Antinociceptive properties of chalcones. Structure-activity relationships

Corrêa, Rogério; Pereira, Márcia A. S.; Buffon, Daniela; Santos, Lorena dos; Filho, Valdir Cechinel; Santos, Adair Roberto Soares; Nunes, Ricardo José

doi:10.1002/1521-4184(200110)334:10<332::aid-ardp332>3.0.co;2-o

Cited by 36 publications

(8 citation statements)

References 11 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…We were not able to determine the opioid receptors involvement in the antinociceptive activity of those pure compounds because the amount yielded was not enough for further studies. In term of chalcones, several reports have demonstrated that this class of compounds exhibited antinociceptive activity [28–30] even when assessed using the formalin test [30, 31]. Further preparations of extract and partitions for the isolation of those compounds are currently being carried out in our laboratory with hope of using them to study the possible mechanisms of antinociception involved.…”

Section: Discussionmentioning

confidence: 99%

Activity-Guided Isolation of Bioactive Constituents with Antinociceptive Activity fromMuntingia calaburaL. Leaves Using the Formalin Test

Yusof

Salleh

Kek

et al. 2013

Evidence-Based Complementary and Alternative Medicine

View full text Add to dashboard Cite

The present study was conducted to determine the antinociceptive potential of methanol extract of Muntingia calabura L. (MEMC) and to isolate and identify the bioactive compound(s) responsible for the observed antinociceptive activity. The MEMC and its partitions (petroleum ether (PEP), ethyl acetate (EAP), and aqueous (AQP) partitions), in the dose range of 100, 500, and 1000 mg/kg, were tested using the formalin-induced nociceptive test. The PEP, which exerted the most effective activity in the respective early and late phase, was further subjected to the fractionation procedures and yielded seven fractions (labelled A to G). These fractions were tested, at the dose of 300 mg/kg, together with distilled water or 10% DMSO (negative controls); morphine and aspirin (positive controls) for potential antinociceptive activity. Of all fractions, Fraction D showed the most significant antinociceptive activity, which is considered as equieffective to morphine or aspirin in the early or late phase, respectively. Further isolation and identification processes on fraction D led to the identification of three known and one new compounds, namely, 5-hydroxy-3,7,8-trimethoxyflavone (1), 3,7-dimethoxy-5-hydroyflavone (2), 2′,4′-dihydroxy-3′-methoxychalcone (3), and calaburone (4). At the dose of 50 mg/kg, compound 3 exhibited the highest percentage of antinociceptive activity in both phases of the formalin test. In conclusion, the antinociceptive activity of MEMC involved, partly, the synergistic activation of the flavonoid types of compounds.

show abstract

Section: Discussionmentioning

confidence: 99%

Activity-Guided Isolation of Bioactive Constituents with Antinociceptive Activity fromMuntingia calaburaL. Leaves Using the Formalin Test

Yusof

Salleh

Kek

et al. 2013

Evidence-Based Complementary and Alternative Medicine

View full text Add to dashboard Cite

show abstract

“…A LC24 apresenta o substituinte metoxi na posição 4', sendo descrito na literatura que a presença do grupo metóxi em posição para é capaz de aumentar a atividade anti-inflamatória por inibição da COX (BANO et al, 2013). A presença de grupos retiradores de elétrons no anel ligado diretamente à carbonila, como o substituinte cloro na posição 2' na LC41, está relacionado com o aumento do efeito antinociceptivo em modelos de dor aguda pelo teste da formalina e teste de contorções abdominais (CORRÊA et al, 2001). Além disso, também é atribuído ao grupamento nitro uma atividade complementar para inibição da COX-2 (BUKHARI et al, 2012), sendo este grupamento presente na LC41 na posição 4 do anel aromático ligado ao carbono beta da função olefínica.…”

Section: Gruposunclassified

“…Inúmeras técnicas têm sido descritas para síntese de chalconas, dentre estas se destaca o método de Claisen-Schmidt, que consiste na reação de uma acetofenona com um aldeído aromático (BUKHARI; JASAMI; JANTAN, 2012). Muitas chalconas e seus derivados sintéticos possuem a capacidade de inibir as principais vias pró-inflamatórias, e apresentam atividades antinociceptiva e anti-inflamatória (CORRÊA et al, 2001;ROJAS et al 2002;WON et al, 2005;MOHAMAD et al, 2010;JANTAN et al, 2014;ISMAIL et al, 2016;STAURENGO-FERRARI et al, 2018;UR RACHID et al, 2019).…”

Section: Introductionunclassified

EFEITO ANTICONVULSIVANTE DO ÓLEO FIXO DO FRUTO DA Mauritia flexuosa L.F. EM CAMUDONGOS

Araújo¹,

Borges²,

Machado³

et al. 2021

Farmácia E Suas Interfaces Com Vários Saberes 3

View full text Add to dashboard Cite

Direitos para esta edição cedidos à Atena Editora pelos autores. Todo o conteúdo deste livro está licenciado sob uma Licença de Atribuição Creative Commons. Atribuição-Não-Comercial-NãoDerivativos 4.0 Internacional (CC BY-NC-ND 4.0).O conteúdo dos artigos e seus dados em sua forma, correção e confiabilidade são de responsabilidade exclusiva dos autores, inclusive não representam necessariamente a posição oficial da Atena Editora. Permitido o download da obra e o compartilhamento desde que sejam atribuídos créditos aos autores, mas sem a possibilidade de alterá-la de nenhuma forma ou utilizá-la para fins comerciais. Todos os manuscritos foram previamente submetidos à avaliação cega pelos pares, membros do Conselho Editorial desta Editora, tendo sido aprovados para a publicação com base em critérios de neutralidade e imparcialidade acadêmica.A Atena Editora é comprometida em garantir a integridade editorial em todas as etapas do processo de publicação, evitando plágio, dados ou resultados fraudulentos e impedindo que interesses financeiros comprometam os padrões éticos da publicação. Situações suspeitas de má conduta científica serão investigadas sob o mais alto padrão de rigor acadêmico e ético.

show abstract

“…The data set used for the 2D QSAR analyses contains 34 analgesic cyclic imides, which have been selected from the literature [17][18][19][20][21][22][23]. The structures and corresponding pID 50 values (-log ID 50 , where ID 50 corresponds to the dose of compound that reduced responses by 50% relative to control value) for the whole set of compounds are included in Table 1.…”

Section: Data Setmentioning

confidence: 99%

Classical and Fragment-Based Hologram Structure-Activity Relationships for a Series of Analgesic Cyclic Imides

Andricopulo¹,

Borchhardt²,

Castilho³

2008

LDDD

View full text Add to dashboard Cite

Cyclic imides have been widely employed in drug design research due to their multiple pharmacological and biological properties. In the present study, two-dimensional quantitative structure-activity relationship (2D QSAR) studies were conducted on a series of potent analgesic cyclic imides using both classical and hologram QSAR (HQSAR) methods, yielding significant statistical models (classical QSAR, q 2 = 0.80; HQSAR, q 2 = 0.84). The models were then used to evaluate an external data test, and the predicted values were in good agreement with the experimental results, indicating their consistency for untested compounds.

show abstract

Antinociceptive properties of chalcones. Structure-activity relationships

Cited by 36 publications

References 11 publications

Activity-Guided Isolation of Bioactive Constituents with Antinociceptive Activity fromMuntingia calaburaL. Leaves Using the Formalin Test

Activity-Guided Isolation of Bioactive Constituents with Antinociceptive Activity fromMuntingia calaburaL. Leaves Using the Formalin Test

EFEITO ANTICONVULSIVANTE DO ÓLEO FIXO DO FRUTO DA Mauritia flexuosa L.F. EM CAMUDONGOS

Classical and Fragment-Based Hologram Structure-Activity Relationships for a Series of Analgesic Cyclic Imides

Contact Info

Product

Resources

About