Synthesis and antifungal activity of coumarins and angular furanocoumarins

Sardari, Soroush; Mori, Yoki; Horita, Kiyoshi; Micetich, Ronald G.; Nishibe, Sansei; Daneshtalab, Mohsen

doi:10.1016/s0968-0896(99)00138-8

Cited by 268 publications

(168 citation statements)

References 12 publications

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“…Sardari et al (1999) also observed similar results against Candida albicans. The addition of a methyl group at position C-6 to the aromatic nucleus of the coumarin core structure (compound 2) maintained the same antifungal activity against fungal species, but a methyl group at position C-7 (compound 14) resulted in diminished antifungal activity against Candida albicans.…”

Section: Resultssupporting

confidence: 64%

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Antifungal Activity of Coumarins

Montagner

Souza

Groposoa

et al. 2008

Zeitschrift Für Naturforschung C

109

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The antifungal activity of 40 coumarins was tested against the fungal strains: Candida albicans (ATCC 14053), Aspergillus fumigatus (ATCC 16913) and Fusarium solani (ATCC 36031), using the broth microdilution method. Osthenol showed the most effective antifungal activity among all the compounds tested, with a MIC value of 125 μg/ml for Fusarium solani and 250 μg/ml for Candida albicans and Aspergillus fumigatus. The antifungal potential of this prenylated coumarin can be related to the presence of an alkyl group at C-8 position.

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Section: Resultssupporting

confidence: 64%

“…In the same way the free hydroxy group at position C-7 suggests that those groups are required for good antifungal activity (Sardari et al, 1999).…”

Section: Resultsmentioning

confidence: 90%

Antifungal Activity of Coumarins

Montagner

Souza

Groposoa

et al. 2008

Zeitschrift Für Naturforschung C

109

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“…Coumarin and its derivatives have shown a diverse array of biological activities including antimicrobial [17], chemotherapeutic [18,19], anticoagulant [20] and antiinflammatory [21]. A number of both naturally occurring and synthetic coumarins including aminocoumarins [22,23], hydroxycoumarins [24,25], pyranocoumarins [26], and furanocoumarins [27] have been reported to have significant antimicrobial activity against a wide range of microbes. Following on from our previous work on a series of Ag(I) complexes of coumarin-3-carboxylates, which have proven antimicrobial activity and potential as effective biocides in hygienic coatings, a novel series of Ag(I) complexes of coumarin-4-carboxylates has been synthesised and screened for their antibacterial activity.…”

Section: Introductionmentioning

confidence: 99%

Isolation and characterisation of silver(I) complexes of substituted coumarin-4-carboxylates which are effective against Pseudomonas aeruginosa biofilms

et al. 2014

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a b s t r a c tA novel series of coumarin-4-carboxylate ligands (2a-2l), their Ag(I) complexes (3a-3l) together with a number of their phenanthroline adducts (4d, 4f and 4g) have been synthesised and characterised. The ligands were prepared by either acid or base hydrolysis of their corresponding esters or by demethylation of a methylated acid derivative. The esters (1a-1i) were synthesised by an aromatic electrophilic substitution reaction between the conjugate base of substituted phenols and a vinyltriphenylphosphonium salt. The novel series of Ag(I) carboxylate complexes were prepared by reaction of silver nitrate with the coumarin ligands in aqueous/alcohol solution. The Ag(I) phenanthroline adducts were prepared by reaction of the Ag(I) complex with 1,10-phenanthroline in aqueous/alcohol solution. A selection of complexes were screened for their in vitro antibacterial activity against Pseudomonas aeruginosa grown planktonically or as a biofilm as well as a number of other clinically important strains, Escherichia coli, MRSA and Staphylococcus aureus. The activity against the P. aeruginosa biofilm was found to be significantly greater than against the planktonic bacteria.

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“…Coumarins are a class of lactones which are found widely in nature and possess antiinflammatory [1,2], antiviral [3], antiHIV [4], antifungal [5] and cytotoxic activities [6,7], which have been reviewed [8]. In the development of newer antimicrobials, coumarins have been identified as target specific plant anti-bacterial agents with growth inhibitory potential particularly against Gram-positive species [9].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and antimicrobial studies on novel sulfonamides containing 4-azidomethyl coumarin

Basanagouda

Shivashankar

Kulkarni

et al. 2010

European Journal of Medicinal Chemistry

153

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a b s t r a c tA series of new and novel coumarin-6-sulfonamides with a free C4-azidomethyl group have been synthesized as antimicrobials in three steps starting from 7-methyl-4-bromomethylcoumarin 1. The reaction of 1 with chlorosulfonic acid was found to yield the corresponding 6-sulfonylchloride 2, which when treated with sodium azide led to intermediate 3. The title sulfonamides 5a-y were obtained from the reaction of 3 with various aromatic amines 4 in refluxing benzene. The chemical structures of the compounds were elucidated by IR, NMR and LC-MS spectral data. All the synthesized compounds have been screened for their in vitro anti-bacterial and anti-fungal activities. Some of the compounds have been found to be active against both bacterial species at a concentration of 1 mg/mL.

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Synthesis and antifungal activity of coumarins and angular furanocoumarins

Cited by 268 publications

References 12 publications

Antifungal Activity of Coumarins

Antifungal Activity of Coumarins

Isolation and characterisation of silver(I) complexes of substituted coumarin-4-carboxylates which are effective against Pseudomonas aeruginosa biofilms

Synthesis and antimicrobial studies on novel sulfonamides containing 4-azidomethyl coumarin

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