Recently, we reported that myrsinoic acid B purified from Myrsine seguinii inhibited methyl mercaptan (CH(3)SH) production by Fusobacterium nucleatum JCM8532. Since hydrogen sulfide (H(2)S) is the main component of physiological halitosis, while CH(3)SH is involved in pathological oral halitosis, the objective of this study is to determine whether myrsinoic acid B inhibits H(2)S production by oral microorganisms. F. nucleatum, Porphyromonas gingivalis and Treponema denticola were incubated with myrsinoic acid B and a substrate such as l-cysteine or l-methionine. H(2)S or CH(3)SH concentration in the headspace air, was determined using a gas chromatograph. The concentration of myrsinoic acid B inhibiting 50% (IC(50)) of H(2)S production by F. nucleatum was 0.142 µg ml(-1), and the IC(50) of P. gingivalis and T. denticola were 2.71 µg ml(-1) and 28.9 µg ml(-1), respectively. The presence of pyruvate, a by-product of H(2)S production, was determined. The IC(50) values of myrsinoic acid B for pyruvate production were 22.9 µg ml(-1) for F. nucleatum, 87.7 µg ml(-1) for P. gingivalis and 165 µg ml(-1) for T. denticola. We concluded that myrsinoic acid B inhibited the production of both H(2)S and pyruvate by periodontal pathogens.
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http://dx.doi.org/10.1088/1752-7155/4/2/026005 | DOI Listing |
Fitoterapia
June 2024
Departamento de Química, Instituto de Ciências Ambientais, Químicas e Farmacêuticas, Universidade Federal de São Paulo, Diadema 09972-270, Brazil. Electronic address:
Molecular dereplication and drug-like discovery are important tools for exploring the chemical profile of metabolites in a complex mixture. In order to establish a workflow for discovering novel acetylcholinesterase (AChE) ligands, we performed the chemical study of Myrsine guianensis (Aubl.) Kuntze (Primulaceae).
View Article and Find Full Text PDFChem Biol Interact
September 2021
Centro de Ciências da Saúde, CCS, Programa de Pós-Graduação Em Ciências Farmacêuticas/UNIVALI, Rua Uruguai 458, Centro, CEP: 88302-202, Itajaí, SC, Brazil.
Aims: Major depressive disorder (MDD) affects approximately 322 million people worldwide and is a common comorbidity in patients with diabetes mellitus (DM). A possible pathophysiological mechanism correlating both diseases is the increased oxidative stress in brain regions due to hyperglycemia. Myrsine coriacea (Primulaceae) is popularly known as "capororoca" and studies have been shown that this plant exhibits several pharmacological properties attributed to myrsinoic acid A (MAA) and B (MAB).
View Article and Find Full Text PDFBehav Brain Res
July 2020
Programa de Pós-Graduação em Ciências Farmacêuticas/UNIVALI, Rua Uruguai 458, Centro, CEP 88302-202 Itajaí, SC, Brazil; Centro de Ciências da Saúde, CCS - Núcleo de Investigações Químico Farmacêuticas NIQFAR/UNIVALI, Rua Uruguai 458, Centro, CEP 88302-202 Itajaí, SC, Brazil.
Major Depressive Disorder (MDD) is a highly disabling condition and has been linked to increased inflammatory mediators. Hydroalcoholic extract from barks of Rapanea ferruginea (HEBRF) and the majoritary compounds-myrsinoic acid A (MAA) and B (MAB)-have been studied due to their anti-inflammatory potential, but there is no evidence about its antidepressant-like effects. This research investigated the HEBRF, MAA, and MAB antidepressant-like effect, besides the involvement of the monoaminergic system and MAO-A activity in the HEBRF antidepressant-like effect.
View Article and Find Full Text PDFJ Nat Prod
January 2019
Research School of Chemistry, Institute of Advanced Studies , The Australian National University, Canberra , Australian Capital Territory 2601 , Australia.
A total synthesis of compound 3 from p-bromophenol is reported and thereby establishing that this, rather than its cyclodehydrated counterpart 1 (as postulated originally), is the correct structure of the natural product myrsinoic acid F. The biological evaluation of compound 3 in a mouse-ear edema assay established that it is a significantly more potent anti-inflammatory agent than the NSAID indometacin.
View Article and Find Full Text PDFOrg Lett
July 2018
Research School of Chemistry , Institute of Advanced Studies, The Australian National University, Canberra , ACT 2601 , Australia.
The synthesis of the structure, 1, assigned to the anti-inflammatory natural product myrsinoic acid F is reported together with a means for preparing its Z-isomer 21. While neither of these compounds corresponds to the natural product, both of them are anti-inflammatory agents (as determined using a mouse ear edema assay) with congener 1 being notably more potent than the widely prescribed NSAID indometacin.
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