Design, synthesis, antimicrobial, anti-inflammatory, and analgesic activity of novel dihydrobenzo furo[3,2-e]isoxazolo[4,5-b]azepin-5(5aH)-ones

Rajanarendar, E.; Reddy, K. Govardhan; Krishna, S. Rama; Boyapati, Shireesha; Reddy, Y. V. R.; Rajam, Manchikatla Venkat

doi:10.1007/s00044-013-0598-0

Cited by 17 publications

(7 citation statements)

References 13 publications

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“…The antifungal activity data ( Table 1 ) revealed that compounds 115 and 116 exhibited high antifungal activity by inhibiting the growth of fungi to a remarkable extent compared to standard drug fluconazole, which may be due to methyl methoxy substituents on the benzene ring. However, the degree of spore germination inhibition varied with the test compound and the fungi under investigation [ 138 ].…”

Section: Synthetic Methods For Highly Active Compounds Against Fox Speciesmentioning

confidence: 99%

A Compendium of the Most Promising Synthesized Organic Compounds against Several Fusarium oxysporum Species: Synthesis, Antifungal Activity, and Perspectives

2021

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Vascular wilt caused by F. oxysporum (FOX) is one of the main limitations of producing several agricultural products worldwide, causing economic losses between 40% and 100%. Various methods have been developed to control this phytopathogen, such as the cultural, biological, and chemical controls, the latter being the most widely used in the agricultural sector. The treatment of this fungus through systemic fungicides, although practical, brings problems because the agrochemical agents used have shown mutagenic effects on the fungus, increasing the pathogen’s resistance. The design and the synthesis of novel synthetic antifungal agents used against FOX have been broadly studied in recent years. This review article presents a compendium of the synthetic methodologies during the last ten years as promissory, which can be used to afford novel and potential agrochemical agents. The revision is addressed from the structural core of the most active synthetic compounds against FOX. The synthetic methodologies implemented strategies based on cyclo condensation reactions, radical cyclization, electrocyclic closures, and carbon–carbon couplings by metal–organic catalysis. This revision contributes significantly to the organic chemistry, supplying novel alternatives for the use of more effective agrochemical agents against F. oxysporum.

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Section: Synthetic Methods For Highly Active Compounds Against Fox Speciesmentioning

confidence: 99%

A Compendium of the Most Promising Synthesized Organic Compounds against Several Fusarium oxysporum Species: Synthesis, Antifungal Activity, and Perspectives

2021

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“…The structure was solved by direct method Shelxs97 and refined by full-matrix least-squares against F 2 using Shelxl97 software. Sulfonylphthalide 1 , o -hydroxychalcone 2 , o -hydroxynitrostyrylisoxazole 5 , and o -hydroxystyrylisoxazole without a nitro group were prepared by literature methods. The identity and purity of substrates 1 , 2 , and 5 were in general confirmed by comparison of their physical and spectroscopic data with those reported in the literature.…”

Section: Methodsmentioning

confidence: 99%

Synthesis of Spiro- and Fused Heterocycles via (4+4) Annulation of Sulfonylphthalide with o-Hydroxystyrenyl Derivatives

et al. 2019

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An expedient one-pot protocol for the synthesis of functionalized benzofuran containing fused and spiro-heterocycles has been accomplished by the modified Hauser–Kraus (HK) annulation of sulfonylphthalide with o-hydroxychalcones and o-hydroxynitrostyrylisoxazoles. The multicascade process involves Michael addition, Dieckmann cyclization, and a series of cyclizations, eliminations, and rearrangements to deliver the fused and spiro-heterocyclic products. An unusual transformation of fused indenofuran to naphthoquinone, the classical HK adduct, unraveled a novel pathway for the synthesis unsymmetrical naphthoquinones.

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“…Benzofuran is known to possess important biological properties and potential applications 14 . Natural and synthetic compounds containing benzofuran fragment displaying a broad range of biological activities such as antimicrobials, anti-inflammatory and analgesic 15 , anticancer 16 , antioxidant agents 17 , antitumor 18 , antitubercular 19,20 and anti-inflammatory 21 . 1The literature survey approaching to synthesis of benzofuran linked with tetralone moiety indicate the lack of reference available.…”

Section: Research Articlementioning

confidence: 99%

Synthesis and Bioevaluation Study of Benzofuran Linked Tetralones as Antimitotic Agent

2018

Chem Sci Trans

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A series of new benzofuran linked tetralones (5a-h) have been prepared by chalcone route of Claisen-Schmidt condensation reaction in the presence of sodium hydroxide, 1-(benzofuran-6-yl)ethanone (1) reacts with substituted benzaldehyde (2a-h) followed by cyclopropanation of 1-(benzofuran-6-yl)-3-phenylprop-2-en-1-one (3a-h) with trimethylsulfoxonium iodide (TMSOI) in the presence of sodium hydride and Friedel-Craft's intramolecular cyclization reaction of benzofuran-6-yl(2-phenylcyclopropyl)methanone (4a-h) in the presence of anhyd. stannic chloride and acetic anhydride. The target molecules were characterized by spectral and elemental analysis and also screened for their antimitotic activity by onion root method. Taken together, our results indicated that among the entire synthesized analogues, the two new compounds 5e and 5f bearing electron donating methoxy group on para and 3,4,5-position of the phenyl moiety respectively exhibits even good antimitotic activity than other compounds.

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Design, synthesis, antimicrobial, anti-inflammatory, and analgesic activity of novel dihydrobenzo furo[3,2-e]isoxazolo[4,5-b]azepin-5(5aH)-ones

Cited by 17 publications

References 13 publications

A Compendium of the Most Promising Synthesized Organic Compounds against Several Fusarium oxysporum Species: Synthesis, Antifungal Activity, and Perspectives

A Compendium of the Most Promising Synthesized Organic Compounds against Several Fusarium oxysporum Species: Synthesis, Antifungal Activity, and Perspectives

Synthesis of Spiro- and Fused Heterocycles via (4+4) Annulation of Sulfonylphthalide with o-Hydroxystyrenyl Derivatives

Synthesis and Bioevaluation Study of Benzofuran Linked Tetralones as Antimitotic Agent

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