Oleanane-type triterpenoid: an anti-inflammatory compound of the roots Arrabidaea brachypoda

Rocha, Cláudia Quintino da; Vilela, Fabiana C.; Santa-Cecília, Flávia V.; Cavalcante, Gustavo P.; Vilegas, Wagner; Giusti‐Paiva, Alexandre; Santos, Marcelo H. dos

doi:10.1016/j.bjp.2015.03.005

Cited by 13 publications

(12 citation statements)

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“…Based on spectroscopic methods, a total of nineteen substances were isolated and characterized from leaves, flowers, aerial parts and roots of ethanolic hydroethanolic extract of A. brachypoda; namely, the flavonoids 3,4-dihydroxy-5,6,7-trimethoxyflavone (19a), cirsiliol (19b), cirsimaritin (19c), and hispidulin (19d) (Table 5), were isolated, indicating the first time that (19b) would be discussed in the Bignoniaceae family [7]. In addition, an oleananetype triterpenoid, 3β-estearioxi-olean-12-eno (20), was isolated from the hydroethanolic extract of the roots [26]. The phytochemical investigation of the hydroethanolic root extract (HE) made possible the isolation of two glycosylated phenylethanoid derivatives (21a and 21b), three rare novel dimeric flavonoids, namely brachydins 1 (22a), 2 (22b), 3 (22c), and unusual glycosylated dimeric flavonoids (22d-j), which were reported for the first time in the Bignoniaceae family [11,[27][28][29].…”

Section: Main Chemical Composition Of a Brachypodamentioning

confidence: 98%

“…A phenylethanoid glycoside, namely conadroside (24) was isolated from leaves of A. brachypoda by Bertanha et al [30]. The chemical characterization of the leaves extract revealed the presence of flavonoids apigenin (25), luteolin (26), isoquercitrin (27), rutin (28); furthermore, four chalcones were isolated from the flowers, namely 4 -hydroxy-3-4-dimethoxy-chalcone (29), 3 -hydroxy-3acetate, 4-methoxy-chalcones (30), 3 ,4 -dihydroxy, 3,4,4 -trimethoxy-chalcone (31), and 3,4-dimethoxy-chalcone (32) [31][32][33]. Bio-Pharmacological Properties of A. brachypoda This is one of the species most studied by our research group.…”

Section: Main Chemical Composition Of a Brachypodamentioning

confidence: 99%

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A Review of the Phytochemistry and Pharmacological Properties of the Genus Arrabidaea

et al. 2022

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The genus Arrabidaea, consisting of ~170 species, belongs to the family Bignoniaceae, distributed around the Neotropics and temperate zone. The center of diversity of the family is in Brazil, where 56 genera and about 340 species exist. Most species of the genus Arrabidaea are traditionally utilized as diuretics and antiseptics, as well as for treating intestinal colic, diarrhea, kidney stones, rheumatoid arthritis, wounds, and enterocolitis. The genus is chemically diverse with different substance classes; most of them are triterpenes, phenolic acids, and flavonoids, and they exhibit valuable pharmacological properties, such as antitumor, antioxidant, leishmanicidal, trypanocidal, anti-inflammatory, and healing properties. This review presents information on the chemical constituents isolated from seven Arrabidaea species, and the pharmacological activities of the extracts, fractions and pure substances isolated since 1994, obtained from electronic databases. The various constituents present in the different species of this genus demonstrate a wide pharmacological potential for the development of new therapeutic agents, however its potential has been underestimated.

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Section: Main Chemical Composition Of a Brachypodamentioning

confidence: 98%

Section: Main Chemical Composition Of a Brachypodamentioning

confidence: 99%

A Review of the Phytochemistry and Pharmacological Properties of the Genus Arrabidaea

et al. 2022

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“…Antiinflammatory properties of the oleanane‐type triterpenoid 3β‐estearioxy‐olean‐12‐ene ( 98 ), isolated from the roots of Arrabidaea brachypoda , were evaluated (da Rocha et al, 2015). This triterpene demonstrated effects on different tests by reducing paw edema induced by carrageenan and by decreasing licking time caused by a subplantar injection of formalin.…”

Section: Antiinflammatory Activity Of Natural Triterpenesmentioning

confidence: 99%

Antiinflammatory activity of natural triterpenes—An overview from 2006 to 2021

Miranda

Jesus

Luiz

et al. 2022

Phytotherapy Research

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Terpenes are one of the most abundant classes of secondary metabolites produced by plants and can be divided based on the number of isoprene units (C5) in monoterpenes (2 units—C10), sesquiterpenes (3 units—C15), diterpenes (4 units—C20), triterpenes (6 units—C30), etc. Chemically, triterpenes are classified based on their structural skeleton including lanostanes, euphanes, cycloartanes, ursanes, oleananes, lupanes, tirucallanes, cucurbitanes, dammaranes, baccharanes, friedelanes, hopanes, serratanes etc. Additionally, glycosylated (saponins) or highly oxidated/degraded (limonoids) triterpenes could be found in nature. The antiinflammatory effect and action as immunomodulators of these secondary metabolites have been demonstrated in different studies. This review reports an overview of articles published in the last 15 years (from 2006 to 2021 using PubMed and SciFinder database) describing the antiinflammatory effects of different triterpenes with their presumed mechanism of action, suggesting that triterpenes could be appointed as natural products with future pharmaceutical applicability.

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“…O gênero Arrabidaea, ocorre entre países como México, Argentina e no cerrado do Brasil. As espécies desse gênero são bastante utilizadas na medicina tradicional como adstringentes, anti-inflamatórios, antimicrobianos e anti-tumorais (LEITE et al, 2006;MARTIN et al, 2008, ROCHA et al, 2015RODRIGUES et al, 2019). Dessa forma, destaca-se a espécie A. brachypoda, largamente empregada com finalidades terapêuticas pela população da região centro-oeste do Brasil, contra cálculos renais e dor nas articulações (ROCHA et al, 2011).…”

Section: Introductionunclassified

PROSPECÇÃO CIENTÍFICA E TECNOLÓGICA DE PRODUTOS DA ESPÉCIE Arrabidaea brachypoda (DC.) BUREAU

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et al. 2021

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A prospecção científica e tecnológica se apresenta como processo viável para indicar temas de interesse para a pesquisa e desenvolvimento de tecnologias estratégicas para geração de novos produtos e/ou processos nas mais diversas áreas econômicas e sociais. O Brasil apresenta uma das maiores biodiversidades do mundo e suas espécies vegetais podem representar fontes de diversos produtos que podem ser empregados pelo homem, principalmente na busca de novos medicamentos. Dessa forma,este trabalho teve como objetivoidentificar as principais atividades farmacológicas de Arrabidaeae brachypoda, seus componentes químicos, além de avaliar as patentes envolvendo essa espécie. Nesse sentido, os extratos das folhas, flores e raízes da espécie apresentam atividade antimicrobiana, anticarcinogênica, antiparasitária, espasmolítica, anti-inflamatória, antioxidandte e gastroprotetora. Seus principais componentes químicos são flavonoides, saponinas, triterpenos, taninos, polifenois e óleo essencial. Na prospecção tecnológica,foram identificadas um total de 17 depósitos de patentes nos bancos de dados consultados. Os resultados denotam que o maior volume de patentes está entre os anos de 2010 e 2020, e que os números de publicações científicas superam os depósitos de patentes. Portanto apesar de suas várias propriedades farmacológicas cientificamente comprovadas, ainda há um número pequeno de patentes depositadas de produtos de A. brachypoda.

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Oleanane-type triterpenoid: an anti-inflammatory compound of the roots Arrabidaea brachypoda

Cited by 13 publications

References 23 publications

A Review of the Phytochemistry and Pharmacological Properties of the Genus Arrabidaea

A Review of the Phytochemistry and Pharmacological Properties of the Genus Arrabidaea

Antiinflammatory activity of natural triterpenes—An overview from 2006 to 2021

PROSPECÇÃO CIENTÍFICA E TECNOLÓGICA DE PRODUTOS DA ESPÉCIE Arrabidaea brachypoda (DC.) BUREAU

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