Recent Progress in the Synthesis of Benzoxazin-4-Ones, Applications in N-Directed Ortho-Functionalizations, and Biological Significance DOI Creative Commons
Ziad Moussa, Mani Ramanathan, Harbi Tomah Al‐Masri

et al.

Molecules, Journal Year: 2024, Volume and Issue: 29(23), P. 5710 - 5710

Published: Dec. 3, 2024

The development of efficient synthetic procedures to access fused N, O-heterocyclic skeletons has been a pivotal research topic in organic synthesis for several years. Owing the applications O-fused heterocycles synthesis, material sciences, and medicinal chemistry, significant efforts have dedicated design novel methods their construction. To this end, 1,3-benzoxazin-4-ones are privileged candidates molecules often found natural products, agrochemicals, materials science applications. In review, we aim summarize existing literature on from 2010 onwards. Moreover, also identified as an excellent native directing group ortho-functionalization via C-H activation, which is strenuous task requiring pre-functionalized substrates. latter part report, compiled interesting examples

Language: Английский

Identification of 1,3,4-oxadiazoles as tubulin-targeted anticancer agents: a combined field-based 3D-QSAR, pharmacophore model-based virtual screening, molecular docking, molecular dynamics simulation, and density functional theory calculation approach DOI

Agnidipta Das,

Manaswini Sarangi, Kailash Jangid

et al.

Journal of Biomolecular Structure and Dynamics, Journal Year: 2023, Volume and Issue: 42(19), P. 10323 - 10341

Published: Sept. 11, 2023

Cancer is one of the most prominent causes death worldwide and tubulin a crucial protein cytoskeleton that maintains essential cellular functions including cell division as well signalling, makes an attractive drug target for cancer development. 1,3,4-oxadiazoles disrupt microtubule causing G2-M phase cycle arrest provide anti-proliferative effect. In this study, field-based 3D-QSAR models were developed using 62 bioactive anti-tubulin 1,3,4-oxadiazoles. The best model characterized by PLS factor 7 was rigorously validated various statistical parameters. Generated having high degree confidence showed favourable unfavourable contours around 1,3,4-oxadiazole core assisted in defining proper spatial positioning desired functional groups better bioactivity. A five featured pharmacophore (AAHHR_1) same ligand library through enrichment analysis (BEDROC160.9 value = 0.59, Average EF 1% 27.05, AUC 0.74). Total 30,212 derivatives obtained from PubChem database prefiltered docked XP mode on binding cavity (PDB code: 1SA0) which led into identification 11 HITs docking scores between -7.530 -9.719 kcal/mol while reference compound Colchicine exerted score -7.046 kcal/mol. Following MM-GBSA ADME studies, HIT1 HIT4 emerged two promising hits. To verify their thermodynamic stability at site, molecular dynamic simulations carried out. Both further subjected to DFT determine HOMO-LUMO energy gap ensuring biological feasibility. Finally, based structural exploration set up lead Formula I advancements polymerization inhibitors anti-cancer agents.Communicated Ramaswamy H. Sarma.

Language: Английский

Citations

15
Design, synthesis, and antiproliferative activity evaluation of novel cyclic secondary amine containing dithiocarbamate derivatives as potent EGFR inhibitors DOI
Harun Uslu, Derya Osmani̇ye, Elif Öncü

et al.

Journal of Molecular Structure, Journal Year: 2025, Volume and Issue: unknown, P. 142036 - 142036

Published: March 1, 2025

Language: Английский

Citations

0
Metal‐Catalyzed Oxidative C−H Bond Functionalization of 1,4‐Benzoxazinones DOI
Shankar Kumar,

Rangnath Ravi,

Tanu Sahu

et al.

Asian Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 13(5)

Published: Feb. 19, 2024

Abstract The present review shows metal‐catalyzed oxidative C(sp 3 )‐H/C(sp 2 )‐H bond functionalization of 1,4‐benzoxazinones by utilizing various substrates such as indoles, phosphites or phosphine oxides, malonate esters, and resorcinol, which lead to the formation new C−C C−P bonds. metal catalysts used for these couplings include Fe, Cu, Ag, Ru. This follows a strategy involving either one‐electron oxidation process (OEO), ball milling technique, photocatalytic process. synthesized products in this method show usefulness natural products, materials, agriculture, medicinal chemistry.

Language: Английский

Citations

3
COPPER(II) COMPLEXES WITH THIOETHER BASED SNS PINCER LIGAND: SYNTHESIS, CHARACTERIZATION AND ANTIPROLIFERATIVE ACTIVITY DOI
Hatice Gamze Soğukömeroğulları, Senem Akkoç

Journal of Structural Chemistry, Journal Year: 2023, Volume and Issue: 64(1), P. 157 - 167

Published: Jan. 1, 2023

Language: Английский

Citations

6
Synthesis, In Silico Docking Study, and Biological Evaluation of S-Alkylated 1,3,4-Oxadiazole Hybrids DOI

Vishwa B. Das,

Boja Poojary, Vinuta Kamat

et al.

Russian Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 60(5), P. 927 - 942

Published: May 1, 2024

Language: Английский

Citations

1
Recent Progress in the Synthesis of Benzoxazin-4-Ones, Applications in N-Directed Ortho-Functionalizations, and Biological Significance DOI Creative Commons
Ziad Moussa, Mani Ramanathan, Harbi Tomah Al‐Masri

et al.

Molecules, Journal Year: 2024, Volume and Issue: 29(23), P. 5710 - 5710

Published: Dec. 3, 2024

The development of efficient synthetic procedures to access fused N, O-heterocyclic skeletons has been a pivotal research topic in organic synthesis for several years. Owing the applications O-fused heterocycles synthesis, material sciences, and medicinal chemistry, significant efforts have dedicated design novel methods their construction. To this end, 1,3-benzoxazin-4-ones are privileged candidates molecules often found natural products, agrochemicals, materials science applications. In review, we aim summarize existing literature on from 2010 onwards. Moreover, also identified as an excellent native directing group ortho-functionalization via C-H activation, which is strenuous task requiring pre-functionalized substrates. latter part report, compiled interesting examples

Language: Английский

Citations

0