A review on biological and medicinal impact of heterocyclic compounds

Results in Chemistry, Journal Year: 2022, Volume and Issue: 4, P. 100606 - 100606

Published: Jan. 1, 2022

Heterocyclic compounds have gained a lot of attention because their numerous significant medical and biological uses. Research interest on heterocyclic is rapidly increasing due to the extensive synthetic study functional utility. They are found in more than 90% novel drugs, span gap between biology chemistry, where so much scientific discovery application occurs. Heterocycles also play role different fields, inclusive medicinal biochemistry, others. Pharmaceuticals, agrochemicals, veterinary items main applications compounds. In our review, we cover majority bio-active heterocycles that recently been synthesized introduced new phase possible antifungal, anti-inflammatory, anti-bacterial, antiviral, antioxidant, anticonvulsant, anthelmintics, anthelmintic antipyretics, anti-allergic, anti-histamine, herbicidal, anticancer, antihypertensive anti-leprosy therapeutics.

Language: Английский

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Novel Pyrazole Acyl(thio)urea Derivatives Containing a Biphenyl Scaffold as Potential Succinate Dehydrogenase Inhibitors: Design, Synthesis, Fungicidal Activity, and SAR

Journal of Agricultural and Food Chemistry, Journal Year: 2024, Volume and Issue: 72(5), P. 2512 - 2525

Published: Jan. 29, 2024

As part of a program to discover novel succinate dehydrogenase inhibitor fungicides, series new pyrazole acyl(thio)urea compounds containing diphenyl motif were designed and synthesized. Their structures confirmed by

Language: Английский

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Design, Synthesis, and Biological Activity of Novel Fungicides Containing a 1,2,3,4-Tetrahydroquinoline Scaffold and Acting as Laccase Inhibitors

Journal of Agricultural and Food Chemistry, Journal Year: 2022, Volume and Issue: 70(6), P. 1776 - 1787

Published: Feb. 7, 2022

Laccase is a novel target for fungicides. We previously developed new fungicide, 4-chlorocinnamaldehyde thiosemicarbazide (PMDD-5Y), as laccase inhibitor. The introduction of active groups natural products into the framework pesticide molecular structure an effective method discovering lead compounds, and it has applications in discovery pesticides. In this work, PMDD-5Y was selected compound, we designed synthesized series sulfonyl hydrazide derivatives containing product scaffold 1,2,3,4-tetrahydroquinoline. compounds had antifungal activities against several fungi, especially Valsa mali Sclerotinia sclerotiorum. One compound (4bl) displayed very good vitro activity S. sclerotiorum V. mali, with EC50 values 3.32 2.78 μg/mL, respectively. results enzyme assay showed that 4bh best inhibitory laccase, value 14.85 μg/mL. This more than positive control cysteine. Using docking method, studied binding mode title laccase. structural features these inhibitors fungicides will advance research impact field potent to diseases agriculture.

Language: Английский

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New Isoxazoline Cyclopropyl-Picolinamide Derivatives as Potential Insecticides

Journal of Agricultural and Food Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: March 7, 2025

Isoxazoline insecticides exhibit broad-spectrum insecticidal activity against insect pests. However, the high toxicity to honeybees limits their application in pest management. To explore reducing of isoxazoline derivatives bees, a series new cyclopropyl-picolinamide were designed and synthesized. Bioassays revealed that FSA37 showed excellent Plutella xylostella, Spodoptera litura, exigua, with LC50 values 0.077, 0.104, 0.198 mg/L, respectively. These results surpass those fluxametamide, which displayed 0.605, 0.853, 1.254 mg/L. Furthermore, exhibited notable Solenopsis invicta. Importantly, bee studies indicated possesses significantly lower acute oral compared fluralaner fluxametamide. Quantum chemical calculations molecular docking suggest fragment may be crucial for both biological safety nontarget organisms. In conclusion, represents promising candidate highly effective environmentally friendly insecticide.

Language: Английский

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Novel Dioxolane Ring Compounds for the Management of Phytopathogen Diseases as Ergosterol Biosynthesis Inhibitors: Synthesis, Biological Activities, and Molecular Docking

Journal of Agricultural and Food Chemistry, Journal Year: 2022, Volume and Issue: 70(14), P. 4303 - 4315

Published: March 31, 2022

Thirty novel dioxolane ring compounds were designed and synthesized. Their chemical structures confirmed by 1H NMR, HRMS, single crystal X-ray diffraction analysis. Bioassays indicated that these derivatives exhibited excellent fungicidal activity against Rhizoctonia solani, Pyricularia oryae, Botrytis cinerea, Colletotrichum gloeosporioides, Fusarium oxysporum, Physalospora piricola, Cercospora arachidicola herbicidal lettuce (Lactuca sativa), bentgrass (Agrostis stolonifera), duckweed (Lemna pausicostata). Among compounds, 1-((2-(4-chlorophenyl)-5-methyl-1,3-dioxan-2-yl)methyl)-1H-1,2,4-triazole (D17), 1-(((4R)-2-(4-chlorophenyl)-4-methyl-1,3-dioxolan-2-yl)methyl)-1H-1,2,4-triazole (D20), 1-((5-methyl-2-(4-(trifluoromethyl)phenyl)-1,3-dioxan-2-yl)methyl)-1H-1,2,4-triazole (D22), 1-((2-(4-fluorophenyl)-1,3-dioxolan-2-yl)methyl)-1H-1,2,4-triazole (D26) had broad spectrum activity. The IC50 values 20.5 ± 9.0, 14.2 6.7, 24.0 11.0, 8.7 3.5, 8.0 3.1 μM for D17, D20, D22, D26 the positive control difenoconazole, respectively. EC50 7.31 0.67, 9.74 0.83, 17.32 1.23, 11.96 0.98, 8.93 0.91 mg/L difenoconazole plant pathogen R. Germination experiments with Arabidopsis seeds target of in plants is brassinosteroid biosynthesis. Molecular simulation docking results compound fungal CYP51 P450 they both inhibit this enzyme involved ergosterol structure-activity relationships (SAR) are discussed substituent effect, molecular docking, density functional theory analysis, which provided useful information designing more active compounds.

Language: Английский

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Synthesis, Antifungal Activity, and 3D-QASR of Novel 1,2,3,4-Tetrahydroquinoline Derivatives Containing a Pyrimidine Ether Scaffold as Chitin Synthase Inhibitors

Journal of Agricultural and Food Chemistry, Journal Year: 2022, Volume and Issue: 70(30), P. 9262 - 9275

Published: July 21, 2022

The introduction of active groups natural products into the framework pesticide molecules is an effective approach for discovering lead compounds, and thus has been widely used in development new agrochemicals. In this work, a novel series 1,2,3,4-tetrahydroquinoline derivatives containing pyrimidine ether scaffold were designed synthesized by substructure splicing method. compounds showed good antifungal activities against several fungi. Especially, compound 4fh displayed excellent vitro activity Valsa mali Sclerotinia sclerotiorum with EC50 values 0.71 2.47 μg/mL, respectively. had slightly stronger inhibitory (68.08% at 50 μM) chitin synthase (CHS) than that polyoxin D (63.84% exhibited obvious curative protective effects on S. sclerotiorumin vivo. Thus, can be considered as candidate fungicide inhibitor. An accurate reliable three-dimensional quantitative structure-activity relationship (3D-QSAR) model presented useful direction further excogitation more highly fungicides. Molecular docking revealed conventional hydrogen bond mainly affected binding affinity synthase. present results will provide guidance to discover potential CHS-based fungicides plant disease control agriculture.

Language: Английский

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Exploring protein tyrosine phosphatases (PTP) and PTP-1B inhibitors in management of diabetes mellitus

Biomedicine & Pharmacotherapy, Journal Year: 2022, Volume and Issue: 153, P. 113405 - 113405

Published: July 14, 2022

Type 2 diabetes mellitus (T2D) is a metabolic disorder that knows no boundaries and spread across the globe. It one of most widely disorder, which has now been described as 'lifestyle' disease. According to recent study conducted by International Diabetes Federation, number diabetic patients will rise from 463 million 700 year 2045. Conventional therapies often fail define clear parameters did not provide early detection in case pre-diabetes. Due limitations associated with these therapies, inclination research focused on developing methods or exploring pathways can overcome hurdles. Considering factors, protein tyrosine phosphatase considered promising molecular level legitimate therapeutic target known negatively regulate leptin insulin signaling pathways. shown be effective management various vitro vivo studies. Various PTP-1B inhibitors have studied had results complications well. These act increasing sensitivity inhibiting mediated pathway. In this article we review underlying mechanism its PTP 1-B for further throw some light challenges development inhibitors.

Language: Английский

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Impact of cyclic-mild-drought stress on the metabolism of Mentha spicata L.: A strategy to improve quality traits

Industrial Crops and Products, Journal Year: 2024, Volume and Issue: 210, P. 118129 - 118129

Published: Jan. 31, 2024

Studying the impact of mild drought stress on plant productivity and product quality is essential in context climate change dwindling water resources. Moreover, understanding how affects plants crucial for sustainable agriculture, since it can potentially lead to development more efficient irrigation techniques, which, turn, could enhance resilience agricultural systems, improve crop reduce environmental impacts. In this contest, study reports physiological metabolic responses spearmint (Mentha spicata L.) cyclic-mild-drought stress. The research aimed understand adapt conditions whether nutraceutical sensory characteristics be enhanced by managing supply. Cyclic-mild-drought affected various parameters [i.e. stomatal conductance, net photosynthesis, leaf temperature osmolality] but did not biomass photosynthetic machinery. Changes cation anion concentration were related observed changes osmolality, suggesting that accumulation organic compounds such as amino acids, sugars, phenolic acids mainly drove osmotic adjustment. Finally, comparison between leaves' volatile profile stressed unstressed revealed significantly increased carvone, most representative industrially important molecule produced spearmint. Overall, study's novelty provide insights into plants' stress, highlighting potential strategies, after verification open fields, modulating

Language: Английский

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Design, Synthesis, Herbicidal Activity, and Molecular Docking Study of 2-Thioether-5-(Thienyl/Pyridyl)-1,3,4-Oxadiazoles as Potent Transketolase Inhibitors

Journal of Agricultural and Food Chemistry, Journal Year: 2022, Volume and Issue: 70(8), P. 2510 - 2519

Published: Feb. 17, 2022

Transketolase (TK) has been regarded as a new target for the development of novel herbicides. In this study, series 2-thioether-5-(thienyl/pyridyl)-1,3,4-oxadiazoles were designed and synthesized based on TK target. The preliminary bioassay results indicated that compounds 4l 4m displayed best herbicidal activities against Amaranthus retroflexus (AR) Digitaria sanguinalis (DS), with inhibition exceeding 90% at 100-200 mg/L in vitro. Moreover, they also higher postemergence (90% control) AR DS than all positive controls 45-90 g [active ingredient (ai)]/ha greenhouse. Notably, showed broad spectrum weed control 90 ai/ha. More significantly, compound exhibited good crop selectivity maize Both fluorescent binding experiments molecular docking analyses strong inhibitory superior affinities others. Preliminary mechanism studies suggested might exert their effects by occupying active cavity At forming more interactions amino acids site. Taken together, these was potential herbicide candidate fields targeting TK.

Language: Английский

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Design, Synthesis, and Herbicidal Activity of Pyrazole Amide Derivatives as Potential Transketolase Inhibitors

Journal of Agricultural and Food Chemistry, Journal Year: 2024, Volume and Issue: 72(7), P. 3334 - 3341

Published: Feb. 12, 2024

The design and synthesis of new herbicidal active compounds based on a target are great significance for the development herbicides. Transketolase (TK) plays key role in Calvin cycle plant photosynthesis has been confirmed as potential candidate to develop discover To obtain with ultraefficient targeting TK, series pyrazole amide derivatives were designed synthesized through structural optimization lead compound 4u TK target. bioassay results showed that 6ba 6bj displayed highly inhibitory effect root inhibition about 90% against Digitaria sanguinalis (DS) 80% Amaranthus retroflexus (AR) Setaria viridis (SV) by small cup method, which was better than positive control mesotrione nicosulfuron. Furthermore, exhibited an excellent (against DS) over SV) at dosage 150 g ingredient/ha foliar spray method. enzyme activity test consistent activities. Also, molecular docking analysis went deep into cavity bound strong interaction, might act TK. Above all, promising herbicide Hence, they could be developed more efficient herbicides further optimization.

Language: Английский

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