Synthesis of Furo‐salicylanilides and Their Heterocyclic Derivatives with Anticipated Molluscicidal Activity

Hassan, Ghada S.; Hegazy, Gehan H.; Safwat, H. M.

doi:10.1002/ardp.200600020

Cited by 16 publications

(5 citation statements)

References 13 publications

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“…Alternatively, mono bromo derivative 3b was obtained by brominating of the furochromone 1 in glacial acetic acid followed by oxidative cleavage of 9-bromofurochromone 4 with hydrogen peroxide in alkaline medium (Chart 1). Furosalicylanilides 6a-n were prepared from their corresponding furosalicylic acids 3a-c by reaction with the appropriate aromatic amines in chlorobenzene using phosphorus trichloride as a condensing agent [20][21][22] (Chart 2). Furobenzoxazines 8a-f were obtained from the corresponding anilides by reaction with ethyl chloroformate and subsequent cyclization of the resultant esters 7a-f with sodium ethoxide in ethanol (Chart 2).…”

Section: Resultsmentioning

confidence: 99%

Synthesis and Anti-inflammatory Activity of Some Benzofuran and Benzopyran-4-one Derivatives

Ragab¹,

Eid²,

Hassan³

et al. 2012

CHEMICAL & PHARMACEUTICAL BULLETIN

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New series of furosalicylic acids 3a-c, furosalicylanilides 6a-n, furobenzoxazines 8a-f, 1-benzofuran-3-arylprop-2-en-1-ones 12a,b, 6-(aryl-3-oxoprop-1-enyl)-4H-chromen-4-ones 16a-c and 6-[6-aryl-2-thioxo-2,5-dihydropyrimidin-4-yl]-4H-chromen-4-ones 17a-c were synthesized. Anti-inflammatory activity evaluation was performed using carrageenan-induced paw edema model in rats and prostaglandin E 2 (PGE 2 ) synthesis inhibition activity. Some of the tested compounds revealed comparable activity with less ulcerogenic effect than Diclofenac at a dose 100 mg/kg. All the synthesized compounds were docked on the active site of cyclooxygenase-2 (COX-2) enzyme and most of them showed good interactions with the amino acids of the active site comparable to the interactions exhibited by Diclofenac.

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Section: Resultsmentioning

confidence: 99%

Synthesis and Anti-inflammatory Activity of Some Benzofuran and Benzopyran-4-one Derivatives

Ragab¹,

Eid²,

Hassan³

et al. 2012

CHEMICAL & PHARMACEUTICAL BULLETIN

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“…Giri et al found that 1-aryl-1-(substituted benzofur-2-yl)-2-benzylcarbinols ( 90 , Table 1 ) and 1-aryl-1-(substituted benzofur-2-yl)-2-phenylethylenes ( 91 , Table 1 ) exhibited moderate activity against Lymnea acuminata snails (Giri and Mishra 1984a , b ). Hassan et al developed furo-salicylanilides for the control of B. alexandrina snails (Hassan et al 2006 ). Compounds 92b and 92d showed lower molar concentration than that of Bayluscicide.…”

Section: Development Of Chemical Molluscicidesmentioning

confidence: 99%

Molluscicides against the snail-intermediate host of Schistosoma: a review

et al. 2021

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Schistosomiasis, a neglected tropical disease (NTD), is one of the most prevalent parasitoses in the World. Certain freshwater snail species are the intermediate host in the life cycle of schistosome species. Controlling snails employing molluscicides is an effective, quick, and convenient intervention strategy to prevent the spread of Schistosoma species in endemic regions. Advances have been made in developing both synthetic molluscicides and molluscicides derived from plants. However, at present, the development of molluscicides is not adapted to the actual demand for snails and schistosoma controlling. We undertake a systematic review of exploitation and application of synthetic molluscicides and molluscicides derived from plants to combat intermediate host snails. The detailed molluscicidal activity, structure–activity relationship, structural feature, and possible mechanism of some molluscicides are also highlighted, which may afford an important reference for the design of new, more effective molluscicides with low environmental impact and realize the aim of controlling schistosome at transmission stages. Supplementary Information The online version contains supplementary material available at 10.1007/s00436-021-07288-4.

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“…Salicylanilides are an important class of aromatic compounds with a wide range of pharmacological activities. A number of them show anti-bacterial [ 1 , 2 , 3 , 4 ], anti-mycobacterial [ 5 , 6 ], anti-fungal [ 5 , 7 ] and anti-protozoal/molluscicidal [ 8 ] as well as anti-inflammatory [ 9 , 10 ] or anti-neoplastic activities [ 11 , 12 , 13 ]. Recently, a number of organic carbamates have been found to be potential anti-bacterial, anti-mycobacterial and anti-viral agents [ 14 , 15 ].…”

Section: Introductionmentioning

confidence: 99%

Investigating the Spectrum of Biological Activity of Ring-Substituted Salicylanilides and Carbamoylphenylcarbamates

et al. 2010

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In this study, a series of twelve ring-substituted salicylanilides and carbamoylphenylcarbamates were prepared and characterized. The compounds were analyzed using RP-HPLC to determine lipophilicity. They were tested for their activity related to the inhibition of photosynthetic electron transport (PET) in spinach (Spinacia oleracea L.) chloroplasts. Moreover, their site of action in the photosynthetic apparatus was determined. Primary in vitro screening of the synthesized compounds was also performed against mycobacterial, bacterial and fungal strains. Several compounds showed biological activity comparable with or higher than the standards 3-(3,4-dichlorophenyl)-1,1-dimethylurea, isoniazid, penicillin G, ciprofloxacin or fluconazole. The most active compounds showed minimal anti-proliferative activity against human cells in culture, indicating they would have low cytotoxicity. For all compounds, the relationships between lipophilicity and the chemical structure are discussed.

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Synthesis of Furo‐salicylanilides and Their Heterocyclic Derivatives with Anticipated Molluscicidal Activity

Cited by 16 publications

References 13 publications

Synthesis and Anti-inflammatory Activity of Some Benzofuran and Benzopyran-4-one Derivatives

Synthesis and Anti-inflammatory Activity of Some Benzofuran and Benzopyran-4-one Derivatives

Molluscicides against the snail-intermediate host of Schistosoma: a review

Investigating the Spectrum of Biological Activity of Ring-Substituted Salicylanilides and Carbamoylphenylcarbamates

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