Effects of Enantiomerism on Fungicidal and Insecticidal Activities of (α-Methoxybenzyl)isoxazoles

Kai, Hiroyuki; Ichiba, Tsuneo; Tomida, Minoru; Nakai, Hiroshi; Morita, Koichi

doi:10.1584/jpestics.25.267

Cited by 5 publications

(3 citation statements)

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“…19 Triazole glycosides are also present in the structures of various antiviral drugs such as Ribavirin and β-D-ribofuranosyl-1,2,4-triazole-3-carboxamide. 20 Isoxazole derivatives are pertinent class of bioactive Srinivas and Rao: Synthesis and Anticancer Activity ... molecules, which express glaring activities such as protein tyrosinephosphatase 1 inhibitors, 21 antiviral, 22 antihelmintic, 23 antiinflammatory, 24 anticonvulsant, 25 insecticidal, 26 antitubercular, 27 immunomodulatory, 28 and hypolipermic. 29 Moreover pyrazoles and their derivatives could be considered as possible antimicrobial agents, 30 activities of the other derivatives include antidepressant, 31 antiarthritic 32 and cerebroprotectors.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Anticancer Activity of Triazole Linked Macrocycles and Heterocycles

Srinivas

Rao

2021

ACSi

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Synthesis of macrocylic enones starting from alkyl ether and triazole as a linker was achieved using click reaction and intramolecular aldol condensation. The newly synthesized macrocyclic enone was successfully utilized as a dipolarophile in 1,3-dipolar cycloaddition. The dipoles generated from hydrazine hydrochloride, hydroxylamine and guanidine hydrochloride were reacted with macrocyclic enone to give a new class of spiro aminopyrimidines, phenyl pyrazoles and isoxazoles grafted macrocycles in good yield. The structures of newly synthesized compounds were confirmed with IR, NMR and mass spectroscopy and evaluated for their anti cancer activity.

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Section: Introductionmentioning

confidence: 99%

Synthesis and Anticancer Activity of Triazole Linked Macrocycles and Heterocycles

Srinivas

Rao

2021

ACSi

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“…25 Moreover, isoxazole derivatives are an important class of bio active molecules, which exhibit significant activities, such as anti fungal. 26 The cardinal derivatives include such having antidepressant activity, hampering proteinekinase, 27 possessing antiviral, 28 antihelmintic, 29 anti inflammatory, 30 anticonvulsant, 31 insecticidal, 32 antitubercular, 33 immunomodulatory, 34 and hypolipermic activities. Additionally, derivatives of pyrazole are considered as feasible antimicrobial agents.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Biological Evaluation of Novel Pyrane Glycosides

Srinivas

Sunitha²,

Shamili

2020

ACSi

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A series of novel (5R)-5-((2S,3S)-3-((1-(4-chlorophenyl)-1H-1,2,3-triazol-4-yl)methoxy)-3,6-dihydro-2H-pyran-2-yl)-3-(4-fluorophenyl)-2,6-diphenyl-3,3a,5,6-tetrahydro-2H-pyrazolo[3,4-d]thiazoles 11a–g and (5R)-5-((2S,3S)-3-((1-(4-chlorophenyl)-1H-1,2,3-triazol-4-yl)methoxy)-3,6-dihydro-2H-pyran-2-yl)-3-(4-fluorophenyl)-6-phenyl-3,3a,5,6-tetrahydroisoxazolo[3,4-d]thiazoles 12a–g were synthesized by the reaction of chalcone derivatives of (R,Z)-2-((2S,3S)-3-((1-(4-chlorophenyl)-1H-1,2,3-triazol-4-yl)methoxy)-3,6-dihydro-2H-pyran-2-yl)-5-(4-fluorobenzylidene)-3-phenylthiazolidin-4-ones 10a–g with phenylhydrazine and hydroxylamine hydrochloride. The chemical structures of newly synthesized compounds were elucidated by IR, NMR, MS and elemental analysis. The compounds 11a–g and 12a–g were evaluated for their antibacterial activity and antifungal activity.

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“…Numerous thiazolidenone derivatives have shown significant bio activities such as antidiarrhoeal , anticonvulsant , antimicrobial , antidiabetic , antihistaminic , anticancer , anti HIV , Ca +2 channel blocker , PAF antagonist , cardioprotective , antiischemic , COX inhibitory , antiplatelet activating factor , non‐peptide thrombin receptor antagonist , tumor necrosis factor‐α antagonist , and nematicidal activities. Moreover, isoxazole derivatives are an important class of bio active molecules, which exhibit significant activities such as anti fungal , Aβ precursor protein , protein thyrosine phosphatase 1B inhibitors , antiviral , antihelmintics , anti inflammatory , anticonvulsant , insecticidal , antitubercular , immunomodulatory , and hypolipermics .…”

Section: Introductionmentioning

confidence: 99%

Synthesis and In Vitro Study of Hybrid Heterocyclic's as Potential Nematicidal Agents

Srinivas¹,

Sunitha²,

Karthik³

et al. 2017

Journal of Heterocyclic Chem

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A series of novel 5‐((3aR,5S,6S,6aR)‐6‐((1‐(4‐chlorophenyl)‐1H‐1,2,3‐triazol‐4‐yl)methoxy)‐2,2‐dimethyltetrahydrofuro[2,3‐d][1,3]dioxol‐5‐yl)‐3‐(4‐fluorophenyl)‐6‐phenyl‐3,3a,5,6‐tetrahydroisoxazolo[3,4‐d]thiazoles 10a–g were synthesized by the reaction of chalcone derivatives of 2‐((3aR,5S,6S,6aR)‐6‐((1‐(4‐chlorophenyl)‐1H‐1,2,3‐triazol‐4‐yl)methoxy)‐2,2‐dimethyltetrahydrofuro[2,3‐d][1,3]dioxol‐5‐yl)‐3‐phenylthiazolidin‐4‐one 9 with hydroxylamine hydrochloride. The chemical structures of newly synthesized compounds were elucidated by IR, NMR, MS, and elemental analysis. The compounds 10 a–g were evaluated for their nematicidal activity against Dietylenchus myceliophagus and Caenorhabditis elegans; compound 10e and 10f showed appreciable nematicidal activity. Further, the compounds 10a – g were screened for their antifungal activity against Candida albicans (ATCC 10231), Aspergillus fumigates (HIC 6094), Trichophyton rubrum (IFO 9185), and Trichopyton mentagrophytes (IFO 40996). The compounds 10b and 10f displayed notable antifungal activity against all the microorganisms employed. The activity of these compounds is almost equal to the standard. It is also interesting to note that the compounds 10b and 10f and 10g showed activity towards C. albicans at the concentration of 3.75 μM, which is less than the concentration of the standard Amphotericin B.

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Effects of Enantiomerism on Fungicidal and Insecticidal Activities of (α-Methoxybenzyl)isoxazoles

Cited by 5 publications

References 1 publication

Synthesis and Anticancer Activity of Triazole Linked Macrocycles and Heterocycles

Synthesis and Anticancer Activity of Triazole Linked Macrocycles and Heterocycles

Synthesis and Biological Evaluation of Novel Pyrane Glycosides

Synthesis and In Vitro Study of Hybrid Heterocyclic's as Potential Nematicidal Agents

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