Radical-scavenging Potential of Phenolic Compounds from Brazilian Lichens
Lichens produce a wide range of phenolic substances, mostly depsides and depsidones. As part of our ongoing study of lichens from the Cerrado biome in Mato Grosso do Sul state, the present article reports novel findings on the radical-scavenging activity of two depsides, five depsidones, usnic acid...
Main Authors: | , , , , , , , |
---|---|
Format: | Article |
Language: | English |
Published: |
Universidade Federal de Mato Grosso do Sul
2015-06-01
|
Series: | Orbital: The Electronic Journal of Chemistry |
Subjects: | |
Online Access: | https://periodicos.ufms.br/index.php/orbital/article/view/17877 |
_version_ | 1797946765154975744 |
---|---|
author | Neli Kika Honda Thiago Inácio Barros Lopes Rodrigo César da Silva Costa Roberta Gomes Coelho Nídia Cristiane Yoshida Cristiane Regine Vieira Rivarola Marcelo Pinto Marcelli Adriano Afonso Spielmann |
author_facet | Neli Kika Honda Thiago Inácio Barros Lopes Rodrigo César da Silva Costa Roberta Gomes Coelho Nídia Cristiane Yoshida Cristiane Regine Vieira Rivarola Marcelo Pinto Marcelli Adriano Afonso Spielmann |
author_sort | Neli Kika Honda |
collection | DOAJ |
description |
Lichens produce a wide range of phenolic substances, mostly depsides and depsidones. As part of our ongoing study of lichens from the Cerrado biome in Mato Grosso do Sul state, the present article reports novel findings on the radical-scavenging activity of two depsides, five depsidones, usnic acid, and lichexanthone that were evaluated against 0.1 and 0.3 mM 2,2’-diphenyl-1-picrylhydrazyl radical concentrations. These substances were isolated from the lichens Parmotrema tinctorum (Nyl.) Hale, Parmotrema dilatatum (Vain.) Hale, Pseudoparmelia sphaerospora (Nyl.) Hale, Parmotrema lichexanthonicum Eliasaro & Adler, Ramalina anceps Nyl. Usnea subcomosa Vain. and Usnea jamaicensis Ach. Usnic acid (EC50 = 3.34 ± 1.44 and 5.97 ± 1.91 mM, respectively) and atranorin (2.48 ± 1.18 and 10.10 ± 1.18 mM, respectively) proved the most active unmodified compounds. Lecanoric and protocetraric acids exhibited significant EC50 differences between DPPH concentrations. Besides these, nine 9’-O-alkyl protocetraric acid derivatives were also evaluated. 9’-O-methyl protocetraric and 9’-O-iso-propyl protocetraric acids (with respective EC50 values of 1.74 ± 0.83 and 1.03 ± 1.0 mM, both against 0.1 mM DPPH) were the most active compounds evaluated. Except for 9’-O-methyl protocetraric acid, chain elongation correlated with increased scavenging activity in the linear series from 9’-O-ethyl to 9’-O-n-hexyl protocetraric acid.
DOI: http://dx.doi.org/10.17807/orbital.v7i2.721
|
first_indexed | 2024-04-10T21:16:11Z |
format | Article |
id | doaj.art-4242f45ef28e40098d305f0916d9e10e |
institution | Directory Open Access Journal |
issn | 1984-6428 |
language | English |
last_indexed | 2024-04-10T21:16:11Z |
publishDate | 2015-06-01 |
publisher | Universidade Federal de Mato Grosso do Sul |
record_format | Article |
series | Orbital: The Electronic Journal of Chemistry |
spelling | doaj.art-4242f45ef28e40098d305f0916d9e10e2023-01-20T11:05:02ZengUniversidade Federal de Mato Grosso do SulOrbital: The Electronic Journal of Chemistry1984-64282015-06-0172Radical-scavenging Potential of Phenolic Compounds from Brazilian LichensNeli Kika Honda0Thiago Inácio Barros Lopes1Rodrigo César da Silva Costa2Roberta Gomes Coelho3Nídia Cristiane Yoshida4Cristiane Regine Vieira Rivarola5Marcelo Pinto Marcelli6Adriano Afonso Spielmann7Universidade Federal de Mato Grosso do SulUniversidade Federal de Mato Grosso do SulUniversidade Federal de Mato Grosso do SulUniversidade Federal de Mato Grosso do SulUniversidade Federal de Mato Grosso do SulUniversidade Federal de Mato Grosso do SulInstituto de Botânica de São PauloUniversidade Federal de Mato Grosso do Sul Lichens produce a wide range of phenolic substances, mostly depsides and depsidones. As part of our ongoing study of lichens from the Cerrado biome in Mato Grosso do Sul state, the present article reports novel findings on the radical-scavenging activity of two depsides, five depsidones, usnic acid, and lichexanthone that were evaluated against 0.1 and 0.3 mM 2,2’-diphenyl-1-picrylhydrazyl radical concentrations. These substances were isolated from the lichens Parmotrema tinctorum (Nyl.) Hale, Parmotrema dilatatum (Vain.) Hale, Pseudoparmelia sphaerospora (Nyl.) Hale, Parmotrema lichexanthonicum Eliasaro & Adler, Ramalina anceps Nyl. Usnea subcomosa Vain. and Usnea jamaicensis Ach. Usnic acid (EC50 = 3.34 ± 1.44 and 5.97 ± 1.91 mM, respectively) and atranorin (2.48 ± 1.18 and 10.10 ± 1.18 mM, respectively) proved the most active unmodified compounds. Lecanoric and protocetraric acids exhibited significant EC50 differences between DPPH concentrations. Besides these, nine 9’-O-alkyl protocetraric acid derivatives were also evaluated. 9’-O-methyl protocetraric and 9’-O-iso-propyl protocetraric acids (with respective EC50 values of 1.74 ± 0.83 and 1.03 ± 1.0 mM, both against 0.1 mM DPPH) were the most active compounds evaluated. Except for 9’-O-methyl protocetraric acid, chain elongation correlated with increased scavenging activity in the linear series from 9’-O-ethyl to 9’-O-n-hexyl protocetraric acid. DOI: http://dx.doi.org/10.17807/orbital.v7i2.721 https://periodicos.ufms.br/index.php/orbital/article/view/17877lichensscavenging activityphenolic compoundsDPPH concentration |
spellingShingle | Neli Kika Honda Thiago Inácio Barros Lopes Rodrigo César da Silva Costa Roberta Gomes Coelho Nídia Cristiane Yoshida Cristiane Regine Vieira Rivarola Marcelo Pinto Marcelli Adriano Afonso Spielmann Radical-scavenging Potential of Phenolic Compounds from Brazilian Lichens Orbital: The Electronic Journal of Chemistry lichens scavenging activity phenolic compounds DPPH concentration |
title | Radical-scavenging Potential of Phenolic Compounds from Brazilian Lichens |
title_full | Radical-scavenging Potential of Phenolic Compounds from Brazilian Lichens |
title_fullStr | Radical-scavenging Potential of Phenolic Compounds from Brazilian Lichens |
title_full_unstemmed | Radical-scavenging Potential of Phenolic Compounds from Brazilian Lichens |
title_short | Radical-scavenging Potential of Phenolic Compounds from Brazilian Lichens |
title_sort | radical scavenging potential of phenolic compounds from brazilian lichens |
topic | lichens scavenging activity phenolic compounds DPPH concentration |
url | https://periodicos.ufms.br/index.php/orbital/article/view/17877 |
work_keys_str_mv | AT nelikikahonda radicalscavengingpotentialofphenoliccompoundsfrombrazilianlichens AT thiagoinaciobarroslopes radicalscavengingpotentialofphenoliccompoundsfrombrazilianlichens AT rodrigocesardasilvacosta radicalscavengingpotentialofphenoliccompoundsfrombrazilianlichens AT robertagomescoelho radicalscavengingpotentialofphenoliccompoundsfrombrazilianlichens AT nidiacristianeyoshida radicalscavengingpotentialofphenoliccompoundsfrombrazilianlichens AT cristianereginevieirarivarola radicalscavengingpotentialofphenoliccompoundsfrombrazilianlichens AT marcelopintomarcelli radicalscavengingpotentialofphenoliccompoundsfrombrazilianlichens AT adrianoafonsospielmann radicalscavengingpotentialofphenoliccompoundsfrombrazilianlichens |