Myrsinoic acid E, an anti-inflammatory compound from Myrsine seguinii.

Biosci Biotechnol Biochem

Sciences of Functional Foods, Graduate School of Agriculture, Shinshu University, Kami-ina, Nagano, Japan.

Published: September 2003

AI Article Synopsis

Article Abstract

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.

Download full-text PDF

Source
http://dx.doi.org/10.1271/bbb.67.2038DOI Listing

Publication Analysis

Top Keywords

myrsinoic acid
8
anti-inflammatory compound
8
myrsine seguinii
8
acid anti-inflammatory
4
compound myrsine
4
seguinii methanolic
4
methanolic extract
4
extract myrsine
4
seguinii yielded
4
yielded novel
4

Similar Publications

Unveiling new myrsinoic acids and AChE ligands from Myrsine guianensis (Aubl.) Kuntze.

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 PDF

Myrsinoic acid B from Myrsine coriacea reverses depressive-like behavior and brain oxidative stress in streptozotocin-diabetic rats.

Chem 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 PDF

Antidepressant-like effect of hydroalcoholic extract from barks of Rapanea ferruginea: Role of monoaminergic system and effect of its isolated compounds myrsinoic acid A and B.

Behav 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 PDF

Chemical Synthesis Study Establishes the Correct Structure of the Potent Anti-Inflammatory Agent Myrsinoic Acid F.

J 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 PDF

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.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!