The methanolic extract of Myrsine seguinii yielded the novel anti-inflammatory compound, myrsinoic acid E (1), whose structure was elucidated to be 3,5-digeranyl-4-hydroxy benzoic acid. We synthesized 1- and its 3,5-diprenyl (2) and 3,5-difarnesyl analogues (3). Compounds 1-3 suppressed 12-O-tetradecanoylphorbol-13-acetate (TPA)-induced inflammation of mouse ears by 59%, 14%, and 69% at a dose of 1.4 micromol.
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http://dx.doi.org/10.1271/bbb.67.2038 | 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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