Anti-inflammatory action of ethanolic extract and clerodane diterpenes from Casearia sylvestris

Pierri, Elaíse Gonçalves; Castro, Rogério Cardoso de; Vizioli, Ednir Oliveira; Ferreira, Carla Maria Riberio; Cavalheiro, Alberto José; Tininis, Aristeu Gomes; Chin, Chung Man; Santos, André Gonzaga dos

doi:10.1016/j.bjp.2016.12.008

Cited by 12 publications

(9 citation statements)

References 24 publications

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“…Previous studies on the chemical composition of Casearia species revealed the presence of phenolic glycosides, phenylpropanoids, flavonoids, sesquiterpenes, monoterpenes and especially a class of oxygenated diterpenoids with a tricyclic clerodane nucleus called casearin, with high anti‐inflammatory and antitumor potential 1,15,16 . These clerodane diterpenes found in Casearia species (Salicaceae) comprise a decalin system (A and B rings), in cis configuration, and a tetrahydrofuran ring C (Figure 1).…”

Section: Introductionmentioning

confidence: 99%

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Fragmentation study of clerodane diterpenes from Casearia species by tandem mass spectrometry (quadrupole time‐of‐flight and ion trap)

Danuello

Castro

Pilon

et al. 2020

Rapid Comm Mass Spectrometry

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Rationale Clerodane‐type diterpenes from Casearia species show important pharmacological activites such as antitumor, antimicrobial and anti‐inflamatory. There are several mass spectrometry (MS)‐based methods for identification of diterpenes; however, there is still a lack of MS procedures capable of providing characteristic fragmentation pathways for a rapid and unambiguous elucidation of casearin‐like compounds. Methods Casearin‐like compounds were investigated by electrospray ionization tandem mass spectrometry (ESI‐MS/MS). The fragmentation studies were carried out by tandem mass spectrometry in space (quadrupole time‐of‐flight (QTOF)) using different collision energies and also by tandem mass spectrometry in time (QIT) by selective isolation of product ions. Results Casearin‐like compounds presented a predominance of sodium‐ and potassium‐cationized precursor ions. Both QIT and QTOF techniques provided sequential neutral losses of esters related to the R1 to R5 substituents linked to the nucleus of the clerodane diterpenes. The fragmentation pathway is initiated with a cleavage of the ester moieties R2 followed by the elimination of the ester groups R3, both losing neutral carboxylic acids. Using QIT, it was also possible to observe the cleavage of the ester groups R1 or R5 by MS4 experiments. Conclusions Through a rational analysis of the fragmentation mechanisms of Casearia diterpenes it was possible to suggest an annotation strategy based on the sequential cleavages of the ester groups related to the R2, R3 and R5 substituents. These results will assist studies of the dereplication and metabolomics involving casearin‐like compounds present in complex extracts of Casearia species.

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Section: Introductionmentioning

confidence: 99%

“…Several species of this genus have been used in folk medicine to treat ulcers, diabetes and antimicrobial infections 1 . Furthermore, pharmacological studies have demonstrated that compounds from Casearia species present antitumor, 2–9 anti‐ulcer, 10–13 antimicrobial, 14 and anti‐inflammatory activities 15 …”

Section: Introductionmentioning

confidence: 99%

Fragmentation study of clerodane diterpenes from Casearia species by tandem mass spectrometry (quadrupole time‐of‐flight and ion trap)

Danuello

Castro

Pilon

et al. 2020

Rapid Comm Mass Spectrometry

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“…Because ethanol (a green solvent) has been used to extract oxygenated clerodane diterpenes and can yield from 10.5 to 14.5 % (w/w) of total casearins, [16,17] this solvent was selected for the extraction of the var. sylvestris leaves to produce an extract containing casearin‐like diterpenes.…”

Section: Resultsmentioning

confidence: 99%

In Vitro Schistosomicidal Activities of the Leaf Extracts from Casearia sylvestris Varieties

Santos

Carvalho

Silva

et al. 2022

Chemistry & Biodiversity

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Schistosomiasis, a tropical disease caused by flatworms, may affect the liver, spleen, bladder, and intestine. Casearia sylvestris Swartz, a medicinal plant, displays antiprotozoal, antimicrobial, antifungal, and antiulcer activities. We have evaluated the in vitro schistosomicidal activity of two C. sylvestris varieties against Schistosoma mansoni adult worms at concentrations between 12.5 and 200 μg/mL. At 100 and 200 μg/mL, the ethanolic C. sylvestris var. sylvestris leaf extract enriched in casearin‐like diterpenes eliminated 100 % of the parasites after incubation for 72 h and 48 h, respectively, whilst the same extract at 200 μg/mL eliminated 96 %, 100 %, and 100 % of the parasites after incubation for 24, 48, and 72 h, respectively. On the other hand, the hydroalcoholic C. sylvestris var. lingua leaf extract at 200 μg/mL eliminated 60.4 and 66.7 % of the parasites after incubation for 48 and 72 h, respectively. The presence of casearin‐like diterpenes and glycosylated flavonoids was confirmed based on chromatographic techniques and mass spectrometry data.

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“…C. sylvestris contains many chemical constituents in the leaves [ 120 ]. These compounds, which primarily consist of volatile oils, tannins, and triterpene content [ 121 ], are responsible for a wide range of biological activities, including antioxidant and cytotoxic effects [ 122 , 123 , 124 ]. Pharmacological studies have shown that C. sylvestris extracts (ethanolic, hydroethanolic, and aqueous extracts) and bioactive compounds have antitumoral, antiulcerogenic, anti-inflammatory, and wound-healing properties [ 120 , 121 , 122 ].…”

Section: Natural Herbals and Spices In Wound Healingmentioning

confidence: 99%

Phytochemistry and Biological Activity of Medicinal Plants in Wound Healing: An Overview of Current Research

et al. 2022

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Wound healing is a complicated process, and the effective management of wounds is a major challenge. Natural herbal remedies have now become fundamental for the management of skin disorders and the treatment of skin infections due to the side effects of modern medicine and lower price for herbal products. The aim of the present study is to summarize the most recent in vitro, in vivo, and clinical studies on major herbal preparations, their phytochemical constituents, and new formulations for wound management. Research reveals that several herbal medicaments have marked activity in the management of wounds and that this activity is ascribed to flavonoids, alkaloids, saponins, and phenolic compounds. These phytochemicals can act at different stages of the process by means of various mechanisms, including anti-inflammatory, antimicrobial, antioxidant, collagen synthesis stimulating, cell proliferation, and angiogenic effects. The application of natural compounds using nanotechnology systems may provide significant improvement in the efficacy of wound treatments. Increasing the clinical use of these therapies would require safety assessment in clinical trials.

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Anti-inflammatory action of ethanolic extract and clerodane diterpenes from Casearia sylvestris

Cited by 12 publications

References 24 publications

Fragmentation study of clerodane diterpenes from Casearia species by tandem mass spectrometry (quadrupole time‐of‐flight and ion trap)

Fragmentation study of clerodane diterpenes from Casearia species by tandem mass spectrometry (quadrupole time‐of‐flight and ion trap)

In Vitro Schistosomicidal Activities of the Leaf Extracts from Casearia sylvestris Varieties

Phytochemistry and Biological Activity of Medicinal Plants in Wound Healing: An Overview of Current Research

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