Molecular Docking Studies of Phytocompounds With Transcriptional Factors in Hepatocellular Carcinoma

Murthy, Sushma S.; Narsaiah, T. Bala

doi:10.31788/rjc.2019.1245475

Cited by 5 publications

(5 citation statements)

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“…The PDGFR docking result showed that the binding energy of thioxanthones TX1 ‐ 5 was higher than imatinib as a native ligand; in a range of −7.92 until −8.14 kcal mol −1 (see Table 1). The lower of binding energy, the more stable interaction between ligand and receptor, so the more potential anticancer activity of ligand [34,35] . The results showed that the stability of the complex between thioxanthones TX1 ‐ 5 with PDGFR protein was smaller than that of the imatinib, so the theoretical effectiveness as a drug was also weaker than imatinib ligand.…”

Section: Resultsmentioning

confidence: 99%

“…The molecular ion fragments ([M] + ) thioxanthones TX3 and TX6 were observed at 228 and 244, respectively. Meanwhile, thioxanthones TX4 and TX5 had characteristic molecular ions (M + 1 and M + 2) with a height ratio of 3 : 1 that confirmed the presence of chlorine isotopes, 35 Cl and 37 Cl. The 1 H-and 13 C-NMR spectra provided other evidences to prove the successful synthesis of thioxanthones.…”

Section: Synthesis Of Thioxanthone Derivativesmentioning

confidence: 89%

“…The lower of binding energy, the more stable interaction between ligand and receptor, so the more potential anticancer activity of ligand. [34,35] The results showed that the stability of the complex between thioxanthones TX1-5 with PDGFR protein was smaller than that of the imatinib, so the theoretical effectiveness as a drug was also weaker than imatinib ligand. Imatinib is strongly bound to PDGFR via two hydrogen bonds with Asp810 and Cys673.…”

Section: Molecular Docking Study On the Inhibition Of Tyrosine Kinase...mentioning

confidence: 99%

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Molecular Docking Approach For Design and Synthesis of Thioxanthone Derivatives as Anticancer Agents

et al. 2022

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Thioxanthone derivatives were docked, synthesized, and tested for their anticancer activity. The molecular docking results showed that 1-hydroxythioxanthone, 2-chloro-1-hydroxythioxanthone, and 4-chloro-1-hydroxythioxanthone gave lower binding energy than erlotinib demonstrating that those thioxanthones have stronger interaction in the active site of EGFR protein. The addition of one hydroxyl and chloro groups on 1-hydroxythioxanthone greatly enhanced its inhibition in EGFR protein. All thioxanthone derivatives had hydrogen bonding interaction with MET769 residue. The in vitro anti-cancer assay against all cancer cells (T47D, HeLa, WiDr, A549) revealed that 2-chloro-1-hydroxythioxanthone and 4-chloro-1hydroxythioxanthone gave lower IC 50 than 1-hydroxythioxanthone due to the addition of one chloro substituent. Meanwhile, 1,3-dihydroxythioxanthone exhibited the strongest anticancer activity, as well as the highest selectivity index (3.22-19.55) among the other thioxanthones. Based on these findings, 1,3-dihydroxythioxanthone is a potential anticancer drug candidate for further development in the future.

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Section: Resultsmentioning

confidence: 99%

Section: Synthesis Of Thioxanthone Derivativesmentioning

confidence: 89%

Section: Molecular Docking Study On the Inhibition Of Tyrosine Kinase...mentioning

confidence: 99%

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Molecular Docking Approach For Design and Synthesis of Thioxanthone Derivatives as Anticancer Agents

et al. 2022

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“…The docking study of thioxanthone derivatives in pfDHODH protein showed that all compounds had lower binding energy than A26 as a native ligand. The binding energy of all compounds was in the range of -8.45 to -9.55 kcal mol -1 , with the RMSD range of 0.28-0.56 Å (Table 2): the lower the binding energy value, the more stable the protein-ligand complex [30]. The binding energy of all compounds was also lower than benzamide derivatives, with binding energy in the range of -2.84 to -4.11 kcal mol -1 [11].…”

Section: Docking Study Of Thioxanthone Derivatives Compoundsmentioning

confidence: 99%

Computational Design of Thioxanthone Derivatives as Potential Antimalarial Agents through <i>Plasmodium falciparum</i> Protein Inhibition

et al. 2021

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Plasmodium falciparum (P. falciparum) is the most fatal among the other Plasmodium parasites that infect humans with the malaria disease. Currently, the resistance of P. falciparum against some antifolate drugs has become a severe problem. On the other hand, xanthone and thioxanthone derivatives have been reported to have remarkable antimalarial activity. However, molecular docking studies have not evaluated thioxanthone derivative compounds as antimalarial agents. Accordingly, this research investigated the binding pose and inhibition mechanism of several thioxanthone derivatives against P. falciparum proteins DHFR (PDB ID: 1J3K) and DHODH (PDB ID: 1TV5) through molecular docking study. The compound structures were geometrically optimized using Gaussian 09 software and docked to the receptors using AutoDock4 software. The results showed that the free binding energy of thioxanthone derivatives ranged between -6.77 to -7.50 and -8.45 to -9.55 kcal mol–1 against pfDHFR and pfDHODH, respectively, with RMSD values of less than 2 Å. Compound F (4-iodo-3,4-dihydroxy-thioxanthone) gave the most substantial free binding energy against both proteins. Furthermore, the hydrogen bond interaction of compound F was the same as the native ligands of pfDHFR and pfDHODH. These results suggested that compound F has a more robust interaction in pfDHFR and pfDHODH. Thus, it is promising to further evaluate the compound as a candidate for a new antimalarial agent.

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“…The usability of AutoDockTools is evidenced by multiple studies. These include the in silico docking studies to identify the binding activity of carnosine against a subunit of Caspase-3 in human cervical carcinoma models [16], the discovery of strong binding affinities of phytocompounds such as harpagoside, bromelain, and afzelin against key transcriptional factors (p53, AP-1, c-Myc, β-catenin, and HIF-1α) involved in liver cancer [17], and the computational drug-protein interaction analysis affirming mitochondrial complex III as a likely target of metformin in head and neck squamous cell cancer [18]. Similarly, the AutoDock suite was effective in simulating molecular docking between the 1,2,3-triazole moiety and pyrimidine derivatives against cognate receptors in test models of human esophageal cancer revealing hydrogen bond interactions of the ligands with the amino acid residues in the receptor binding sites [19].…”

Section: Introductionmentioning

confidence: 99%

Computational ligand–receptor docking simulation of piperine with apoptosis-associated factors

Dien-Yu¹,

Siaw-San²,

Wezen³

et al. 2022

J Appl Biol Biotech

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Although widely known for its antioxidant properties, piperine's (a compound from the pepper plant) physiologic involvement in apoptosis (programmed cell death) is unclear. As a prerequisite to unravel its role in this process, computational approaches simulating ligand-receptor docking are sought. Herein, we report the simulated binding of piperine with major apoptotic proteins via combined deployment of AutoDock suite (AutoDock Vina), PyMOL, and LigPlot + software. Our results demonstrated varied binding affinity toward the different apoptosis-associated proteins with a higher to lower affinity pattern in the order of TNFR-1 > Caspase-3 > TNF-α > Caspase-8 > Bcl-2 > Caspase-9 > Bax. Docking scores for all receptor-ligand interactions indicate a strong likelihood of impromptu receptor-ligand binding. Molecularly, the simulated analysis revealed hydrophobic interactions in all receptor-ligand models studied. Receptor-piperine complexes involving TNFR-1 and Caspase-8 showed single hydrogen bonding whereas amino acid residues of TNF-α exhibited double hydrogen bonding to piperine. In the TNFR-1-piperine complex (receptor-ligand docked model with strongest binding affinity) the hydrophobic interaction involves amino acid residues of SER74, LYS75, ASN110 (2), THR94, CYS96, VAL95, and PHE112. Our findings provide novel in silico evidence of piperine's binding affinity toward apoptosis-associated proteins and the high likelihood of its influence on apoptosis reaction via the extrinsic pathway.

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Molecular Docking Studies of Phytocompounds With Transcriptional Factors in Hepatocellular Carcinoma

Cited by 5 publications

References 0 publications

Molecular Docking Approach For Design and Synthesis of Thioxanthone Derivatives as Anticancer Agents

Molecular Docking Approach For Design and Synthesis of Thioxanthone Derivatives as Anticancer Agents

Computational Design of Thioxanthone Derivatives as Potential Antimalarial Agents through <i>Plasmodium falciparum</i> Protein Inhibition

Computational ligand–receptor docking simulation of piperine with apoptosis-associated factors

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