Synthesis of novel amide functionalized 2H-chromene derivatives by Ritter amidation of primary alcohol using HBF4·OEt2 as a mild and versatile reagent and evaluation of their antimicrobial and anti-biofilm activities

Reddy, K. Suresh Kumar; Poornachandra, Y.; Dev, G. Jitender; Mallareddy, G.; Nanubolu, Jagadeesh Babu; Kumar, C. Ganesh; Narsaiah, B.

doi:10.1016/j.bmcl.2015.05.041

Cited by 15 publications

(3 citation statements)

References 42 publications

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“…An end to the first-order degradation of CAP 63 days after application provides additional evidence to support the conclusion that the degradation of CAP in soil is biologically mediated. Some amide-containing heterocyclic compounds have shown antimicrobial activity; however, CAP was not observed to negatively impact the microbial population in soil microcosms at an application rate double that used in this experiment. ,, While differences in local community structures and soil properties could theoretically lead to enhanced toxicity of CAP and its degradates to soil microorganisms, cessation of degradation was likely caused by depletion of available micronutrients, such as nitrogen and phosphorus, resulting in the death or dormancy of the microbial population responsible for the degradation of CAP. Nutrient depletion (i.e., ammonium) from unfertilized rice field soil microcosms was observed after 70 days of incubation, consistent with the 84 day (total incubation time) period to potential depletion in our microcosms .…”

Section: Resultsmentioning

confidence: 71%

Influence of Flooding, Salinization, and Soil Properties on Degradation of Chlorantraniliprole in California Rice Field Soils

Redman

Parikh

Hengel

et al. 2019

J. Agric. Food Chem.

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Chlorantraniliprole (3-bromo-N-[4-chloro-2-methyl-6-(methylcarbamoyl)phenyl]-1-(3-chloro-2-pyridine-2-yl)-1H-pyrazole-5-carboxamide; CAP) was granted supplemental registration for use in rice cultivation in California through December, 2018. Previous work investigated the partitioning of CAP in California rice field soils; however, its degradation in soils under conditions relevant to California rice culture has not been investigated. The degradation of CAP in soils from two California rice fields was examined under aerobic and anaerobic conditions with varying salinity via microcosm experiments. Results indicate that soil properties governing bioavailability may have a greater influence on degradation than flooding practices or field salinization over a typical growing season. Differences between native and autoclaved soils (t 1/2 = 59.0–100.2 and 78.5–171.7 days) suggest that biological processes were primarily responsible for CAP degradation; however, future work should be done to confirm specific biotic processes as well as to elucidate abiotic processes, such as degradation via manganese oxides and formation of nonextractable residues, which may contribute to its dissipation.

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Section: Resultsmentioning

confidence: 71%

Influence of Flooding, Salinization, and Soil Properties on Degradation of Chlorantraniliprole in California Rice Field Soils

Redman

Parikh

Hengel

et al. 2019

J. Agric. Food Chem.

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“…Design, synthesis, and pharmacological activities of pyrazole ring has been enriched in last decades, which is a core structure in various pharmaceuticals for example, antiviral, antitumor, insecticidal, plant growth regulation, anti‐biofilm, anti‐inflammatory, analgesic, and antioxidant (Figure ) . On the other hand, thiophene structure was found in various natural products and is also incorporated in many pharmacologically active skeletons .…”

Section: Introductionmentioning

confidence: 99%

Synthesis of chromenone, pyrimidinone, thiazoline, and quinolone derivatives as prospective antitumor agents

El‐Helw

El‐Badawy

2020

Journal of Heterocyclic Chem

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Hydrazide‐hydrazone namely, 2‐cyano‐N′‐((1‐phenyl‐3‐[thiophen‐2‐yl]‐1H‐pyrazol‐4‐yl)methylene)acetohydrazide (3) underwent a series of reactions with some chemical reagents to construct new biologically active N‐heterocycles, for example, chromenone, benzochromenone, thiazoline, and quinolone derivatives. Treating the nitrile derivative 3 with 2,4‐dichlorobenzaldehyde and pyrazole aldehyde 1 afforded the corresponding condensed products. Some of the synthesized compounds were screened for their in vitro antitumor activities against two different human tumor cell lines including hepatocellular liver carcinoma (HepG2) and breast adenocarcinoma (MCF7) activities. Compound 3 was the most potent against the two tumors.

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“…, have been successfully developed by different companies . On the other hand, heterocycles with amide groups are reported as a class of compounds displaying extensive biological activities, such as anti-biofilm [14], herbicidal [15,16], anticancer [17], antifungal [18], antiproliferative [19], plant growth regulation [20] and so on. They represent an important class of natural and synthetic products and extremely versatile building blocks for the manufacture of bioactive compounds in pharmaceutical drug design and the agrochemical industry.…”

Section: Introductionmentioning

confidence: 99%

Design, Synthesis, DFT Study and Antifungal Activity of Pyrazolecarboxamide Derivatives

Shi

Yang

et al. 2016

Molecules

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A series of novel pyrazole amide derivatives were designed and synthesized by multi-step reactions from phenylhydrazine and ethyl 3-oxobutanoate as starting materials, and their structures were characterized by NMR, MS and elemental analysis. The antifungal activity of the title compounds was determined. The results indicated that some of title compounds exhibited moderate antifungal activity. Furthermore, DFT calculations were used to study the structure-activity relationships (SAR).

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Synthesis of novel amide functionalized 2H-chromene derivatives by Ritter amidation of primary alcohol using HBF4·OEt2 as a mild and versatile reagent and evaluation of their antimicrobial and anti-biofilm activities

Cited by 15 publications

References 42 publications

Influence of Flooding, Salinization, and Soil Properties on Degradation of Chlorantraniliprole in California Rice Field Soils

Influence of Flooding, Salinization, and Soil Properties on Degradation of Chlorantraniliprole in California Rice Field Soils

Synthesis of chromenone, pyrimidinone, thiazoline, and quinolone derivatives as prospective antitumor agents

Design, Synthesis, DFT Study and Antifungal Activity of Pyrazolecarboxamide Derivatives

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