Analgesic and Antiinflammatory Activities Evaluation of (‐)‐O‐Acetyl, (‐)‐O‐Methyl, (‐)‐O‐Dimethylethylamine Cubebin and Their Preparation from (‐)‐Cubebin.

Souza, Gustavo Henrique Bianco de; Filho, Ademar Alves da Silva; Souza, Vanessa A. de; Pereira, Ana Carolina; Royo, Vanessa de Andrade; Silva, M. L. A. e; Silva, Renan F. da; Donate, Paulo Marcos; Carvalho, José Carlos Tavares; Bastos, Jairo Kenupp

doi:10.1002/chin.200422224

Cited by 3 publications

(3 citation statements)

References 1 publication

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Considering its biological activities, Bastos et al (2001) reported antiinflammatory and analgesic effects of (-)-cubebin in rats and Coimbra et al (2004) observed that its derivate (-)-o-benzylcubebin showed only analgesic activity. Souza et al (2004) showed that acetylated (-)-cubebin presented more effective anti-inflammatory activity than (-)-cubebin and acetylated and aminated derivatives of (-)-cubebin showed more analgesic effects. Bastos et al (1999) and Souza et al (2005) reported significant trypanocidal activity of derivatives of (-)-cubebin.…”

Section: Introductionmentioning

confidence: 99%

Genotoxic effects of (−)‐cubebin in somatic cells of mice

Maistro

Natel

Souza

et al. 2010

J of Applied Toxicology

View full text Add to dashboard Cite

(-)-Cubebin belongs to the dibenzylbutyrolactone lignan group, which is widely distributed in the plant kingdom. Because this compound shows interesting biological activities, it is extremely important to evaluate its possible genotoxic activity to allow its safe use in humans. Thus, the present study was performed to investigate the genotoxicity potential activity of (-)-cubebin assessed by two assays: micronucleus in bone marrow cells and comet test in peripheral blood leukocytes of Swiss mice. In the (-)-cubebin dose range-finding assays, the maximum tolerated dose was greater than 2000 mg kg(-1) . The compound was administered by an oral route at single doses of 250, 500 and 2000 mg kg(-1) body weight. Cytotoxicity was assessed by scoring 200 consecutive total polychromatic (PCE) and normochromatic (NCE) erythrocytes (PCE/NCE ratio). Under our experimental conditions, micronucleus and comet assays, respectively, showed that (-)-cubebin caused dose-related clastogenic and genotoxic effects in the somatic cells investigated. PCE/NCE ratio showed no cytotoxicity for the three doses of the compound. The data suggest caution in the ingestion of (-)-cubebin by humans, especially at high doses.

show abstract

Section: Introductionmentioning

confidence: 99%

Genotoxic effects of (−)‐cubebin in somatic cells of mice

Maistro

Natel

Souza

et al. 2010

J of Applied Toxicology

View full text Add to dashboard Cite

show abstract

“…This may be partially explained by the high specificity of acetylated anti-inflammatory compounds (Souza et al, 2004), such as aspirin, which inhibit prostaglandin synthesis by inactivating COX. Aspirin selectively acetylates the hydroxyl group of a serine residue (Ser 53), among the terminal 70 amino acids of the PGEs enzyme chains.…”

Section: Discussionmentioning

confidence: 99%

Anti-inflammatory and non ulcerogenic activities of acetylbergenin

Borges¹,

Aguiar²,

Sousa³

et al. 2017

Afr. J. Pharm. Pharmacol.

View full text Add to dashboard Cite

Endopleura uchi (Huber) Cuatrec. (Humiriaceae), the Brazilian Amazon plant, is used in folk medicine to treat arthritis and gastric ulcer. Bergenin, one of the chemical constituents of E. uchi, has antiinflammatory properties. Its acetylation results in acetylbergenin, which is extracted to investigate its potential anti-inflammatory and antiulcer properties using an assay for croton oil-induced ear edema, rat paw edema induced by carrageenan and dextran, carragenin-induced peritonitis, and stress-induced gastric ulcer. In ear erythema induced by croton oil, acetylbergenin presented a significant 75.60% inhibition (p<0.001). The oral administration of 6.8 mg/kg of acetylbergenin significantly inhibited the carrageenan-induced edema formation by 35.09% (p<0.05) and the dextran-induced edema by 33% (p<0.05). The migration of neutrophils toward the peritoneal cavity was inhibited in acetylbergenin (6.8 mg/kg) treated animals by 70% (p<0.01). In the stress-induced gastric ulcer, acetylbergenin inhibited 78.55% of gastric lesions. The results suggest that, the anti-inflammatory action of acetylbergenin appears to be dependent on cyclooxygenase (COX-2) inhibition. Furthermore, although the antiinflammatory activity of acetylbergenin is a characteristic of nonsteroidal compounds, it causes little deleterious interference in the gastric mucosa.

show abstract

“…1). Lignans, one of the longest known classes of natural products, have attracted much interest over the years on account of their broad range of biological activities, such as antileishmanial (Barata et al, 2000), antimalarial (Zhang et al, 2001), antitumor (Bastos et al, 1996), and anti-inflammatory (Souza et al, 2004) activities, among others. Recently, our group reported the significant trypanocidal and antileishmanial activities of dibenzylbutyrolactone lignans (Souza et al, 2005;Royo et al, 2003;Bastos et al, 1999).…”

Section: Introductionmentioning

confidence: 99%