Bioactive derivatives obtained from lecanoric acid, a constituent of the lichen Parmotrema tinctorum (Nyl.) Hale (Parmeliaceae)

Gomes, Aquino Santana; Honda, Nobuaki; Roese, Fernanda M.; Muzzi, Rozanna Marques; Marques, Maria Rita

doi:10.1590/s0102-695x2002000300036

Cited by 17 publications

(4 citation statements)

References 5 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Lichen acids, atranorin, and lecanoric acid were detected in the TLC profile of P. tinctorum and the GC-MS analysis confirmed the presence of atraric acid, orcinol, and O-orsellinaldehyde among the major constituents. Previous studies have also detected O-orsellinaldehyde and orcinol as bioactive derivatives obtained from lecanoric acid [38][39][40]. Similar antimicrobial activities were reported by Gomes et al for the lecanoric acid isolated from the lichen, P. tinctorum [41].…”

Section: Discussionsupporting

confidence: 82%

Chemical Composition and Antimicrobial Activity of Two Sri Lankan Lichens, Parmotrema rampoddense, and Parmotrema tinctorum against Methicillin-Sensitive and Methicillin-Resistant Staphylococcus aureus

Shiromi

Hewawasam

Jayalal

et al. 2021

Evidence-Based Complementary and Alternative Medicine

View full text Add to dashboard Cite

Introduction. Medicinal utility of lichens is ascribed to the presence of various secondary metabolites of low molecular weight and they have been used in traditional medicine including Ayurveda in the treatment of wounds and skin disorders. Despite the urgent need to effectively address the antibiotic resistance worldwide, the discovery of new antibacterial drugs has declined in the recent past. This emphasizes the increasing importance of investigating and developing new classes of antibiotics that can withstand antibiotic resistance. Aims of the study. The present study was conducted to investigate the chemical composition and the antibacterial activity of hexane, ethanol, and aqueous extracts of Parmotrema rampoddense and Parmotrema tinctorum, two lichens collected from Belihuloya, Sri Lanka, against Gram-negative and Gram-positive bacteria including twenty clinical isolates of methicillin-resistant Staphylococcus aureus (MRSA). Materials and methods. Phytochemical analysis, thin layer chromatography (TLC), and Gas Chromatography Mass Spectrometry (GC-MS) were performed to determine the chemical composition of the two lichens. Hexane, ethanol, and aqueous extracts of both lichens were tested against clinical isolate of Gram-negative and Gram-positive bacteria including twenty clinical isolates of MRSA. Bacterial susceptibility was tested using a disc diffusion assay. Minimum inhibitory concentration (MIC) was determined by a broth microdilution method. Vancomycin was used as the positive control. Results. Alectorialic acid, atranorin, atraric acid, orcinol, and O-orsellinaldehyde were among the secondary metabolites identified by the TLC and GC-MS analysis. None of the lichen extracts were active against Gram-negative bacteria but both lichens showed a concentration-dependent activity against methicillin-sensitive Staphylococcus aureus (MSSA) and MRSA. Ethanol extract of P. rampoddense showed the highest activity against MSSA with the MIC, 0.0192 mg/ml, but all MRSA isolates investigated showed MIC between 0.096 and 2.4 mg/ml for the same extract. Conclusion. Both lichens, P. rampoddense and P. tinctorum, represent potentially important sources of future antimicrobial drugs. Further investigation on the ethanol extract of P. rampoddense will enable us to determine the most active phytoconstituents responsible for the activity, their mechanism of action against bacterial pathogens, and also their cytotoxicity against normal cells.

show abstract

Section: Discussionsupporting

confidence: 82%

Chemical Composition and Antimicrobial Activity of Two Sri Lankan Lichens, Parmotrema rampoddense, and Parmotrema tinctorum against Methicillin-Sensitive and Methicillin-Resistant Staphylococcus aureus

Shiromi

Hewawasam

Jayalal

et al. 2021

Evidence-Based Complementary and Alternative Medicine

View full text Add to dashboard Cite

show abstract

“…ex Nyl.) Hale., a radially growing foliose macrolichen, was used as a model lichen species for the following reasons: it is distributed widely in the tropical and subtropical regions of the world [ 17 , 18 ]; it is loosely attached to the substrate so that the thallus can be peeled off easily and cleanly from the substrate, e.g., bark and rock; mature thallus of P. tinctorum has sufficient biomass for the test. Five individual lichen thalli were collected from the bark of pine trees ( Pinus thunbergii Parl.)…”

Section: Methodsmentioning

confidence: 99%

Effect of Isolation Conditions on Diversity of Endolichenic Fungal Communities from a Foliose Lichen, Parmotrema tinctorum

Yang

Kim

et al. 2021

JoF

View full text Add to dashboard Cite

Endolichenic fungi (ELF) are emerging novel bioresources because their diverse secondary metabolites have a wide range of biological activities. Metagenomic analysis of lichen thalli demonstrated that the conventional isolation method of ELF covers a very limited range of ELF, and the development of an advanced isolation method is needed. The influence of four variables were investigated in this study to determine the suitable conditions for the isolation of more diverse ELF from a radially growing foliose lichen, Parmotrema tinctorum. Four variables were tested: age of the thallus, severity of surface-sterilization of the thallus, size of a thallus fragment for the inoculation, and nutrient requirement. In total, 104 species (1885 strains) of ELF were isolated from the five individual thalli of P. tinctorum collected at five different places. Most of the ELF isolates belong to Sordariomycetes. Because each part of lichen thallus (of different age) has unique ELF species, the whole thallus of the foliose lichen is needed to isolate diverse ELF. Moderate sterilization is appropriate for the isolation of diverse ELF. Inoculation of small fragment (1 mm2) of lichen thallus resulted in the isolation of highest diversity of ELF species compared to larger fragments (100 and 25 mm2). Moreover, ELF species isolated from the small thallus fragments covered all ELF taxa detected from the medium and the large fragments in this study. The use of two media—Bold’s basal medium (nutrient poor) and potato dextrose agar (nutrient rich)—supported the isolation of diverse ELF. Among the tested variables, size of thallus fragment more significantly influenced the isolation of diverse ELF than other three factors. Species composition and richness of ELF communities from different lichen thalli differed from each other in this study.

show abstract

“…The amounts of remaining identified metabolites were presented in the following order: atranorin > obtusic acid > ethyl haematommate > methyl-β orcinol carboxylate. Lecanoric acid have previously been reported from the lichen Parmotrema tinctorum and other lichens genus, but this is the first time to confirm the presence of this metabolite in the lichen Physcia semipinnata [7]. Methyl-β-orcinol carboxylate and ethyl haematommate are known to be an intermediate product in depside biosynthesis.…”

Section: Resultsmentioning

confidence: 68%

Phytochemical Analysis and Biological Activity of Extracts of Lichen Physcia Semipinnata: As a New Source of Pharmacologically Active Compounds

Tomović¹

2019

FARMACIA

View full text Add to dashboard Cite

The present study provides new data concerning chemical characterization and biological activity of acetone, methanol and aqueous extracts of the lichen Physcia semipinnata. Chemical profiling of the extracts was done by high-performance liquid chromatography coupled with a UV detector (HPLC-UV) analysis. The antioxidant activity was evaluated by measuring total anti-oxidative capacity, reducing capacity, inhibition lipid peroxidation and scavenging capacity on 2,2-diphenyl-1picrylhydrazyl (DPPH) and hydroxyl (OH) radicals. In vitro anticancer activity was evaluated by 3-(4,5-dimethylthiazol-2yl)-2,5-diphenyltetrazolium bromide (MTT) assay. Lecanoric acid, methyl-β-orcinol carboxylate, ethyl haematommate, evernic acid, obtusic acid and atranorin were identified from this lichen. As a result of the study of the antioxidant activity, the acetone and the methanol extracts of P. semipinnata was found to have the better antioxidant activity than aqueous extract. Total phenolics and flavonoids in the extracts were determined spectrophotometrically, with the varied amount from 20.11 to 59.20 mg GA/g and from 5.48 to 19.27 mg RU/g, respectively. The results of the viability and proliferation study of HeLa, LS174 and A549 cells after the treatment with the extracts showed that the best cytotoxic/cytostatic activity was exhibited by the acetone extract of P. semipinnata. Investigated extracts can be used as natural antioxidant agents and as a significant source of biological active compounds. RezumatPrezentul studiu oferă noi informații privind caracterizarea chimică și activitatea biologică a extractelor apos, metanolic și acetonic ale lichenului Physcia semipinnata. Profilele chimice ale extractelor au fost realizate prin cromatografie lichidă de înaltă performanță cu detecție în UV (HPLC-UV). Activitatea antioxidantă a fost evaluată prin măsurarea capacității totale antioxidante, capacitatea de reducere, inhibarea peroxidării lipidice și capacitatea de chelatare a radicalilor 2,2-difenil-1picrilhidrazil (DPPH) și hidroxil (OH). Activitatea anticanceroasă in vitro a fost evaluată prin testul bromurii de 3-(4,5dimetiltiazol-2-il) -2,5-difeniltetrazoliu (MTT). Acidul lecanoric, carboxilatul de metil-β-orcinol, hematomatul de etil, acidul evernic, acidul obtusic și atranorina au fost identificate în acest lichen. Ca rezultat al studiului activității antioxidante, s-a descoperit că extractele metanolic și acetonic de P. semipinnata au o activitate antioxidantă mai bună decât extractul apos. Conținutul total în fenoli și flavonoidele totale s-au determinat în extracte spectrofotometric, variind de la 20,11 până la 59,20 mg GA/g și de la 5,48 până la 19,27 mg RU/g, respectiv. Rezultatele studiului de viabilitate și proliferare a celulelor HeLa, LS174 și A549, după tratamentul cu extracte, au arătat că cea mai bună activitate citotoxică/citostatică a fost prezentată de extractul obținut în acetonă din P. semipinnata. Extractele investigate pot fi folosite ca agenți antioxidanți naturali și ca o sursă importantă de compuși biolo...

show abstract

Bioactive derivatives obtained from lecanoric acid, a constituent of the lichen Parmotrema tinctorum (Nyl.) Hale (Parmeliaceae)

Cited by 17 publications

References 5 publications

Chemical Composition and Antimicrobial Activity of Two Sri Lankan Lichens, Parmotrema rampoddense, and Parmotrema tinctorum against Methicillin-Sensitive and Methicillin-Resistant Staphylococcus aureus

Chemical Composition and Antimicrobial Activity of Two Sri Lankan Lichens, Parmotrema rampoddense, and Parmotrema tinctorum against Methicillin-Sensitive and Methicillin-Resistant Staphylococcus aureus

Effect of Isolation Conditions on Diversity of Endolichenic Fungal Communities from a Foliose Lichen, Parmotrema tinctorum

Phytochemical Analysis and Biological Activity of Extracts of Lichen Physcia Semipinnata: As a New Source of Pharmacologically Active Compounds

Contact Info

Product

Resources

About