Convolutamydine A and synthetic analogues have antinociceptive properties in mice

Figueiredo, Gabriela S.M.; Zardo, Renata S.; Silva, Bárbara V.; Violante, Flávio A.; Pinto, Ângelo C.; Fernandes, Patrícia Dias

doi:10.1016/j.pbb.2012.09.023

Cited by 46 publications

(18 citation statements)

References 59 publications

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“…Spontaneous activity was evaluated as described by Barros et al [21] and Figueiredo et al [22]. Mice received 10 mg/kg of SART by oral administration and were immediately placed individually in an observation chamber with a floor that was divided into 50 squares (5 cm × 5 cm).…”

Section: Methodsmentioning

confidence: 99%

Immunobiologic and Antiinflammatory Properties of a Bark Extract fromAmpelozizyphus amazonicusDucke

Pecanha

Fernandes

Simen

et al. 2013

BioMed Research International

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Ampelozizyphus amazonicus is used in the treatment and prevention of malaria. The effect of an aqueous extract from this plant (SART) on the immune response was investigated by measuring immunoglobulin production induced by immunization with the antigen TNP-Ficoll in Plasmodium chabaudi-infected mice. SART treatment increased antigen-specific IgM and IgG levels in TNP-Ficoll-immunized mice. The B cell response during malarial infection was also modified by SART. There was an increase in total serum IgM and IgG and a decrease in the percentage of splenic plasma cells (CD138+ cells) in P. chabaudi-infected, SART-treated animals. SART (1, 3 or 10 mg/kg, p.o.) and the reference drug dexamethasone (5 mg/kg) were also tested in carrageenan-induced leukocyte migration to the subcutaneous air pouch (SAP). All SART doses significantly reduced leukocyte migration into the SAP. The protein concentration resulting from extravasation into the peritoneum was also significantly reduced. Our data indicate that SART possesses immunomodulatory properties, inducing an in vivo modification of the B lymphocyte response and anti-inflammatory properties, which are partly due to a reduction in cell migration and are most likely due to an inhibition of the production of inflammatory mediators. Preliminary HPLC-ESI-MS/MS analysis of SART shows a complex saponin profile with deprotonated molecule [M-H]− ions in the range of m/z 800–1000.

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Section: Methodsmentioning

confidence: 99%

Immunobiologic and Antiinflammatory Properties of a Bark Extract fromAmpelozizyphus amazonicusDucke

Pecanha

Fernandes

Simen

et al. 2013

BioMed Research International

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“…Figuereido and colleagues extended the pharmacology of convolutamydine A ( 168 ), isolated from the Floridian marine bryozoan Amantia convoluta , demonstrating that it caused peripheral anti-nociceptive and anti-inflammatory effects in several acute pain models, an effect probably mediated by the cholinergic, opioid and nitric oxide systems and “comparable to morphine’s effects” [166]. Andreev and colleagues contributed an extensive in vitro and in vivo pharmacological study of two polypeptides APHC1 and PAHC3 ( 169 ), isolated from the sea anemone Heteractis crispa , shown to have significant anti-nociceptive and analgesic activity in a number of in vivo murine models with associated hypothermia.…”

Section: Marine Compounds With Antidiabetic and Anti-inflammatory mentioning

confidence: 99%

Marine Pharmacology in 2012–2013: Marine Compounds with Antibacterial, Antidiabetic, Antifungal, Anti-Inflammatory, Antiprotozoal, Antituberculosis, and Antiviral Activities; Affecting the Immune and Nervous Systems, and Other Miscellaneous Mechanisms of Action

et al. 2017

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The peer-reviewed marine pharmacology literature from 2012 to 2013 was systematically reviewed, consistent with the 1998–2011 reviews of this series. Marine pharmacology research from 2012 to 2013, conducted by scientists from 42 countries in addition to the United States, reported findings on the preclinical pharmacology of 257 marine compounds. The preclinical pharmacology of compounds isolated from marine organisms revealed antibacterial, antifungal, antiprotozoal, antituberculosis, antiviral and anthelmitic pharmacological activities for 113 marine natural products. In addition, 75 marine compounds were reported to have antidiabetic and anti-inflammatory activities and affect the immune and nervous system. Finally, 69 marine compounds were shown to display miscellaneous mechanisms of action which could contribute to novel pharmacological classes. Thus, in 2012–2013, the preclinical marine natural product pharmacology pipeline provided novel pharmacology and lead compounds to the clinical marine pharmaceutical pipeline, and contributed significantly to potentially novel therapeutic approaches to several global disease categories.

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“…We had previously showed that other analogue of Convolutamydine A, with a bromide atom at position 5, had significant effect in inflammatory (Fernandes et al, 2014) or antinociceptive models (Figueiredo et al, 2013). In those papers the effects were observed with doses ranging from 0.01 to 30 mg/kg.…”

Section: Discussionmentioning

confidence: 97%

“…Dose response curves for each antagonist were previously constructed and the dose that reduced the response to the agonist by 50% was chosen for these assays (Pinheiro et al, 2010;Figueiredo et al, 2013). …”

Section: Evaluation Of the Possible Mechanism(s) Of Action Of Substanmentioning

confidence: 99%

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Central and peripheral antinociceptive activity of 3-(2-oxopropyl)-3-hydroxy-2-oxindoles

Giorno

Ballard

Cordeiro

et al. 2015

Pharmacology Biochemistry and Behavior

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Convolutamydine A has been shown to develop a significant antinociceptive effect. Here we demonstrated that new analogues (5-iodo-3-(2-oxopropyl)-3-hydroxy-2-oxindole (5-Iisa), 5-fluoro-3-(2-oxopropyl)-3-hydroxy-2-oxindole (5-Fisa), 5-chloro-3-(2-oxopropyl)-3-hydroxy-2-oxindole (5-Clisa) and 5-methyl-3-(2-oxopropyl)-3-hydroxy-2-oxindole (5-Meisa)), at 0.1-10mg/kg doses, have significant peripheral and central antinociceptive effects in thermal and chemical models of nociception. Oral administered analogues demonstrated more pronounced antinociceptive effects than that obtained with the classical opioid drug morphine (5mg/kg) in the first and second phases of formalin-induced licking. In the tail flick model, 5-Clisa and 5-Meisa antinociceptive effect was almost twice as that observed with the same dose of morphine. The concomitant administration of diverse antagonists and the analogues indicates that 5-Iisa effects involve the activation of opioid pathway. On the other hand, 5-Fisa and 5-Clisa have the participation of opioid, nitrergic, cholinergic adrenergic and serotoninergic pathways and 5-Meisa has the involvement of opioid, serotoninergic and cholinergic pathways. In conclusion, our results suggest that the new four analogues from Convolutamydine A have significant antinociceptive effects in thermal and chemical induced nociception and could be used in development of new drugs to be used in pain treatment with reduced side effects.

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Convolutamydine A and synthetic analogues have antinociceptive properties in mice

Cited by 46 publications

References 59 publications

Immunobiologic and Antiinflammatory Properties of a Bark Extract fromAmpelozizyphus amazonicusDucke

Immunobiologic and Antiinflammatory Properties of a Bark Extract fromAmpelozizyphus amazonicusDucke

Marine Pharmacology in 2012–2013: Marine Compounds with Antibacterial, Antidiabetic, Antifungal, Anti-Inflammatory, Antiprotozoal, Antituberculosis, and Antiviral Activities; Affecting the Immune and Nervous Systems, and Other Miscellaneous Mechanisms of Action

Central and peripheral antinociceptive activity of 3-(2-oxopropyl)-3-hydroxy-2-oxindoles

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