1H and13C-NMR and biological activity investigations of four lichen-derived compounds

König, Gabriele M.; Wright, Anthony D.

doi:10.1002/(sici)1099-1565(199909/10)10:5<279::aid-pca464>3.0.co;2-3

Cited by 54 publications

(24 citation statements)

References 14 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The purified vulpinic acid compound showed greater activity than the total extract from V. pinastri, which is the opposite result of that shown by usnic acid and the extract from C. amaurocraea. Our findings are supported by previous reports that vulpinic acid, at 50 lg/plate, inhibited the growth of several fungi (König and Wright 1999).…”

supporting

confidence: 93%

“…This finding is supported by Halama and Van Haluwin (2004), who reported greater inhibition of fungal growth in the total extract treatment and only slight inhibition by purified usnic acid. Previously, usnic acid was shown to inhibit fungal growth at concentrations greater than 32 lg/ml (Lauterwein et al 1995) and with 50 lg of the chemical added to the plate (König and Wright 1999). The concentrations used in this study were greater than the reported effective concentrations, but the extraction method likely included impurities and fine silica particles that inflated dry weight measurements.…”

mentioning

confidence: 84%

See 1 more Smart Citation

Bioactivity of secondary metabolites and thallus extracts from lichen fungi

Kowalski¹,

Hausner²,

Piercey‐Normore³

2011

Mycoscience

View full text Add to dashboard Cite

Fungal secondary compounds and total extracts are known to affect growth of bacteria, fungi, and plants. This study tested the effects of purified compounds and total extracts from three lichens on the growth of two plant pathogens, Ophiostoma novo-ulmi ssp. americana and Sclerotinia sclerotiorum. Usnic acid showed no reduction in relative growth rates (RGR), whereas vulpinic acid reduced RGR for both fungi and atranorin reduced RGR of S. sclerotiorum only. However, purified vulpinic acid showed stronger effects than total extracts on fungal growth. The results suggest that these lichens show further promise as a source for bioactive compounds against fungi.

show abstract

supporting

confidence: 93%

mentioning

confidence: 84%

Bioactivity of secondary metabolites and thallus extracts from lichen fungi

Kowalski¹,

Hausner²,

Piercey‐Normore³

2011

Mycoscience

View full text Add to dashboard Cite

show abstract

“…The known compounds were protocetraric acid (8), 3 8'-O-methylprotocetraric acid (9), methyl haematommate (10), 4 atranorin (11), 5 methyl β-orsellinate (12), 6 methyl orsellinate (13), 7 virensic acid (14), 8 zeorin (15), 9 2-Omethylatranol (16), 10 and (+)-prasorediosic acid (17). 11 The seven new compounds were elucidated as the following.…”

Section: Resultsmentioning

confidence: 99%

“…Although the solvent methanol was used for the extraction, the isolation procedure was conducted under neutral condition and at room temperature, therefore, according to this pathway, parmosidone C (3) and parmoether B (7) were proposed to be also natural products. However, 8'-methylprotocetraric acid (9) was possibly an artifact formed during extraction and/or isolation using methanol as the solvent and/or eluent.…”

Section: Biosynthetic Considerationsmentioning

confidence: 99%

New meta -depsidones and diphenyl ethers from the lichen Parmotrema tsavoense (Krog & Swinscow) Krog & Swinscow, Parmeliaceae

et al. 2015

View full text Add to dashboard Cite

“…Their purity and identity were confirmed by their 1D NMR data, which was in good agreement with those reported in the literature. 59–62 NMR spectra were obtained using Jeol 400 MHz and Agilent 600 MHz spectrometers in CDCl 3 or DMSO- d 6 .…”

Section: Methodsmentioning

confidence: 99%

Potential of Lichen Secondary Metabolites against Plasmodium Liver Stage Parasites with FAS-II as the Potential Target

et al. 2013

View full text Add to dashboard Cite

Chemicals targeting the liver stage (LS) of the malaria parasite are useful for causal prophylaxis of malaria. In this study, four lichen metabolites, evernic acid (1), vulpic acid (2), psoromic acid (3) and (+)-usnic acid (4) were evaluated against LS parasites of Plasmodium berghei. Inhibition of P. falciparum blood stage (BS) parasites was also assessed to determine stage specificity. Compound 4 displayed the highest LS activity and stage specificity (LS IC50 value 2.3 μM, BS IC50 value 47.3 μM). The compounds 1-3 inhibited one or more enzymes (PfFabI, PfFabG and PfFabZ) from the plasmodial fatty acid biosynthesis (FAS-II) pathway, a potential drug target for LS activity. To determine species specificity and to clarify the mechanism of reported antibacterial effects, 1-4 were also evaluated against FabI homologues and whole cells of various pathogens (S. aureus, E. coli, M. tuberculosis). Molecular modelling studies suggest that lichen acids act indirectly via binding to allosteric sites on the protein surface of the FAS-II enzymes. Potential toxicity of compounds was assessed in human hepatocyte and cancer cells (in vitro) as well as in a zebrafish model (in vivo). This study indicates the therapeutic and prophylactic potential of lichen metabolites as antibacterial and antiplasmodial agents.

show abstract

1H and13C-NMR and biological activity investigations of four lichen-derived compounds

Cited by 54 publications

References 14 publications

Bioactivity of secondary metabolites and thallus extracts from lichen fungi

Bioactivity of secondary metabolites and thallus extracts from lichen fungi

New meta -depsidones and diphenyl ethers from the lichen Parmotrema tsavoense (Krog & Swinscow) Krog & Swinscow, Parmeliaceae

Potential of Lichen Secondary Metabolites against Plasmodium Liver Stage Parasites with FAS-II as the Potential Target

Contact Info

Product

Resources

About