Antinociceptive, antiedematogenic and antiangiogenic effects of benzaldehyde semicarbazone

Rocha, Leonardo Cristian; Costa, Karina A.; Oliveira, Antônio Carlos Pinheiro de; Nascimento, Elias B.; Bertollo, Caryne Margotto; Araujo, Fausto G.; Teixeira, Letícia R.; Andrade, Sílvia Passos; Beraldo, Heloísa; Coelho, Márcio M.

doi:10.1016/j.lfs.2006.01.027

Cited by 22 publications

(6 citation statements)

References 43 publications

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“…However, coordination to bismuth(III) could be an interesting strategy for improvement of lapachol's therapeutic effects. In the employed model, the sponge induces an inflammatory angiogenic response that reproduces many features of the healing occurring after mechanical and natural injuries such as balloon angioplasty, atherosclerosis, inflamed synovium and surgical wounds (Rocha et al 2006). Hence, lapachol and its bismuth(III) complex [Bi(Lp) 2 ]Cl may present potential as drug candidates to be used to modulate the inflammatory and angiogenic components of a number of pathological conditions.…”

Section: Discussionmentioning

confidence: 99%

Coordination of lapachol to bismuth(III) improves its anti-inflammatory and anti-angiogenic activities

et al. 2011

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Complex [Bi(Lp)(2)]Cl was obtained with 4-hydroxy-3-(3-methylbut-2-enyl)naphthalene-1,2-dione, "lapachol" (HLp). Lapachol, [Bi(Lp)(2)]Cl and BiCl(3) were evaluated in a murine model of inflammatory angiogenesis induced by subcutaneous implantation of polyether polyurethane sponge discs. Intraperitoneal (i.p.) administration of lapachol or [Bi(Lp)(2)]Cl reduced the hemoglobin content in the implants suggesting that reduction of neo-vascularization was caused by lapachol. In the per os treatment only [Bi(Lp)(2)]Cl decreased the hemoglobin content in the implants. Likewise, N-acetylglucosaminidase (NAG) activity decreased in the implants of the groups i.p. treated with lapachol and [Bi(Lp)(2)]Cl while in the per os treatment inhibition was observed only for [Bi(Lp)(2)]Cl. Histological analysis showed that the components of the fibro-vascular tissue (vascularization and inflammatory cell population) were decreased in lapachol- and complex-treated groups. Our results suggest that both lapachol and [Bi(Lp)(2)]Cl exhibit anti-angiogenic and anti-inflammatory activities which have been attributed to the presence of the lapachol ligand. However, coordination to bismuth(III) could be an interesting strategy for improvement of lapachol's therapeutic properties.

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Section: Discussionmentioning

confidence: 99%

Coordination of lapachol to bismuth(III) improves its anti-inflammatory and anti-angiogenic activities

et al. 2011

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“…Even though there have been little reports to imply the mechanism of antinociceptive activity of amygdalin, we just noted that the chemical structure of amygdalin includes a benzaldehyde unit, which seems to play a key role in antinociceptive action of amygdalin. 34) Recently, it was reported that amygdalin has anti-inflammatory and antinociceptive effects in mouse BV2 microglial cells. 1) In the rat formalin test, the early (0-10 min) phase of formalin-induced pain behavior is produced by the direct activation of C-fiber primary afferent nociceptors, while the pain behaviors associated with the late (10-30 min) phase are related to the sensitization of dorsal horn neurons due to the initial barrage of primary afferent input during the early phase or the formalin-induced inflammatory reaction.…”

Section: Discussionmentioning

confidence: 99%

Antinociceptive Effect of Amygdalin Isolated from <i>Prunus armeniaca</i> on Formalin-Induced Pain in Rats

Hwang

Kim

et al. 2008

Biological & Pharmaceutical Bulletin

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Armeniacae semen is the seed of the apricot (Prunus armeniaca L. var. ansu MAXIM.), which belongs to the Rosaceae family. It is a traditional drug with many benefits, including the provision of antipyretic, antitussive, anticancer, and thirst-quenching effects. In traditional Oriental medicine, it is used to treat various diseases, including asthma, bronchitis, emphysema, constipation, nausea, leprosy, and leucoderma. 1)Amygdalin, also known as vitamin B17 or laetrile, 2) is a major component of armeniacae semen, and is easily isolated from the stones of rosaceous fruits, such as apricots, almonds, peaches, cherries, and plums. Although it was advocated as a new cancer cure or preventative and examined clinically in the late 1970s and early 1980s, it was not approved by the Food and Drug Administration for cancer treatment due to insufficient clinical evidence of its efficacy and potential toxicity.3) Despite the failure of clinical tests to demonstrate the anticancer effects of amygdalin in the U.S.A. and in Europe, amygdalin continues to be manufactured and administered as an anticancer therapy in northern Europe and Mexico, and few studies have examined other pharmacological activities of amygdalin. Recently, Chang et al. reported that armeniacae semen extract exerted anti-inflammatory and antinociceptive effects by showing the in vitro suppression of cyclooxygenase-2 (COX-2) and inducible nitric oxide synthase (iNOS) expression in mouse BV2 microglial cells. 1,4,5) In the present study, formalin-induced behavior was chosen as a model of acute inflammatory pain to evaluate the antinociceptive activity of amygdalin. The rat formalin test has been widely used for analyzing acute nociceptive pain induced by the subcutaneous administration of formalin and continuous tonic pain generated by tissue injury and inflammation in rodents.6,7) In the rat formalin test, formalininduced behaviors, such as licking, biting or shaking the injected paw, are expressed in two clear-cut phases in the 1-h period following formalin injection. The first phase starts immediately after formalin injection and lasts 3-5 min. This is predominantly mediated by c-fiber activation due to the peripheral stimulation of formalin 8,9) and reflects an acute pain state. The second phase starts 15-20 min after formalin injection and lasts 20-60 min, depending on the formalin concentration injected. This pain response is attributed to ongoing afferent input from the peripheral site, which leads to the development of spinal cord hyperexcitability. 10)The expression of an immediate-early gene, c-Fos in the spinal cord dorsal horn, is a marker of the neuronal activity that can be induced by noxious stimuli.11-15) Therefore, it allows quantification of the effects of antinociceptive treatments and the identification their neuroanatomical localization.13,16) Intraplantar formalin injection evokes c-Fos protein expression, principally in superficial (I-II) and deep (III-IV) dorsal horn laminae.16-18) Therefore, we used c-Fos protein expression in the spi...

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“…Semicarbazone derivatives have versatile biological activities, making their study interesting: anticonvulsant [1-3], antimicrobial [4,5], antioxidant [6], antiangiogenic [7], anticancer [8], antiproliferative [9], antimalarial [10], and antiprotozoal [11]. In addition, steroidal semicarbazone derivatives have shown antiproliferative activity [12], indole semicarbazones exhibited antimicrobial activity [13], and semicarbazone derivatives of calix [4]arene have been used for removal of Cr(VI) ions [14].…”

Section: Introductionmentioning

confidence: 99%

Practical one-pot synthesis of semicarbazone derivatives via semicarbazide, and evaluation of their antibacterial activity

et al. 2015

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New series of 2-(aryl or alkyl)-N-phenylhydrazine-1-carboxamides 1a-j were synthesized through one-pot reactions of aldehyde or ketones, hydrazine hydrate, and phenylisocyanate in MeOH. The structure of products was confirmed by Fourier transform infrared (FT-IR), proton nuclear magnetic resonance ( 1 H NMR), and 13 C NMR spectra. Minimum inhibitory concentration (MIC) of antibacterial activity of 1a-j was screened against five bacterial strains. Compound 1f showed antibacterial activity against Pseudomonas aeruginosa and Staphylococcus aureus.

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Antinociceptive, antiedematogenic and antiangiogenic effects of benzaldehyde semicarbazone

Cited by 22 publications

References 43 publications

Coordination of lapachol to bismuth(III) improves its anti-inflammatory and anti-angiogenic activities

Coordination of lapachol to bismuth(III) improves its anti-inflammatory and anti-angiogenic activities

Antinociceptive Effect of Amygdalin Isolated from <i>Prunus armeniaca</i> on Formalin-Induced Pain in Rats

Practical one-pot synthesis of semicarbazone derivatives via semicarbazide, and evaluation of their antibacterial activity

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