84 (9), 5695–5711.

P. Jain, M. Guin, A. De, M. Singh, Molecular Docking, Synthesis, Anticancer Activity and Computational Investigations of Thiazole Based Ligands and Their Cu (II) Complexes, J. Phys. Org. Chem., 2022, e4384.

F.F. Chang, W.Q. Li, F.D. Feng, W. Huang, Construction and Photoluminescent Properties of Schiff-Base Macrocyclic Mono-/Di-/Trinuclear ZnII Complexes with the Common 2-Ethylthiophene Pendant Arm, Inorg. Chem., 2019, 58 (12), 7812–7821.

P.T. Acharya, Z.A. Bhavsar, D.J. Jethava, D.B. Patel, D.H. Patel, A Review on Development of Bio-Active Thiosemicarbazide Derivatives: Recent Advances, J. Mol. Struct., 2021, 1226, 129268.

S. Agarwal, R. Mehrotra, An Overview of Molecular Docking, JSM chem., 2016, 4 (2), 1024–1028.

Y.B. Sharma, U.B. Hirlekar, Y.P. Bharitkar, A. Hazra, Lemon Juice: A Versatile Reusable Biocatalyst for the Synthesis of Bioactive Organic Compounds as Well as Numerous Nanoparticles Based Catalytic System, Curr. Org. Chem., 2021, 25 (10), 1194–1223.

K. Bauri, B. Saha, A. Banerjee, P. De, Recent Advances in the Development and Applications of Nonconventional Luminescent Polymers, Polym. Chem., 2020, 11 (46), 7293–7315.

J. Cheng, X. Ma, Y. Zhang, J. Liu, X. Zhou, H. Xiang, Optical Chemosensors Based on Transmetalation of Salen-Based Schiff Base Complexes, Inorg. Chem., 2014, 53 (6), 3210–3219.

W. Wang, Z. Chang, X. Jing, C. He, C. Duan, Double-Helical Ag–S Rod-Based Porous Coordination Polymers with Double Activation: σ-Active and π-Active Functions, ACS omega, 2019, 4 (6), 10828–10833.

A.A. Al-Shamry, M.M. Khalaf, H.M.A. El-Lateef, T.A. Yousef, G.G. Mohamed, K.M.K. El-Deen, M. Gouda, A.M. Abu-Dief, Development of New Azomethine Metal Chelates Derived from Isatin: DFT and Pharmaceutical Studies, Materials, 2022, 16 (1), 83.

A.M. Abu-Dief, R.M. El-Khatib, F.S. Aljohani, H.A. Al-Abdulkarim, S. Alzahrani, G. El-Sarrag, M. Ismael, Synthesis, Structural Elucidation, DFT Calculation, Biological Studies and DNA Interaction of Some Aryl Hydrazone Cr3+, Fe3+, and Cu2+ Chelates, Comput. Biol. Chem., 2022, 97, 107643.

NE Borisova, MD. Reshetova, Y.A. Ustynyuk, Metal-Free Methods in the Synthesis of Macrocyclic Schiff Bases, Chem. Rev., 2007, 107 (1), 46–79.

C. Jiang, Z. Song, L. Yu, S. Ye, H. He, Fluorescent Probes Based on Macrocyclic Hosts: Construction, Mechanism and Analytical Applications, TrAC Trends Anal. Chem., 2020, 133, 116086.

A.J. Gallant, M.J. MacLachlan, Ion‐induced Tubular Assembly of Conjugated Schiff‐base Macrocycles, Angew. Chemie, 2003, 115 (43), 5465–5468.

S. Tariq, P. Kamboj, M. Amir, Therapeutic Advancement of Benzothiazole Derivatives in the Last Decennial Period, Arch. Pharm., 2019, 352 (1), 1800170.

B. Vavaiya, S. Patel, V. Pansuriya, V. Marvaniya, P. Patel, Synthesis, Antitubercular Evaluation and Molecular Docking Studies of Nitrogen-Rich Piperazine-Pyrimidine-Pyrazole Hybrid Motifs, Curr. Chem. Lett., 2022, 11 (1), 95–104.

P.A. Vigato, S. Tamburini, L. Bertolo, The Development of Compartmental Macrocyclic Schiff Bases and Related Polyamine Derivatives, Coord. Chem. Rev., 2007, 251 (11–12), 1311–1492.

G. Yakalı, Examination of Aggregation-Induced Enhanced Emission in a Propeller-Shaped Chiral Non-conjugated Blue Emitter from Restricted Intramolecular Rotation and J-Type Π⋯ π Stacking Interactions, Phys. Chem. Chem. Phys., 2021, 23 (19), 11388–11399.

K. Amimoto, T. Kawato, Photochromism of Organic Compounds in the Crystal State, J. Photochem. Photobiol. C Photochem. Rev., 2005, 6 (4), 207–226.

A.B. Deshmukh, R. Sharma, P. Jain, P.K. Upadhyay, P.P. Timbadia, V. Kshirsagar, M.V. Bramhe, M.V. Sarode, L.G. Malik, R.K. Watile, Engineering and Technology (ET), Recent Advances in Science, Management, Engineering and Technology, 2015.

AL Berhanu, I. Mohiuddin, A.K. Malik, J.S. Aulakh, V. Kumar, K.H. Kim, A Review of the Applications of Schiff Bases as Optical Chemical Sensors, TrAC Trends Anal. Chem., 2019, 116, 74–91.

M.T. Ali, N. Blicharska, J.A. Shilpi, V. Seidel, Investigation of the Anti-TB Potential of Selected Propolis Constituents Using a Molecular Docking Approach, Sci. Rep., 2018, 8 (1), 1–8.

A.M. Abu-Dief, R.M. El-khatib, S.M. El Sayed, S. Alzahrani, F. Alkhatib, G. El-Sarrag, M. Ismael, Tailoring, Structural Elucidation, DFT Calculation, DNA Interaction and Pharmaceutical Applications of Some Aryl Hydrazone Mn (II), Cu (II) and Fe (III) Complexes, J. Mol. Struct., 2021, 1244, 131017.

D. Eisenberg, R.J. Almassy, C.A. Janson, M.S. Chapman, W.S. Suh, D. Cascio, W.W. Smith, Some Evolutionary Relationships of the Primary Biological Catalysts Glutamine Synthetase and RuBisCO, In Cold Spring Harbor symposia on quantitative biology, Cold Spring Harbor Laboratory Press, 1987, 52, 483–490.

B. Manjunatha, Y.D. Bodke, H.M. Kumaraswamy, K.M.M. Pasha, N. Prashanth, Synthesis, Computational, Hepatoprotective, Antituberculosis and Molecular Docking Studies of Some Coumarin Derivatives, J. Mol. Struct., 2022, 1254, 132410.

S. Malek-Ahmadi, A. Abdolmaleki, Synthesis and Characterization of New Azo Containing Schiff Base Macrocycle, Chinese Chem. Lett., 2011, 22 (4), 439–442.

S.K. Miryala, S. Basu, A. Naha, R. Debroy, S. Ramaiah, A. Anbarasu, S. Natarajan, Identification of Bioactive Natural Compounds as Efficient Inhibitors against Mycobacterium Tuberculosis Protein-Targets: A Molecular Docking and Molecular Dynamics Simulation Study, J. Mol. Liq., 2021, 341, 117340.

T. Khan, S. Vaidya, D.S. Mhatre, A. Datta, The Prospect of Salophen in Fluorescence Lifetime Sensing of Al3+, J. Phys. Chem. B, 2016, 120 (39), 10319–10326.

F.F. Chang, L. Zhang, P.C. Zhao, W. Huang, Transmetalation for Flexible Pendant-Armed Schiff-Base Macrocyclic Complexes Influenced by Halide Effects, Inorg. Chem., 2018, 57 (3), 1438–1448.

NK. Abdulla, S.I. Siddiqui, B. Fatima, R. Sultana, N. Tara, A.A. Hashmi, R. Ahmad, M. Mohsin, R.K. Nirala, N.T. Linh, Silver Based Hybrid Nanocomposite: A Novel Antibacterial Material for Water Cleansing, J. Clean. Prod., 2021, 284, 124746.

M.J. MacLachlan, Conjugated Shape-Persistent Macrocycles via Schiff-Base Condensation: New Motifs for Supramolecular Chemistry, Pure Appl. Chem., 2006, 78 (4), 873–888.

R. Golbedaghi, A.M. Tabanez, S. Esmaeili, R. Fausto, Biological Applications of Macrocyclic Schiff Base Ligands and Their Metal Complexes: A Survey of the Literature (2005–2019), Appl. Organomet. Chem., 2020, 34 (10), e5884.

S. Noreen, S.H. Sumrra, Aminothiazole-Linked Metal Chelates: Synthesis, Density Functional Theory, and Antimicrobial Studies with Antioxidant Correlations, ACS omega, 2021, 6 (48), 33085–33099.

B.S. Kusmariya, A. Tiwari, A.P. Mishra, A.G. Naikoo, Theoretical and Experimental Studies of Cu (II) and Zn (II) Coordination Compounds with N, O Donor Bidentate Schiff Base Ligand Containing Amino Phenol Moiety, J. Mol. Struct., 2016, 1119, 115–123.

A.M. Abu‐Dief, L.H. Abdel‐Rahman, M.R. Shehata, A.A.H. Abdel‐Mawgoud, Novel Azomethine Pd (II)‐and VO (II)‐based Metallo‐pharmaceuticals as Anticancer, Antimicrobial, and Antioxidant Agents: Design, Structural Inspection, DFT Investigation, and DNA Interaction, J. Phys. Org. Chem., 2019, 32 (12), e4009.

H.A. Al-Abdulkarim, R.M. El-khatib, F.S. Aljohani, A. Mahran, A. Alharbi, G.A.M. Mersal, N.M. El-Metwaly, A.M. Abu-Dief, Optimization for Synthesized Quinoline-Based Cr3+, VO2+, Zn2+ and Pd2+ Complexes: DNA Interaction, Biological Assay and in-Silico Treatments for Verification, J. Mol. Liq., 2021, 339, 116797.

N.N. Rao, K. Gopichand, R. Nagaraju, A.M. Ganai, P.V. Rao, Design, Synthesis, Spectral Characterization, DNA Binding, Photo Cleavage and Antibacterial Studies of Transition Metal Complexes of Benzothiazole Schiff Base, Chem. Data Collect., 2020, 27, 100368.

L.H. Abdel-Rahman, A.M. Abu-Dief, F.M. Atlam, A.A.H. Abdel-Mawgoud, A.A. Alothman, A.M. Alsalme, A. Nafady, Chemical, Physical, and Biological Properties of Pd (II), V (IV) O, and Ag (I) Complexes of N3 Tridentate Pyridine-Based Schiff Base Ligand, J. Coord. Chem., 2020, 73 (23), 3150–3173.

R.L.B. Alanazi, M. Zaki, W.A. Bawazir, Synthesis and Characterization of New Metal Complexes Containing Triazino [5, 6–b] Indole Moiety: In Vitro DNA and HSA Binding Studies, J. Mol. Struct., 2021, 1246, 131203.

O.A. El-Gammal, A.A. El-Bindary, F.S. Mohamed, G.N. Rezk, M.A. El-Bindary, Synthesis, Characterization, Design, Molecular Docking, Anti COVID-19 Activity, DFT Calculations of Novel Schiff Base with Some Transition Metal Complexes, J. Mol. Liq., 2022, 346, 117850.

A.S. Hassan, AA Askar, E.S. Nossier, A.M. Naglah, G.O. Moustafa, M.A. Al-Omar, Antibacterial Evaluation, in Silico Characters and Molecular Docking of Schiff Bases Derived from 5-Aminopyrazoles, Molecules, 2019, 24 (17), 3130.

T. Aboul-Fadl, T. Abdel-Aziz, H.A. Abdel-Hamid, M.K. Elsaman, T. Thanassi, J. Pucci, M.J. Schiff Bases of Indoline-2,3-Dione: Potential Novel Inhibitors of Mycobacterium Tuberculosis (Mtb) DNA Gyrase, Molecules, 2011, 16 (9), 7864–7879.

F. Rahim, F. Malik, H. Ullah, A. Wadood, F. Khan, M.T. Javid, M. Taha, W. Rehman, A.U. Rehman, K.M. Khan, Isatin Based Schiff Bases as Inhibitors of α-Glucosidase: Synthesis, Characterization, in Vitro Evaluation and Molecular Docking Studies, Bioorg. Chem., 2015, 60, 42–48.

M. Hemamalini, I. Kestek, E.B. Çınar, A.A. Agar, N. Dege, S. Josekavitha, V. Rajakannan, Chemical Synthesis, X-Ray Crystallography, Hirshfeld Surface Analysis, and Molecular Docking Studies of (E)-2-(((3-Bromophenyl) Imino) Methyl)-5-(Diethylamino) Phenol Schiff Base, Crystallogr. Reports, 2021, 66 (6), 1023–1030.

B. Pandey, S. Grover, C. Tyagi, S. Goyal, S. Jamal, A. Singh, J. Kaur, A. Grover, Molecular Principles behind Pyrazinamide Resistance Due to Mutations in PanD Gene in Mycobacterium Tuberculosis, Gene, 2016,

(1), 31–42.

V.R. Mishra, C.W. Ghanavatkar, S.N. Mali, H.K. Chaudhari, N. Sekar, Schiff Base Clubbed Benzothiazole: Synthesis, Potent Antimicrobial and MCF-7 Anticancer Activity, DNA Cleavage and Computational Study, J. Biomol. Struct. Dyn., 2019, 6, 1772-1785.

I.S. Meeran, T.W. Raja, V.N.A. Dusthakeer, M.M.N. Ali, S.S. Tajudeen, T.K. Shabeer, An Insight into Antimycobacterial and Antioxidant Potentials of INH-Schiff Base Complexes and in Silico Targeting of MtKasB Receptor of M. Tuberculosis, New J. Chem., 2022, 46 (10), 4620–4633.

Q. Sun, X. Li, L.M. Perez, W. Shi, Y. Zhang, J.C. Sacchettini, The Molecular Basis of Pyrazinamide Activity on Mycobacterium Tuberculosis PanD, Nat. Commun., 2020, 11 (1), 1–7.

G.L. Moraes, G.C. Gomes, P.R.M. De Sousa, C.N. Alves, T. Govender, H.G. Kruger, E.G.M. Maguire, G. Lamichhane, J. Lameira, Structural and Functional Features of Enzymes of Mycobacterium Tuberculosis Peptidoglycan Biosynthesis as Targets for Drug Development, Tuberculosis, 2015, 95 (2), 95–111.

A. Khusro, C. Aarti, A. Barbabosa-Pliego, A.Z.M. Salem, Neoteric Advancement in TB Drugs and an Overview on the Antitubercular Role of Peptides through Computational Approaches, Microb. Pathog., 2018, 114, 80–89.

C.R. Amorim, T.F.A. Pavani, S.F.A. Lopes, M.D. Duque, A.C.A. Mengarda, M.P. Silva, J. de Moraes, D.G.G. Rando, Schiff Bases of 4-Phenyl-2-Aminothiazoles as Hits to New Antischistosomals: Synthesis, in Vitro, in Vivo and in Silico Studies, Eur. J. Pharm. Sci., 2020, 150, 105371.

R. Uddin, K. Saeed, W. Khan, S.S. Azam, A. Wadood, Metabolic Pathway Analysis Approach: Identification of Novel Therapeutic Target against Methicillin Resistant Staphylococcus Aureus, Gene, 2015, 556 (2), 213–226.

L.S. Dhivya, S. Sarvesh, Inhibition of Mycobacterium Tuberculosis InhA (Enoyl-Acyl Carrier Protein Reductase) by Synthetic Chalcones: A Molecular Modelling Analysis and in-Vitro Evidence, J. Biomol. Struct. Dyn., 2022, 1–19.

S. Nagamani, G.N. Sastry, Mycobacterium Tuberculosis Cell Wall Permeability Model Generation Using Chemoinformatics and Machine Learning Approaches, ACS omega, 2021, 6 (27), 17472–17482.

S. Chitti, K. Van Calster, D. Cappoen, A. Nandikolla, Y.M. Khetmalis, P. Cos, B.K. Kumar, S. Murugesan, KVGC Sekhar, Design, Synthesis and Biological Evaluation of Benzo-[d]-Imidazo-[2, 1-b]-Thiazole and Imidazo-[2, 1-b]-Thiazole Carboxamide Triazole Derivatives as Antimycobacterial Agents, RSC Adv., 2022, 12 (35), 22385–22401.

N.V. Puranik, P. Srivastava, S. Swami, A. Choudhari, D. Sarkar, Molecular Modeling Studies and in Vitro Screening of Dihydrorugosaflavonoid and Its Derivatives against Mycobacterium Tuberculosis, RSC Adv., 2018, 8 (19), 10634–10643.

P. Daisy, P. Vijayalakshmi, C. Selvaraj, S.K. Singh, K. Saipriya, Targeting Multidrug-Resistant Mycobacterium Tuberculosis HtrA2 with Identical Chemical Entities of Fluoroquinolones, Indian J. Pharm. Sci., 2012, 74 (3), 217.

T. Khan, A. Khan, S.S. Ali, S. Ali, D.Q. Wei, A Computational Perspective on the Dynamic Behaviour of Recurrent Drug Resistance Mutations in the PncA Gene from Mycobacterium Tuberculosis, RSC Adv., 2021, 11 (4), 2476–2486.

S. Rajasekhar, S. Karuppasamy, K. Chanda, Exploration of Potential Inhibitors for Tuberculosis via Structure‐based Drug Design, Molecular Docking, and Molecular Dynamics Simulation Studies, J. Comput. Chem., 2021, 42 (24), 1736–1749.

R. Matsa, P. Makam, G. Sethi, A.A. Thottasseri, A.R. Kizhakkandiyil, K. Ramadas, V. Mariappan, A.B. Pillai, T. Kannan, Pyridine Appended 2-Hydrazinylthiazole Derivatives: Design, Synthesis, in Vitro and in Silico Antimycobacterial Studies, RSC Adv., 2022, 12 (29), 18333–18346.




DOI: http://dx.doi.org/10.13171/mjc02303211679kumar

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