Expectorant and antioxidant activities of purified fumarprotocetraric acid from Cladonia verticillaris lichen in mice

Alves, Glícia Maria de Barros; Maia, Maria Bernadete de Sousa; Franco, Eryvelton de Souza; Galvão, André Martins; Silva, Teresinha Gonçalves da; Gomes, Renata Miranda; Martins, Mônica Barroso; Falcão, Emerson Peter da Silva; Castro, Célia Maria Machado Barbosa de; Silva, Nicácio Henrique da

doi:10.1016/j.pupt.2013.07.002

Cited by 30 publications

(9 citation statements)

References 32 publications

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“…The secondary metabolites synthesized by lichens cover many classes of organic compounds [5]. Secondary metabolites commonly known as lichen acids have diverse biological properties such as the antimicrobial, antibacterial, cytotoxic, antioxidant, antiviral, and antifungal activities [1][2][3][4][6][7][8][9][10][11][12][13].…”

Section: Introductionmentioning

confidence: 99%

HPLC Fingerprint Analysis with the Antioxidant and Cytotoxic Activities of Selected Lichens Combined with the Chemometric Calculations

Hawrył

Hajnos-Stolarz³

et al. 2020

Molecules

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The aim of this study was to evaluate the ability of multivariate techniques to predict antioxidant and cytotoxic activity of the selected lichens from the chromatographic data. A simple and reproducible HPLC-DAD technique has been used to obtain the chromatographic fingerprint profiles. Reversed phase high performance liquid chromatography (RP-HPLC) linear gradient system with methanol, water and phosphoric acid (V) (pH 2.3) as the mobile phase was used (50 min). Principal Component Analysis (PCA) has been applied to the evaluation of the phytochemical similarity between studied samples, especially between the same species collected in various places of Poland (Cetraria islandica (L.) Ach., CI, Cladina mitis Sandst., CM, Hypogymnia physodes (L.) Nyl., HP). The ability to scavenge free radicals was evaluated using 2,2-diphenyl-1-picrylhydrazyl (DPPH) and ferric reducing antioxidant power (FRAP) methods and the total phenolic content was determined by Folin-Ciocalteu (F-C) test. In the case of DPPH % of inhibition was higher for selected species (Pseudevernia furfuracea (L.) Zopf, H. physodes in comparison to the literature data. The FRAP test showed that the H. physodes extract had higher ability to scavenge free radical in comparison to Cladonia furcata (Huds.) Schrader and Evernia prunastri (L.) Ach., whereas P. furfuracea extract showed higher ability than C. islandica. The high content of phenolics in P. furfuracea and H. physodes confirms their high antioxidant activity. The cytotoxic activity of studied extracts was tested by cell culture method using the human HL-60 / MX2 acute CKL-22 (CRL-2257) promyelocytic leukemia tumor cell line. The lowest values of IC50 [µg∙mL−1] were obtained for: H. physodes (HP1)—99.4; C. digitate—122.6; H. physodes (HP)—136.5, C. subulata—142.6; C. mitis—180.2.

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Section: Introductionmentioning

confidence: 99%

HPLC Fingerprint Analysis with the Antioxidant and Cytotoxic Activities of Selected Lichens Combined with the Chemometric Calculations

Hawrył

Hajnos-Stolarz³

et al. 2020

Molecules

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“…Species of the genus Cladonia show anti-tumoral, anti-inflammatory and antipyretic activities and have been used in folk medicine to treat respiratory diseases (throat irritation, cough, asthma and tuberculosis). De Barros et al (2014) confirmed the expectorant and antioxidant properties of FUM produced by the lichen C. verticillaris. A lectin purified from this lichen species shows antibacterial activity, particularly against Gram-positive bacteria; also, it was able to inhibit the growth of the dermatophyte fungus Trichophyton rubrum (Ramos et al, 2014).…”

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confidence: 54%

Production of Bioactive Lichen Compounds by Alginate-Immobilized Bionts Isolated from Cladonia verticillaris: An in Vitro Study

Santiago¹,

Martins²,

Nascimento³

et al. 2020

JPS

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Bionts isolated from thalli of Cladonia verticillaris, immobilized in calcium alginate, produce two depsidones, fumarprotocetraric and protocetraric acids, and the depside atranorin, that exhibit antimicrobial activity against Staphylococcus aureus, Escherichia coli and Klebsiella pneumoniae. Organic lichen extract (acetone/ether/chloroform) shows the highest antimicrobial activity due to a possible synergism between these substances. Antioxidant capacity of soluble metabolites secreted from the immobilisates to the bath medium of incubation during the first 12 days of immobilization has been found (˃80% oxidation inhibition). The concentration of soluble phenolic substances depends on the immobilization time (during 32 days), exogenous supply of acetate (1.0m mM sodium or calcium acetate) and on the type of isolated biont (phycobionts, mycobionts, whole thallus or immobilized phycobionts co-incubated with the mycobionts ones). The role of phycobionts in phenol production has been interpreted as a possible modification of the polymalonyl pathway; for example, atranorin is actively produced and secreted during immobilization while it is not detected in thallus in natura. Co-incubated bionts secrete higher amounts of atranorin to the media during the first 12 days of immobilization. Immobilization of isolated bionts could be used as a biotechnological technique to obtain a potential source of biological active compounds. On the other hand, the physiological state detected of C. verticillaris in the Cerrado is much better for experimentation than that of the specimens collected in Caatinga since, in this case, the thalli showed the fragility that the extreme environmental conditions of the semi-arid region of NE Brazil impose on this lichen species. To date, no priority has been defined for lichen conservation in Brazilian ecosystems. It is therefore suggested that it imust important to include lichen ecophysiology studies in public conservation policies.

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“…The diverse species of the genus Cladonia have various biological activities. Biruloquinone from Cladonia macilenta inhibits AChE [ 46 ], and fumarprotocetraric acid from Cladonia verticillaris has been confirmed to have expectorant and antioxidant properties [ 47 ]. Additionally, Cladonia rangiformis and Cladonia convolute extracts showed antiproliferative and apoptosis against breast cancer cells [ 48 ].…”

Section: Discussionmentioning

confidence: 99%

Potent and Selective Inhibitors of Human Monoamine Oxidase A from an Endogenous Lichen Fungus Diaporthe mahothocarpus

Jeong

Hillman

Kang

et al. 2021

JoF

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Using 126 endogenous lichen fungus (ELF) extracts, inhibitory activities against monoamine oxidases (MAOs) and cholinesterases (ChEs) were evaluated. Among them, extract ELF29 of the endogenous fungus Diaporthe mahothocarpus of the lichen Cladonia symphycarpia showed the highest inhibitory activity against hMAO-A. Compounds alternariol (AT), 5′-hydroxy-alternariol (HAT), and mycoepoxydiene (MED), isolated from the extract, had potent inhibitory activities against hMAO-A with IC50 values of 0.020, 0.31, and 8.68 µM, respectively. AT, HAT, and MED are reversible competitive inhibitors of hMAO-A with Ki values of 0.0075, 0.116, and 3.76 µM, respectively. The molecular docking studies suggested that AT, HAT, and MED had higher binding affinities for hMAO-A (−9.1, −6.9, and −5.6 kcal/mol, respectively) than for hMAO-B (−6.3, −5.2, and −3.7 kcal/mol, respectively). The relative tight binding might result from a hydrogen bond interaction of the three compounds with a Tyr444 residue in hMAO-A, whereas no hydrogen bond interaction was proposed in hMAO-B. In silico pharmacokinetics, the three compounds showed high gastrointestinal absorption without violating Lipinski’s five rules, but only MED showed high probability to cross the blood–brain barrier. These results suggest that AT, HAT, and MED are candidates for treating neuropsychiatric disorders, such as depression and cardiovascular disease.

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Expectorant and antioxidant activities of purified fumarprotocetraric acid from Cladonia verticillaris lichen in mice

Cited by 30 publications

References 32 publications

HPLC Fingerprint Analysis with the Antioxidant and Cytotoxic Activities of Selected Lichens Combined with the Chemometric Calculations

HPLC Fingerprint Analysis with the Antioxidant and Cytotoxic Activities of Selected Lichens Combined with the Chemometric Calculations

Production of Bioactive Lichen Compounds by Alginate-Immobilized Bionts Isolated from Cladonia verticillaris: An in Vitro Study

Potent and Selective Inhibitors of Human Monoamine Oxidase A from an Endogenous Lichen Fungus Diaporthe mahothocarpus

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