Riparin A, a compound from Aniba riparia, attenuate the inflammatory response by modulation of neutrophil migration

Silva, Renan O.; Damasceno, Samara; Silva, Irismara S.; Silva, Valdelânia G; Brito, Camila F.; Teixeira, Antonio Éder Albuquerque; Nunes, Geandra Batista Lima; Câmara, Celso A.; Filho, José Maria Barbosa; Gutierrez, Stanley Juan Chávez; Ribeiro, Ronaldo A.; Souza, Marcellus H.; Barbosa, André Luiz R.; Freitas, Rivelilson Mendes de; Medeiros, Jand Venes R.

doi:10.1016/j.cbi.2015.01.029

Cited by 22 publications

(13 citation statements)

References 34 publications

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“…We investigate the vascular extravasation using Evans blue dye, which forms a stable complex with plasma proteins (mainly albumin). Our data showed that pretreatment with ISP‐VT reduced carrageenan‐induced vascular permeability, these data suggested that the effect of ISP‐VT on the vascular permeability was via inhibition of inflammatory mediators that interact with permeability and which have already been discussed above (Silva et al, ; Thurston et al, ).…”

Section: Resultssupporting

confidence: 78%

“…Total white blood cells were counted using a Neubauer chamber. Differential cell counts (100 cells total) were determined in slides stained with hematoxylin and eosin (H & E) (Silva et al, ). The number of leukocytes or neutrophils per milliliter of peritoneal exudate was expressed.…”

Section: Methodsmentioning

confidence: 99%

“…Animals were euthanized 7 hr after drug administration. After this procedure, samples of the gastric corpus region were evaluated for myeloperoxidase enzyme activity (MPO) as previously described (Silva et al, ).…”

Section: Methodsmentioning

confidence: 99%

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Efficacy of a phenol derivative, isopropyl vanillate, as an anti‐inflammatory agent: A new small molecule inhibitor of COX and neutrophil migration

Nogueira

Souza

Oliveira

et al. 2019

Drug Development Research

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Inflammation is the response of the body to noxious stimuli such as infections, trauma, or injury. Experimental studies have shown that vanillic acid has antiinflammatory effects. The objective of this study was to investigate the antiinflammatory and antipyretic properties of the derivative of vanillic acid, isopropyl vanillate (ISP-VT), in mice. The results of this study indicated that ISP-VT reduced paw edema induced by carrageenan, dextran sulfate (DEX), compound 48/80, serotonin, bradykinin (BK), histamine (HIST), and prostaglandin E2 (PGE2). Furthermore, ISP-VT reduced recruitment of leukocytes and neutrophils and reduced its adhesion and rolling, and decreased myeloperoxidase enzyme activity (MPO), cytokine levels (tumor necrosis factor-α and interleukin-6), and vascular permeability. ISP-VT also significantly reduced the expression of cyclooxygenase-2 (COX-2) in subplantar tissue of mice. ISP-VT inhibited COX-2 selectively compared to the standard drug. Our results showed that although ISP-VT binds to COX-1, it is less toxic than indomethacin, as evidenced by MPO analysis of gastric tissue. Treatment with the ISP-VT significantly reduced rectal temperature in yeast-induced hyperthermia in mice. Our results showed that the main mechanism ISP-VT-induced anti-inflammatory activity is by inhibition of COX-2. In conclusion, our results indicate that ISP-VT has potential as an anti-inflammatory and antipyretic therapeutic compound. K E Y W O R D Santipyretic, COX-2 inhibition, inflammation, vanillic acid

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Section: Resultssupporting

confidence: 78%

Section: Methodsmentioning

confidence: 99%

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Efficacy of a phenol derivative, isopropyl vanillate, as an anti‐inflammatory agent: A new small molecule inhibitor of COX and neutrophil migration

Nogueira

Souza

Oliveira

et al. 2019

Drug Development Research

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“…The inflammatory response was attenuated by modulation of neutrophil migration (Silva et al, 2015). Riparin II is a molecule with interesting anti-inflammatory activity, possibly due to its ability to decrease TNF-α and IL-1β production and its histamine antagonism (Carvalho et al, 2013).…”

Section: Introductionmentioning

confidence: 99%

Riparin III effect on the development of neural tube embryos of Gallus gallus

Lima¹,

Filho²,

Gutierrez³

et al. 2017

Afr. J. Pharm. Pharmacol.

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The aim of this study is to demonstrate the teratogenicity of Riparin III in embryos of Gallus gallus (domestic) at an early stage of development. This study is unprecedented in the literature. Chicken eggs were used to investigate the morphometry. All the groups were incubated at 37.2 ± 0.1°C and 60 ± 5% relative humidity for 24 h. The embryonic disc was identified and the eggs of the control group were administered 0.1 ml of saline tamponade (PBS, pH 7.0) and those of the other group were administered Riparin III in 25, 50 and 100 μg/ml doses. The eggs were closed with sterile adhesive strips and incubation was continued for another 24 h. All the eggs were then reopened and the embryos dissected from embryonic membranes and evaluated histopathologically with haematoxylin eosin dye for 15 s and washed with distilled water. An embryological development within twelve stages as classified by Hamburger and Hamilton (1951) was obtained. When compared with the control group, the width of the neural tube of the embryos was modified with all Riparin III concentrations. Longer somites resulted from the 50 and 100 μg/ml Riparina III concentrations. The function of the structures was preserved. This drug can potentially be used in pregnant women as an anxiolytic and for treating depression.

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“…Some alkaloids of the alkamide group were isolated from the green fruit of Aniba riparia (Nees) Mez, a Lauraceae plant endemic of the Amazon forest (Brazil) popularly known as “louro” [14]. Its natural alkaloids, known as riparins, showed antimicrobial, anxiolytic, antinociceptive and anti-inflammatory activities in preclinical studies [14,15,16,17,18]. These properties awakened interest in verifying the pharmacological potential of these amides, which can be obtained synthetically by condensation between acyl chlorides and O-methyltyramine in a yield of until 93% [19].…”

Section: Introductionmentioning

confidence: 99%

Pharmacological Properties of Riparin IV in Models of Pain and Inflammation

et al. 2016

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Riparins, natural alkaloids of the alkamide group, can be synthesized by simple methods, enhancing their potential application in pharmaceutical development. Here, the pharmacological properties of riparins were investigated in in vitro and in vivo assays of pain and inflammation in Swiss mice. Inflammatory mediators were measured by radioimmunoassay and Real-Time PCR. Riparins I, II, III and IV (1.56-100 mg/kg; ip) produced dose-related antinociceptive effects in the formalin test, exhibiting ED 50 values of 22.93, 114.2, 31.05 and 6.63 mg/kg, respectively. Taking the greater potency as steering parameter, riparin IV was further investigated. Riparin IV did not produce antinociceptive effect on the tail flick, suggesting that its antinociception is not a centrally-mediated action. In fact, riparin IV (1.56-25 mg/kg) produced dose-related antinociceptive and antiedematogenic effects on the complete Freund's adjuvant (CFA)-induced paw inflammation in mice. During CFA-induced inflammation, riparin IV did not modulate either the production of cytokines, TNF-α and IL-10, or COX-2 mRNA expression. On the other hand, riparin IV decreased the PGE 2 levels in the inflamed paw. In in vitro assays, riparin IV did not exhibit suppressive activities in activated macrophages. These results indicate, for the first time, that riparin IV induces antinociceptive and anti-inflammatory effects, possibly through the inhibition of prostanoid production.

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Riparin A, a compound from Aniba riparia, attenuate the inflammatory response by modulation of neutrophil migration

Cited by 22 publications

References 34 publications

Efficacy of a phenol derivative, isopropyl vanillate, as an anti‐inflammatory agent: A new small molecule inhibitor of COX and neutrophil migration

Efficacy of a phenol derivative, isopropyl vanillate, as an anti‐inflammatory agent: A new small molecule inhibitor of COX and neutrophil migration

Riparin III effect on the development of neural tube embryos of Gallus gallus

Pharmacological Properties of Riparin IV in Models of Pain and Inflammation

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