Six new cassane diterpenes from the twigs and leaves of Tara (Caesalpinia spinosa Kuntze)

He, Dongyang; Li, Yuanping; Tang, Hongbo; Ma, Ruijing; Li, Xiaonian; Wang, Liqin

doi:10.1016/j.fitote.2015.07.018

Cited by 10 publications

(5 citation statements)

References 13 publications

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“…After comparison of the obtained data with the values reported in the literature, compounds 2 , 4, and 5 were identified as cassa-13(14),15-dien-oic acid ( 2 ), (+)-vouacapenic acid ( 4 ), and (+)-methyl vouacapenate ( 5 ), which were previously reported for V. americana [ 9 , 10 , 11 ]. Compound 3 was not described for V. americana but has been isolated from tara ( Caesalpinia spinosa ) and named isoneocaesalpin H [ 18 ].…”

Section: Resultsmentioning

confidence: 99%

Chemical and Biological Evaluation of Amazonian Medicinal Plant Vouacapoua americana Aubl

Çiçek

Barbosa

Wenzel‐Storjohann

et al. 2022

Plants

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Vouacapoua americana (Fabaceae) is an economically important tree in the Amazon region and used for its highly resistant heartwood as well as for medicinal purposes. Despite its frequent use, phytochemical investigations have been limited and rather focused on ecological properties than on its pharmacological potential. In this study, we investigated the phytochemistry and bioactivity of V. americana stem bark extract and its constituents to identify eventual lead structures for further drug development. Applying hydrodistillation and subsequent GC-MS analysis, we investigated the composition of the essential oil and identified the 15 most abundant components. Moreover, the diterpenoids deacetylchagresnone (1), cassa-13(14),15-dien-oic acid (2), isoneocaesalpin H (3), (+)-vouacapenic acid (4), and (+)-methyl vouacapenate (5) were isolated from the stem bark, with compounds 2 and 4 showing pronounced effects on Methicillin-resistant Staphylococcus aureus and Enterococcus faecium, respectively. During the structure elucidation of deacetylchagresnone (1), which was isolated from a natural source for the first time, we detected inconsistencies regarding the configuration of the cyclopropane ring. Thus, the structure was revised for both deacetylchagresnone (1) and the previously isolated chagresnone. Following our works on Copaifera reticulata and Vatairea guianensis, the results of this study further contribute to the knowledge of Amazonian medicinal plants.

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Section: Resultsmentioning

confidence: 99%

Chemical and Biological Evaluation of Amazonian Medicinal Plant Vouacapoua americana Aubl

Çiçek

Barbosa

Wenzel‐Storjohann

et al. 2022

Plants

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“…Tal es el caso de: los gallotaninos y sus derivados hidrosolubles, además del ácido gálico, sin embargo, el que mayor efecto posee contra esta especie bacteriana es el ácido tánico. Estos componentes vegetales son de tipo fenólico con propiedades antibacterianas de amplio espectro contra bacterias grampositivas y gramnegativas como se demuestra en el estudio de Aguilar et al 10 y el de He D et al 35 Por su parte Guevara et al 36 estudiaron el efecto de cocimientos tres biovariedades C. spinosa sobre cepas de S. aureus, 29 oxacilino-resistentes y 31 oxacilino-sensibles. Su preparación fue en base al método usado por la población a manera de infusión.…”

Section: Discussionunclassified

Efecto antimicrobiano in vitro de extractos de Caesalpinia spinosa sobre cepas de Staphylococcus aureus resistentes a antibióticos betalactámicos

Coral

Ordóñez

et al. 2021

Odontol Sanmarquina

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Objetivo. Determinar el efecto antimicrobiano de extractos etanólicos de Caesalpinia spinosa sobre cepas de Staphylococcus aureus penicilino y meticilino resistentes. Métodos. Se utilizaron las cepas de S. aureus ATCC 11632 y 33592, los extractos etanólicos de hojas y vainas de C. spinosa se obtuvieron por maceración en concentraciones de 25%, 50%, 75% y 100%. Se utilizó el método de Kirby-Bauer, los discos de papel filtro se cargaron con extracto de hojas, vainas y semillas, se depositaron sobre el medio, inoculado con una suspensión de S. aureus a 0,5 McFarland. El control positivo fueron discos de Ampicilina y control negativo discos impregnados con etanol. Después de 24 horas, se midieron los diámetros de los halos con un calibrador Vernier. Resultados. Se registraron halos de hasta 18 mm de diámetro con los extractos de hojas al 100%, 17 mm con extractos de vainas y 14 mm con extractos de semillas sobre S. aureus ATCC 33592; en el caso de la cepa ATCC 11632, se registraron halos de hasta 14 mm con extractos de hojas y vainas al 100%, y de hasta 8 mm con extractos de semillas. La prueba de ANOVA indicó que existieron diferencias significativas entre los halos obtenidos con los diferentes tipos de extractos, a diferentes concentraciones. Conclusión. Se determinó que todos los extractos de C. spinosa poseen actividad antimicrobiana sobre las dos cepas estudiadas, con un patrón directamente proporcional entre el efecto y la concentración.

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“…The complexity of the active compounds present in the aqueous and ethanolic extracts of C. spinosa pods remains unresolved. In general, polyphenols, flavonoids, tannic acids, and gallic acids (Aguilar-Galvez et al, 2014;Mu et al, 2016), along with 10 types of sesquiterpenoids, have been identified in the extract of mature pods, including Caesalpinin A(1) (Mu et al, 2016) in extracts of immature pods, galactomannan (polysaccharides) (Santander et al, 2011;Skowyra et al, 2013) in seed endosperm, and diterpenes in extracts of leaves (He et al, 2015). From our results, it can be inferred that as long as the structure and function of normal cells were maintained, there was no risk of DNA damage due to the active compounds from C. spinosa aqueous extract.…”

Section: In Vivo Acute Toxicity Test and Chronic Toxicity Test Of C Spinosa In O Niloticusmentioning

confidence: 99%

Safety Profile of Caesalpinia spinosa Aqueous Extract Tested in Oreochromis niloticus Toward Its Application in Dermocosmetics

et al. 2021

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Herbal extracts have been widely used in dermocosmetics as a source of biomolecules and also as a natural claim. Fruits from Caesalpinia spinosa show great potential for their polyphenolic content, preservative, and film-forming features, as previously reported in specialized literature; however, the toxicity requires investigation. We explored Oreochromis niloticus (tilapia) in larval, alevins, and juvenile stages to evaluate the ex vivo and in vivo genotoxicity and in vivo acute and chronic toxicity of C. spinosa aqueous extract in different concentrations. Cytotoxicity, animal behavior, morphological deformities, and DNA damage were evaluated. Our results showed genotoxic effect in ex vivo tests, but no DNA damage in in vivo erythrocytes. We suggest a mechanism of cell permeability involved in the toxicity of C. spinosa aqueous extract. Internal validation showed the feasibility of O. niloticus applied for toxicity evaluation. Further studies could contribute for better understanding the uses and safety of C. spinosa in cosmetics and topical pharmaceutical products.

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Six new cassane diterpenes from the twigs and leaves of Tara (Caesalpinia spinosa Kuntze)

Cited by 10 publications

References 13 publications

Chemical and Biological Evaluation of Amazonian Medicinal Plant Vouacapoua americana Aubl

Chemical and Biological Evaluation of Amazonian Medicinal Plant Vouacapoua americana Aubl

Efecto antimicrobiano in vitro de extractos de Caesalpinia spinosa sobre cepas de Staphylococcus aureus resistentes a antibióticos betalactámicos

Safety Profile of Caesalpinia spinosa Aqueous Extract Tested in Oreochromis niloticus Toward Its Application in Dermocosmetics

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