Antifungal Activity of Extracts and Prenylated Coumarins Isolated from Baccharis darwinii Hook &amp; Arn. (Asteraceae)

Kurdelas, Rita R.; Lima, Beatriz; Tapia, Alejandro; Feresin, Gabriela Egly; Sierra, M. A.; Rodríguez, Manuela; Zacchino, Susana; Enriz, Ricardo D.; Freile, M.L.

doi:10.3390/molecules15074898

Cited by 33 publications

(17 citation statements)

References 27 publications

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“…In recent studies, the coumarin heterocycles (Figure 2), as antimicrobial agents, have attracted extensive interest. For instance, the 7-substituted coumarin (II) showed a moderate efficacy (minimal inhibitory concentration, MIC ¼ 125 lg/mL) against Cryptococcus neoformans 32 ; the 4-chloro-3-phenylimino coumarin (III) exhibited moderate antifungal activity (MIC ¼ 15 lg /mL) against Aspergillus niger and Candida albicans in comparison with fluconazole 33 ; the Imidazolethione coumarin hydrazide derivatives (IV) had good antibacterial activity against Escherichia coli with inhibitory zone diameter of 32 mm in 25 lg/mL 34 and the 4-azidomethyl coumarin sulfonamides derivatives (V) showed excellent antifungal efficacies against C. albicans, A. niger and Fusarium oxysporum with MIC values of 1-4 lg/ mL, which were 2-8 times more potent than fluconazole (MIC ¼ 8 lg/mL) 35 . Thus, the coumarin is a versatile fragment used to design the novel compounds with pharmacological activity.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and biological evaluation of novel 3-substituted amino-4-hydroxylcoumarin derivatives as chitin synthase inhibitors and antifungal agents

Chen

et al. 2015

Journal of Enzyme Inhibition and Medicinal Chemistry

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A series of novel 3-substituted amino-4-hydroxycoumarin derivatives have been designed and synthesized as chitin synthase (CHS) inhibitors. All the synthesized compounds have been screened for their CHS inhibition activity and antimicrobial activity in vitro. The enzymatic assay indicated that most of the compounds have good inhibitory activity against CHS, in which compound 6o with IC 50 of 0.10 mmol/L had stronger activity than that of polyoxins B, which acts as control drug with IC 50 of 0.18 mmol/L. As far as the antifungal activity is concerned, most of the compounds possessed moderate to excellent activity against some representative pathogenic fungi. Especially, compound 6b was found to be the most potent agent against Cryptococcus neoformans with minimal inhibitory concentration (MIC) of 4 lg/mL. Moreover, the results of antibacterial screening showed that these compounds have negligible actions to some tested bacteria. Therefore, these compounds would be promising to develop selective antifungal agents.

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Section: Introductionmentioning

confidence: 99%

Synthesis and biological evaluation of novel 3-substituted amino-4-hydroxylcoumarin derivatives as chitin synthase inhibitors and antifungal agents

Chen

et al. 2015

Journal of Enzyme Inhibition and Medicinal Chemistry

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“…Plants from this family have been extensively studied for their chemical composition and biological activity and some have led to the development of new drugs and insecticides [ 1 , 2 , 3 , 4 , 5 , 6 , 7 , 8 , 9 , 10 , 11 , 12 , 13 ].…”

Section: Introductionmentioning

confidence: 99%

Flavonoids from Praxelis clematidea R.M. King and Robinson Modulate Bacterial Drug Resistance

et al. 2011

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Chemical studies of Praxelis clematidea R.M. King & Robinson resulted in the isolation of six flavones: Apigenine, genkwanine, 7,4’-dimethylapigenin, trimethylapigenin, cirsimaritin and tetramethylscutellarein, which were tested for their toxicity against Staphylococcus aureus SA-1199B, a strain possessing the NorA efflux pump. Efflux pumps are integral proteins of the bacterial membrane and are recognized as one of the main causes of bacterial drug resistance, since they expel antibiotics from the cell. The inhibition of this transporter is one form of modulating bacterial resistance to antimicrobial drugs. The flavones tested did not show any significant antibacterial activity against the Staphylococcus aureus strain used, but were able to modulate bacterial drug resistance. This property might be related to the degree of lipophilicity of the flavones conferred by the methoxyl groups, since 4’,5,6,7 tetramethoxyflavone the most methoxylated compound, reduced the minimal inhibitory concentration of the drug 16-fold.

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“…Aunque no es frecuente este tipo de compuestos en Baccharis, a partir de extractos de hojas de B. darwiniis se aislaron tres cumarinas llamadas 5'-hidroxiaurapteno (anisocoumarin H) (26), aurapteno (7-geraniloxicumarina) (27) y 5'-oxoaurapteno (diversinina) (28). La anisocoumarina H y diversinina han demostrado tener actividad antifungica (Kurdelas et al, 2010). Figura 4.…”

Section: Cumarinasunclassified

Baccharis latifolia: una Asteraceae poco valorada con potencialidad química y biológica en el neotrópico

Prada

Ordúz-Díaz

Coy-Barrera

2016

Rev. Fac. Cienc. Básicas

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Baccharis es un género de plantas muy numerosa (400-500 especies) altamente distribuidas en el neotrópico, dentro de las que se encuentra B. latifolia (Ruiz & Pav.) Pers. Esta planta presenta diversos usos en medicina tradicional en América Latina, dentro de los cuales se destaca usos analgésicos y antiinflamatorios, los cuales ha sido objeto de estudios adicionales que se han encauzado en su validación. Sin embargo, no hay una conexión importante entre las propiedades medicinales o farmacológicas con la composición química, salvo aquellos casos donde se justifica la actividad con otros estudios donde se aíslan compuestos que poseen actividad. Por tanto, el escenario indica que, pese a que existe información importante, los datos son marginales o separados entre sí, lo que permite justificar que es todavía importante estudios adicionales con fines quimioprospectivos. Por consiguiente, en el presente trabajo se describe, de forma generalizada, la información reportada a la fecha en estudios químicos y biológicos de la familia Asteraceae, del género Baccharis y de la especie B. latifolia, la cual, pese a tener un potencial claro en el neotrópico, es una planta poco conocida y valorada que merece mucha atención.

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Antifungal Activity of Extracts and Prenylated Coumarins Isolated from Baccharis darwinii Hook & Arn. (Asteraceae)

Cited by 33 publications

References 27 publications

Synthesis and biological evaluation of novel 3-substituted amino-4-hydroxylcoumarin derivatives as chitin synthase inhibitors and antifungal agents

Synthesis and biological evaluation of novel 3-substituted amino-4-hydroxylcoumarin derivatives as chitin synthase inhibitors and antifungal agents

Flavonoids from Praxelis clematidea R.M. King and Robinson Modulate Bacterial Drug Resistance

Baccharis latifolia: una Asteraceae poco valorada con potencialidad química y biológica en el neotrópico

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