Rational synthesis, anticancer activity, and molecular docking studies of novel benzofuran liked thiazole hybrids

Hadiyal, Sanjay D.; Lalpara, Jaydeep N.; Dhaduk, Bhavin; Joshi, H. S.

doi:10.1007/s11030-022-10493-7

Cited by 5 publications

(4 citation statements)

References 33 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The ligands underwent flexible docking against the FLT3 structure using the GlideXP scoring function to determine their binding mode and affinities. The docking calculations utilised the extra precision (XP) mode and the OPLS‐2005 force field [50,51] . The obtained docking poses′ output files were analysed using Maestro's Pose Viewer utility to examine and quantify the thermodynamic interactions with the active site residues of the enzyme [52,53] …”

Section: Methodsmentioning

confidence: 99%

“…The docking calculations utilised the extra precision (XP) mode and the OPLS-2005 force field. [50,51] The obtained docking poses' output files were analysed using Maestro's Pose Viewer utility to examine and quantify the thermodynamic interactions with the active site residues of the enzyme. [52,53] In Silico ADME Screening and toxicity studies…”

Section: Docking Studiesmentioning

confidence: 99%

See 1 more Smart Citation

Design and Synthesis of Quinoline‐Pyrazine Based Carboxamides: Leukemic Cancer Active Ugi Adducts

Piludiya,

Kamdar,

Khedkar

et al. 2024

ChemistrySelect

View full text Add to dashboard Cite

The design and synthesis of new chemical entities (NCEs) with suitable physicochemical properties are playing a key role in medicinal research areas. Hence, we have designed and synthesized the 10 diverse scaffolds by rightly selecting the quinoline and pyrazine to articulate carboxamide derivatives in a single‐step process with maximum conversation in a shorter time through diverse studies of Ugi multi‐component reaction. Molecular docking studies against FMS‐like tyrosine kinase‐3 (FLT3) provided well‐clustered solutions for the binding modes of these molecules and shed light on the key structural features governing the binding affinity. Two carboxamides derivatives with 3,4,5‐trimethoxy, and chloro substituents showed comparable potency in Leukemia cell lines and medium efficacy in Breast and Melanoma cancer. These results suggest that pyrazine and quinoline‐based carboxamides may be prominent as new anti‐cancer agents in chemotherapy. Additionally, in silico analysis was employed to predict the comprehensive physicochemical ADME profile (absorption, distribution, metabolism, and excretion) of the carboxamide derivatives which was proven drug‐like properties.

show abstract

Section: Methodsmentioning

confidence: 99%

Section: Docking Studiesmentioning

confidence: 99%

Design and Synthesis of Quinoline‐Pyrazine Based Carboxamides: Leukemic Cancer Active Ugi Adducts

Piludiya,

Kamdar,

Khedkar

et al. 2024

ChemistrySelect

View full text Add to dashboard Cite

show abstract

“…The thiazole ring is very useful in terms of biological activity. There is a lot of literature information showing its anticancer and antifungal activity [10–17] . In addition to this information, there is also a study using the thiazole ring as a VEGFR‐2 inhibitor [18] .…”

Section: Introductionmentioning

confidence: 99%

“…There is a lot of literature information showing its anticancer and antifungal activity. [10][11][12][13][14][15][16][17] In addition to this information, there is also a study using the thiazole ring as a VEGFR-2 inhibitor. [18] When docking studies are examined, the interaction of the thiazole ring with Asp1046, which is an important amino acid for the enzyme, shows the potential of the ring to inhibit VEGFR-2.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Imidazole‐2,3‐dihydrothiazole Compounds as VEGFR‐2 Inhibitors and Their Support with in Silico Studies

Osmaniye,

Bozkurt,

Kurban

et al. 2023

Chemistry & Biodiversity

View full text Add to dashboard Cite

When the structure of VEGFR inhibitors is examined, it is seen that it consists of 4 pharmacophoric parts. In the light of this information, within the scope of this study, new 2‐((1‐(4‐(1H‐imidazol‐1‐yl)phenyl)ethylidene)hydrazineylidene)‐3‐ethyl‐4‐(substitutephenyl)‐2,3‐dihydrothiazole derivatives were synthesized. Structure determinations of the synthesized derivatives were made using spectroscopic methods. Firstly, the resulting compounds (4a‐4l) were subjected to the 24‐hour MTT test against MCF7, HepG2 and NIH3T3 cells. According to the MTT test results, compound 4h showed activity with IC50=4.566±0.246 µM and compound 4k with IC50=4.537±0.463 µM against HepG2 cell line. The antifungal activities and biofilm inhibition percentages of all compounds against infection problems that may develop in patients receiving chemotherapy were investigated. Compounds 4h and 4k which are active in the MTT test were tested for inhibition of VEGFR‐2 enzymes. Compound 4h displayed VEGFR‐2 inhibition with IC50=0.066±0.002 µM value; compound 4k did not show enzyme inhibition with an IC50>10 µM. Molecular docking studies were performed with two compounds (4k and 4h) and sorafenib to understand the dramatic difference for VEGFR‐2 inhibition. Molecular dynamics studies were performed with using 4h‐4ASE complex and both stability (RMSD, RMSF, Rg) and interaction potentials of the complex were analyzed and presented.

show abstract

Five-membered ring systems: Furans and benzofurans

Kwiecień

2024

Progress in Heterocyclic Chemistry

View full text Add to dashboard Cite

Rational synthesis, anticancer activity, and molecular docking studies of novel benzofuran liked thiazole hybrids

Cited by 5 publications

References 33 publications

Design and Synthesis of Quinoline‐Pyrazine Based Carboxamides: Leukemic Cancer Active Ugi Adducts

Design and Synthesis of Quinoline‐Pyrazine Based Carboxamides: Leukemic Cancer Active Ugi Adducts

Synthesis of Imidazole‐2,3‐dihydrothiazole Compounds as VEGFR‐2 Inhibitors and Their Support with in Silico Studies

Five-membered ring systems: Furans and benzofurans

Contact Info

Product

Resources

About