Comparative bioactive properties of Coprinopsis atramentaria extract, organic acids and synthesized derivatives
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abstract
Organic acids, namely phenolic acids, have been largely studied for their bioactivities
and, in particular, mushrooms are interesting sources of these compounds [1]. However,
very little is known about the bioactive forms in vivo and the mechanisms by which they
may contribute towards disease prevention. There is accumulating evidence suggesting
that these molecules are rapidly metabolized in the human organism. After absorption
from the gastrointestinal tract, phenolic acids suffer conjugation reactions and several
changes in their initial structure and circulate in human plasma as conjugated forms,
glucuronide, methylated and sulfated derivatives. These changes in their structures may
increase or decrease the bioactivity of the initial phenolic acids [2]. In the present work,
the extract of Coprinopsis atramentaria, a wild mushroom species from the northeast of
Portugal, was studied and revealed interesting bioactive properties (e.g., antioxidant,
cytotoxic for human tumor cell fines and antimicrobial), being p-hydroxybenzoic (HA),
p-coumaric (CoA) and cinnamic (CA) acids identified in the mentioned extract. Furthermore,
methylated and glucuronated derivatives of the mentioned compounds were
synthetized and their bioactivities were evaluated and compared with those of the parental
molecules and extract. In almost all of the cases the glucuronated and methylated
derivatives increased the bioactivities of the parental compounds, revealing stronger
properties than the extract, the parental compounds and, in the case of antimicrobial
properties, even than the standards used [3]. This report allows the comparison between
parental compounds and metabolite derivatives. Therefore, detailed knowledge
concerning the conjugative/metabolic events and resulting plasma levels following the
ingestion of organic acids-rich diet is crucial for the understanding of their bioactivity.