Oxime ligands: Organometallic synthesis and catalysis DOI
Suresh Iyer

Synthetic Communications, Journal Year: 2023, Volume and Issue: 54(6), P. 417 - 459

Published: Dec. 28, 2023

Ligands are at the heart of coordination chemistry. They conjure magic transition metals expressed in organometallic catalysis. Phosphine or P-ligands have found vast utility metal chemistry, though demanding tedious synthesis. Several N, S-based ligands also find application Oximes easily derived from aldehydes and ketones by simple reactions with hydroxylamine. Thus, an extensive library oximes is available different structural electronic variations essential for chemistry compounds complex features, unavailable phosphorous ligands, can be readily converted into active oxime a single derivatization step. Oxime complexes applied synthesizing diverse organic molecules thus versatile organotransition

Language: Английский

Postharvest biocontrol ability and antagonistic mechanism of Bacillus altitudins h217 against Penicillium digitatum in citrus DOI
Yongqing Lu,

Shuqi Liu,

Yuqing Wang

et al.

Postharvest Biology and Technology, Journal Year: 2024, Volume and Issue: 212, P. 112911 - 112911

Published: March 26, 2024

Language: Английский

Citations

9
Novel Pyrazole-4-Carboxamide Derivatives Containing Oxime Ether Group as Potential SDHIs to Control Rhizoctonia solani DOI
Bo Luo,

Yuerui Wu,

Xinran Ren

et al.

Journal of Agricultural and Food Chemistry, Journal Year: 2024, Volume and Issue: 72(17), P. 9599 - 9610

Published: April 22, 2024

In the search for novel succinate dehydrogenase inhibitor (SDHI) fungicides to control Rhizoctonia solani, thirty-five pyrazole-4-carboxamides bearing either an oxime ether or ester group were designed and prepared based on strategy of molecular hybridization, their antifungal activities against five plant pathogenic fungi also investigated. The results indicated that majority compounds containing demonstrated outstanding in vitro activity R. some displayed pronounced Sclerotinia sclerotiorum Botrytis cinerea. Particularly, compound 5e exhibited most promising solani with EC50 value 0.039 μg/mL, which was about 20-fold better than boscalid (EC50 = 0.799 μg/mL) 4-fold more potent fluxapyroxad 0.131 μg/mL). Moreover, detached leaf assay showed could suppress growth rice leaves significant protective efficacies (86.8%) at 100 superior (68.1%) (80.6%), indicating application prospects. addition, (SDH) enzymatic inhibition revealed generated remarkable SDH (IC50 2.04 μM), obviously those 7.92 μM) 6.15 μM). Furthermore, SEM analysis caused a disruption characteristic structure morphology hyphae, resulting damage. docking fit into identical binding pocket through hydrogen bond interactions as well fluxapyroxad, they had similar mechanism. density functional theory electrostatic potential calculations provided useful information regarding electron distribution transfer, contributed understanding structural features mechanism lead compound. These findings suggested be candidate SDHI warranting further investigation.

Language: Английский

Citations

5
Interaction of Hydrazonophenylacetaldehyde Oxime with Acetone: Nitrone versus Oxime DOI
Elizaveta V. Panova, Damir A. Safin

ChemistrySelect, Journal Year: 2024, Volume and Issue: 9(36)

Published: Sept. 1, 2024

Abstract Detailed experimental and computational studies of the nitrone 3,3‐dimethyl‐6‐phenyl‐2,3‐dihydro‐1,2,4‐triazin‐4‐oxide ( 2 ), which is a cyclized product an open‐chain isomer 2‐phenyl‐2‐(propan‐2‐ylidenehydrazono)acetaldehyde oxime 1 are reported. The isolated compound was characterized by elemental analysis, powder X‐ray diffraction, IR UV‐vis spectroscopy, spectrofluorometry. Electronic properties were elucidated DFT‐based calculations in water, revealed that both compounds pronounced electrophiles. ADMET predicted using SwissADME, includes BOILED‐Egg method, ProTox‐II online tools. Using molecular docking approach, discussed also to actively interact with all studied herein SARS‐CoV‐2 proteins. most activity for established Nonstructural protein 14 (Nsp14_N7‐MTase). Complex Nsp14_N7‐MTase‐ calculated ligand efficiency scores being close Hit.

Language: Английский

Citations

5
Cobalt-Catalyzed Three-Component Assembling of Aromatic Oximes with Substituted Dienes and Formaldehyde DOI

Priyambada Prusty,

Masilamani Jeganmohan

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(76), P. 10540 - 10543

Published: Jan. 1, 2024

A cobalt-catalyzed three-component assembly of substituted aryl oximes with dienes and formaldehyde

Language: Английский

Citations

4
Oxime chemistry in crop protection DOI
Clemens Lamberth

Pest Management Science, Journal Year: 2024, Volume and Issue: 80(9), P. 4163 - 4174

Published: May 28, 2024

Abstract An overview is given on the significance of oxime moiety in crop protection chemistry. This review focuses two most important aspects agrochemical oximes, which are occurrence and role groups compounds with herbicidal, fungicidal insecticidal activity, as well application derivatives intermediates synthesis agents not bearing any function. Especially noteworthy fact, that agrochemicals, oximes can be cyclized to isooxazoline, isoxazole, oxadiazole, oxazine, pyrrole, isothiazole imidazole rings. © 2024 Society Chemical Industry.

Language: Английский

Citations

3
Design, synthesis, biological evaluation and molecular docking of novel isatin-oxime ether derivatives as potential IDH1 inhibitors DOI

Kangning Wei,

Kaige Guo,

Tao Ye

et al.

Molecular Diversity, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 2, 2025

Language: Английский

Citations

0
Discovery and proof-of-concept study of a novel highly selective sigma-1 receptor agonist for antipsychotic drug development DOI Creative Commons

Wanyu Tang,

Zhiyuan Ma, Bang Li

et al.

Acta Pharmaceutica Sinica B, Journal Year: 2025, Volume and Issue: unknown

Published: May 1, 2025

Language: Английский

Citations

0
Design, synthesis and antifungal evaluation of low bee‐toxicity coumarin oxime derivatives DOI

Hanxiao Yuan,

Yanyan Qu,

Yining Liu

et al.

Pest Management Science, Journal Year: 2025, Volume and Issue: unknown

Published: May 20, 2025

Structural modification of natural products is one the most effective approaches for discovering new agrochemical compounds. Coumarin, a product, widely found in higher plants from Brassicaceae, Umbelliferae, Leguminosae, and Orchidaceae families. Coumarin its derivatives exhibit wide range biological activities. Based on our previous research, series novel coumarin oxime were designed synthesized. The preliminary mechanism action bee toxicity highly active compound also investigated. Most target compounds exhibited good antifungal Compound 5k demonstrated moderate to strong broad-spectrum activities against all seven tested pathogenic fungi. Notably, it showed satisfactory activity Rhizoctonia solani (median concentration = 3.29 μg/mL), surpassing performance commercial fungicide osthole. In addition, protective curative effects rice sheath blight at 200 μg/mL 82.1% 91.4% detached leaves, 82.5% 72.5% potted plants, respectively, outperforming Preliminary mechanistic studies suggested that could alter mycelial morphology increase catalase activity, promoting antioxidant free radical scavenging functions activate plant's defense system. Furthermore, median lethal dose was exceed μg/bee based an acute contact test conducted honeybees. This study demonstrates derivatives, with their structures, simple synthesis, excellent low toxicity, have potential become practical fungicides plant protection, offering broad application prospects. © 2025 Society Chemical Industry.

Language: Английский

Citations

0
Oxime‐Ether Group Transfer to Unpolarized C(sp3)─H Bonds via Light‐Induced HAT Catalysis DOI
Jayanta Dey, Nayan Banerjee, Joyram Guin

et al.

Chemistry - An Asian Journal, Journal Year: 2025, Volume and Issue: unknown

Published: May 29, 2025

Abstract In this study, we demonstrate an effective method for the direct conversion of alkane chemical feedstocks to valuable oxime‐ethers through functionalization unpolarized C(sp 3 )─H bonds using light‐induced HAT‐catalysis. The process operates at room temperature, utilizing low catalyst loading (ppm level) and a reduced substrate‐to‐reagent ratio. Notably, reaction can also be performed in sunlight, which makes further attractive toward sustainable synthesis functionalized oxime‐ethers. displays broad substrate scope, rendering desired products with up 90% yields. is shown scalable. Through series mechanistic control studies, radical pathway featuring HAT‐induced C─H implicated process.

Language: Английский

Citations

0
Chemoselective Synthesis of α-Tertiary Hydroxy Oximes via Photochemical 1,3-Boronate Rearrangement DOI

Ruijing Cai,

Peng Zou, Yixin Zhang

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(37), P. 7795 - 7799

Published: Sept. 9, 2024

Tertiary alcohols with adjacent nucleophilic labile groups are prevalent in bioactive molecules but challenging to synthesize. Herein we introduce a direct, protecting group-free method access α-tertiary hydroxy oximes via photochemical 1,3-boronate rearrangement. This reaction delivers high yields (up 94%) using readily available boronic acids, is scalable gram quantities, and allows for further derivatization other nitrogen-containing molecules.

Language: Английский

Citations

1