Constituintes químicos isolados dos caules de Michelia champaca L. (Magnoliaceae)

Monteiro, Marianna Francisca Martins; Leptokarydis, Ioanis Hcristos; Silva, Geraldo Humberto; Silva, V. C. da; Bolzani, Vanderlan S.; Young, Maria Cláudia M.; Lopes, Manuela

doi:10.1590/s0100-46702007000300002

Cited by 10 publications

(6 citation statements)

References 6 publications

(7 reference statements)

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“…NMR spectrum signals of MCET51 in CDCl 3 showed the number of proton and carbon with their 2D correlation in determining structural arrangement [27] as shown in Table 2. These spectrum signals were identical with liriodenine based on previous results [26,28,14]. Based on characterization, data showed that MCET51 was proved as liriodenine, an aporphine alkaloid with molecular formula was C 17 H 9 NO 3 .…”

Section: Resultssupporting

confidence: 77%

“…Chemical compounds contained in C. kuning were sinapyl 4-O-β-D-glucopyranoside alcohol, sinapyl 4-O-β-D-glucopyranoside aldehyde, syringaresinol and N-acetylnonaine [14], michampanolide, 8-acetoxyparthenolide, magnograndiolide, parthenolide, cestunolide [15], quercetin [16], champacaine, anonaine, norushinsunine, ushinsunine, N-acetylanonaine, roemerine, asimilobine, anolobine, isocorydine, liriodenine, atherospermidine, O-methyl moschatoline, syringaresinol, N-trans-feruloyltyramine, 4-hydroxybenzaldehyde, vanillin, vanillic acid, syringic acid, 3,4-dimethoxybenzoic acid, coniferyl aldehyde, syringin, scopoletin, 4-acetonyl-3,5-dimethoxy-p-quinol, sitostenone, stigmasta-4,22-dien-3-one [17], stigmasterol and 3β-16αdihydroxy-5-cholestene-21-al, Michelia-A, and guaianolides [4].…”

Section: Introductionmentioning

confidence: 99%

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Isolation of Bioactive Compound of Michelia Champaca L. Bark and Its Activity Test Using Mechanism-Based Yeast Bioassay

Zuhrotun

Suganda

Wirasutisna

et al. 2016

Asian J Pharm Clin Res

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Objectives: This study aimed to isolate the active compound of Michelia champaca L. bark and test its activity using mechanism-based yeast bioassay.Methods: The bark was extracted by methanol; fractionation was done by liquid-liquid extraction (LLE) using n-hexane, ethyl acetate, and water. Theactivity of LLE fractions was tested by mechanism-based yeast bioassay. The most active fraction was then separated by vacuum liquid chromatography,further separated by classical column chromatography and purified by recrystallization. The isolate was characterized by ultraviolet-visible, infraredspectrophotometric method, nuclear magnetic resonance spectroscopy, and mass spectrometric method.Results: The isolation process resulted in an isolate named MCET51. Characterization data showed that MCET51 was proved as liriodenine (C)with molecular weight 275 (m/z), an aporphine alkaloid. The activity assay showed that liriodenine was active against Saccharomyces cerevisiae strain1140, 1353, and 1138 with IC12 values were 22.15±1.71, 24.76±0.56, and 7.02±1.85 µg/ml, respectively.Conclusions: It can be concluded that M. champaca L. bark contained liriodenine which was active both as topoisomerase I inhibitor andtopoisomerase II inhibitor.Keywords: Michelia champaca L., Topoisomerase inhibitor, Mechanism-based yeast bioassay, Liriodenine.17H9NO3

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Section: Resultssupporting

confidence: 77%

Section: Introductionmentioning

confidence: 99%

Isolation of Bioactive Compound of Michelia Champaca L. Bark and Its Activity Test Using Mechanism-Based Yeast Bioassay

Zuhrotun

Suganda

Wirasutisna

et al. 2016

Asian J Pharm Clin Res

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“…This specie has been used in folk medicine to the treatment for rheumatism (Sharma & Mehta, 1998;Monteiro et al, 2007). Several phytochemical studies reported the occurrence of sesquiterpene lactones, alkaloids, flavonoids, tannins, and saponins in leaves, stems and roots of M. champaca (Monteiro et al, 2007;Jacobsson et al, 1995;Khan et al, 2002). The volatile oil from leaves of M. champaca was composed by several compounds, mainly benzyl acetate, linalool, isoeugenol and has been used as a starting material for perfums (Lai & Lee, 1994).…”

Section: Introductionmentioning

confidence: 99%

Chemical composition and seasonal variation of the volatile oils from leaves of Michelia champaca L., Magnoliaceae

Lago¹,

Fávero²,

Romoff³

2009

Rev. bras. farmacogn.

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RESUMO: "Composição química e variação sazonal dos óleos voláteis das folhas de Michelia champaca L., Magnoliaceae". Os óleos voláteis das folhas de Michelia champaca L., coletadas bimestralmente ao longo de um ano (quatro vezes no décimo quinto dia de janeiro, março, maio, julho, setembro e novembro de 2004), foram submetidos à análise por CG/DIC e CG-EM, de onde foram identificados treze componentes. Adicionalmente, parte do óleo obtido na coleta de janeiro foi submetida a fracionamento em gel de sílica impregnada com AgNO 3 fornecendo cinco dos principais sesquiterpenos (β-elemeno, β-cariofileno, α-humuleno, β-selineno e α-cadinol). Os dados obtidos mostram uma variação significativa na proporção dos componentes, a qual pode estar associada a parâmetros microclimáticos em cada período de coleta. Unitermos: Michelia champaca, terpenoides, variação sazonal.ABSTRACT: The volatile oils from leaves of Michelia champaca L. collected bimonthly during one year (four times on the fifteenth day of January, March, May, July, September, and November -2004) were subjected to GC/FID and GC-MS analysis, from which thirteen components were identified. Additionally, part of the oil obtained from January collection was subjected to fractionation over silica gel soaked with AgNO 3 to afford five of the main sesquiterpenes (β-elemene, β-caryophyllene, α-humulene, β-selinene, and α-cadinol). The obtained data showed a significative variation in the proportions of the components, which could be associated to climatic parameters in each collection periods.

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“…A substância 4 foi isolada como um sólido branco (10 mg) a partir do extrato em AcOEt das raízes de P. reticulatum e foi identificada como sendo a lignana furofurânica siringaresinol (Figura 37). Sua estrutura foi determinada através da análise dos espectros de NMR de 1 H, de 13 C, MS-ESI e por MS-EI, sendo os dados de NMR de 1H e 13 C comparados com os da literatura (Monteiro et al, 2007). atribuído aos hidrogênios aromáticos (4H, H2, H2', H6 e H6').…”

Section: Substânciaunclassified

“…Dados obtidos Literatura (Monteiro et al, 2007)  et al, 2008). Com base neste conjunto de dados a estrutura proposta para este composto foi determinada como benzoato de cianobenzila, ou benzoato de mandelonitrila.…”

Section: Posiçãounclassified

Análise metabolômica e atividade biológica de Piper reticulatum L.

Silva¹

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O estudo fitoquímico dos extratos de plantas adultas e plântulas da espécie Piper reticulatum, coletada na Floresta Nacional de Carajás, levou ao isolamento de quatro amidas, incluindo diidrowisanidina, descrita previamente nesta espécie, wisanidina, (2E,4E)-N-isobutileicosa-2,4-dienamida, (3E,5E,14E)-N-pirrolidileicosa-3,5,14trienamida (inédita em função da posição das insaturações da cadeia alquílica), uma lignana (siringaresinol) e uma nitrila (benzoato de cianobenzila), além de terem sido propostas as estruturas de oito amidas contendo longa cadeia alquílica, com base nos dados de cromatografia gasosa e líquida acoplada a espectrometria de massas. Os extratos e produtos naturais isolados foram avaliados quanto aos seus potenciais antifúngicos frente aos fitopatógenos Cladosporium cladosporioides e C. sphaerospermum e atividade inibidora da enzima acetilcolinesterase, sendo constatada forte atividade para as amidas em ambos ensaios, além de forte atividade para a nitrila contra C. sphaerospermum. Além disso, os extratos de plantas adultas e plântulas de P. reticulatum foram analisados através de EM (ESI +) e os dados analisados por PCA (análise dos componentes principais) e através de HCA (análise por agrupamento hierárquico) juntamente com a espécie P. amalago, filogeneticamente relacionada com

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Constituintes químicos isolados dos caules de Michelia champaca L. (Magnoliaceae)

Abstract: IntroduçãoMagnoliaceae compreende cerca de 10 gêneros e 220 espécies, sendo que a maioria ocorre no Hemisfério Norte, mas também são encontrados na Ásia (Índia e Malásia) e América do Sul (Brasil)

Cited by 10 publications

References 6 publications

Isolation of Bioactive Compound of Michelia Champaca L. Bark and Its Activity Test Using Mechanism-Based Yeast Bioassay

Isolation of Bioactive Compound of Michelia Champaca L. Bark and Its Activity Test Using Mechanism-Based Yeast Bioassay

Chemical composition and seasonal variation of the volatile oils from leaves of Michelia champaca L., Magnoliaceae

Análise metabolômica e atividade biológica de Piper reticulatum L.

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