Carapanosins A–C from Seeds of Andiroba (Carapa guianensis, Meliaceae) and Their Effects on LPS-Activated NO Production

Higuchi, Keiichiro; Miyake, Teppei; Ohmori, Shoko; Tani, Yoshimi; Minoura, Katsuhiko; Kikuchi, Takashi; Yamada, Takeshi; Tanaka, Reiko

doi:10.3390/molecules22030502

Cited by 17 publications

(13 citation statements)

References 21 publications

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“…Andiroba oil is already described with great healing potential. Researches that oil effectively participates in wound healing by promoting the formation of granulation, tissue contraction and epithelialization (Burlando & Cornara, 2017;Higuchi et al, 2017). According to Souza et al (2017) compared to the control group or andiroba oil showed surprising results, obtaining a lower average of the wound area compared to the control group, mainly macroscopically with a degree of almost total contraction of the incisional wound.…”

Section: Healing Activitymentioning

confidence: 99%

Estudo Etnobotânico, Médico, Terapêutico e Farmacológico de Carapa guianensis Aublet – uma Revisão

Machado¹,

Mendes

2021

BioBrasil

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A Carapa guianensis, conhecida popularmente como andiroba, pertence à família das plantas Meliaceae. O óleo extraído da semente da andiroba é espesso, de cor amarelo-escura, e é utilizado como matéria-prima para iluminação de lamparinas e na indústria de cosméticos para fabricação de loções, xampus, cremes e sabonetes. Além disso, a andiroba também possui atributos terapêuticos e farmacológicos, com propriedades genotóxicas, anti-helmínticas, cicatrizantes, tripanocidas, leishmanicidas, repelentes, larvicidas, antialérgicas, anti-inflamatórias, acaricidas, antimaláricas, antioxidantes e antitumorais. O presente trabalho revisou as propriedades médicas, terapêuticas e farmacológicas de Carapa guianensis. Quanto à atividade genotóxica, não foi encontrada toxicidade ao DNA dos animais testados. Os compostos responsáveis pela atividade curativa no óleo de semente foram tanininos, saponinas e alcalóides. Não foram encontrados compostos responsáveis pela atividade tripanocida. Os compostos responsáveis pela atividade leishmanicida foram ácidos graxos e compostos fenólicos. Não foram encontrados compostos responsáveis pela atividade repelente e larvicida. Tetranortriterpenóides foram considerados responsáveis pela atividade anti-alérgica e anti-inflamatória. Não foram encontrados compostos responsáveis pela atividade acaricida. 6α- acetoxiquedunina foi o composto responsável pela atividade antimalárica. Na atividade antioxidante e antitumoral do óleo de semente não foram encontrados compostos envolvidos.

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Section: Healing Activitymentioning

confidence: 99%

Estudo Etnobotânico, Médico, Terapêutico e Farmacológico de Carapa guianensis Aublet – uma Revisão

Machado¹,

Mendes

2021

BioBrasil

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“…An inhibitory assay of nitric oxide production was performed according to a method reported previously [14] with slight modifications. Briefly, RAW264.…”

Section: Inhibitory Assay Of No Productionmentioning

confidence: 99%

Carapanosins D—F from the Seeds of Andiroba (Carapa guianensis, Meliaceae) and Their Effects on LPS-Activated NO Production

Inoue¹,

Ohmori²,

Kikuchi³

et al. 2018

Preprint

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Abstract:A novel nor-phragmalin-type limonoid, named carapanosin D (1), and two novel mexicanolide-type limonoids, carapanosins E (2) and F (3), were isolated from the seeds oil of Carapa guianensis AUBLET (andiroba), a traditional medicine in Brazil and Latin American countries. Their structures were elucidated on the basis of spectroscopic analyses using 1D and 2D NMR techniques and HRFABMS. Compounds 1-3 were evaluated for their effects on the production of NO in LPS-activated mouse peritoneal macrophages. The NO inhibitory assay suggested that compound 2 may be valuable as potential inhibitors of macrophage activation.

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“…Our series of studies on the components of the seed oil of C. guianensis revealed the structures of carapanolides A and B [ 8 ], guianolide A and B [ 9 ], carapanolides C–I [ 10 ], carapanolides J–L [ 11 ], carapanolides M–S [ 12 ], carapanolides T–X [ 13 ], and carapanosins A–C [ 14 ] in the seed oil of andiroba. Last year, we reported the absolute structure of guianolactones A and B from the seed oil of C. guianasis (Meliaceae) [ 15 ].…”

Section: Introductionmentioning

confidence: 99%

Carapanosins D—F from the Seeds of Andiroba (Carapa guianensis, Meliaceae) and Their Effects on LPS-Activated NO Production

et al. 2018

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A novel nor-phragmalin-type limonoid, named carapanosin D (1), and two novel mexicanolide-type limonoids, carapanosins E (2) and F (3), were isolated from the seed oil of andiroba (Carapa guianensis Aublet), a traditional medicine in Brazil and Latin American countries. Their structures were unambiguously determined on the basis of spectroscopic analyses using one-dimensional (1D) and two-dimensional (2D) NMR techniques and High resolution Fast Atom Bombardment Mass Spectrometry (HRFABMS). Compounds 1–3 were evaluated for their effects on the production of nitric oxide (NO) in Lipopolysaccharide (LPS)-activated mouse peritoneal macrophages. The NO inhibitory assay suggested that compounds 2 and 3 have high potency as inhibitors of macrophage activation.

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Carapanosins A–C from Seeds of Andiroba (Carapa guianensis, Meliaceae) and Their Effects on LPS-Activated NO Production

Cited by 17 publications

References 21 publications

Estudo Etnobotânico, Médico, Terapêutico e Farmacológico de Carapa guianensis Aublet – uma Revisão

Estudo Etnobotânico, Médico, Terapêutico e Farmacológico de Carapa guianensis Aublet – uma Revisão

Carapanosins D—F from the Seeds of Andiroba (Carapa guianensis, Meliaceae) and Their Effects on LPS-Activated NO Production

Carapanosins D—F from the Seeds of Andiroba (Carapa guianensis, Meliaceae) and Their Effects on LPS-Activated NO Production

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