Chemical Constituents of Essential Oil of<i>Protium decandrum</i>(Burseraceae) from Western Amazon

Carvalho, Loretta Ennes de; Pinto, Darlene da Silva; Magalhães, Lyege Amazonas Maciel; Lima, Maria da Paz; Marques, Márcia Ortiz Mayo; Facanali, Roselaine

doi:10.1080/0972060x.2010.10643809

Cited by 11 publications

(9 citation statements)

References 5 publications

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“…These results demonstrate the predominance of cyclic sesquiterpenes, bearing chemical groups mainly derived via the cyclization of cadinene, guaiane, germacrane and caryophyllane. The greater amounts of sesquiterpenes found in the analyses corroborate previous reports on the oil composition of several species of Protium in different regions of Brazil [10][11][12][13][14][15][16][17][18][19][20] and worldwide [21]. Table 2 displays the percentage of monoterpenes and sesquiterpenes in the essential oils from the leaves of 13 Protium species collected in Panama and Brazil.…”

supporting

confidence: 85%

“…This sesquiterpene is either the main component or found in relative higher amounts in P heptaphyllum collected in the Cerrado (32.1%) [10], Amazon (11.1%) [11] and Caatinga (18.6%) [12] biomes. In addition, transcaryophyllene was also found in high concentration in the Amazonian species P. decandrum (22.8%) [13,14], P. spruceanum (36.4%) [13,[15][16], P. unifoliolatum (37.4%) [17], P. grandifolium (24.5%), P. hebetatum (12.8%) [18], and P. elegans (35.9%) [19].…”

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confidence: 99%

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Volatile Constituents of Two Species of Protium from the Atlantic Rainforest in the State of Pernambuco, Brazil

Freitas

Câmara

Moraes

et al. 2011

Natural Product Communications

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The chemical composition of the essential oils from Protium giganteum and P. aracouchine was determined, for the first time, using GC-MS analysis. From the oil of P. giganteum, 32 components were identified, representing 93.9% of the oil, and from P. aracouchine, 29 components, representing 97.8% of the oil. Among the compounds identified in the P. giganteum oil, 93.6% were sesquiterpenes, with β-caryophyllene (26.0 ± 0.8%), globulol (9.3 ± 0.2%), α-cadinol (7.0 ± 0.5%), α-humulene (6.4 ± 0.1%) and germacrene D (6.2 ± 0.3%) as the major components. Among the 29 compounds identified in the P. aracouchine oil, 95.9% were sesquiterpenes as well, with spathulenol (31.8 ± 1.6%), α-cis-bergamotene (8.8 ± 0.2 %) and viridiflorol (9.7 ± 0.7%) as the major components.

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confidence: 85%

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confidence: 99%

Volatile Constituents of Two Species of Protium from the Atlantic Rainforest in the State of Pernambuco, Brazil

Freitas

Câmara

Moraes

et al. 2011

Natural Product Communications

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“…In previous studies of the efficiency of the essential oil from leaves of P. ovatum, the result was 0.10 % and a complex mixture of terpene constituents was determined by 1 H NMR, 13 C NMR and IR (CASTELO et al 2010). Other species of Protium were analyzed and a complex mixture of monoterpenes and sesquiterpenes were determined in essential oils from resins, foliar rachises, branches and leaves (CARVALHO et al 2013;PINTO et al 2010;CARVALHO et al 2010). 139.0 (CH, C-9); 131.3 (C, C-3); 124.2 (CH, C-4); 115.5 (CH 2 , C-7); 112.7 (CH 2 , C-10); 31.4 (CH 2 , C-6); 26.9 (CH 2 , C-5); 25.7 (CH 3 , C-1) and 17.7 (CH 3 , C-2).…”

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confidence: 99%

Chemical composition, anti-Trypanosoma cruzi and cytotoxic activities of the essential oil from green fruits of Protium ovatum (BURSERACEAE)

et al. 2018

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-Chagas disease is a major neglected tropical disease caused by Trypanosoma cruzi. It has been treated with the antiparasitic drugs nifurtimox and benzonidazole, which cause several side effects. The market for natural products has considerably grown lately and the use of plants has become an alternative to the development of novel drugs to cure the disease. Therefore, this study aimed at describing the chemical analysis of the essential oil from green fruits of Protium ovatum and evaluating their trypanocidal and cytotoxic potential. The essential oil was obtained by Clevenger hydrodistillation whereas its chemical composition was determined by gas chromatography coupled to mass spectrometry (GC-MS). The major compounds found in the essential oil from green fruits of P. ovatum were β-myrcene (62.0 %), α-pinene (11.3 %) and limonene (7.3 %). To the best of our knowledge, this was the first time that the chemical composition of the essential oil from green fruits of P. ovatum was described. Results showed that the essential oil had strong trypanocidal activity against trypomastigote forms of theY strain of Trypanosoma cruzi (IC 50 = 1.2 µg/mL). In addition, the essential oil from green fruits of P. ovatum did not display cytotoxicity against LLCMK 2 adherent epithelial cell at the concentration range under analysis (CC 50 = 550.3 μg/mL). As a result, it is an excellent option for the development of novel antiparasitic drugs. Index terms: Protium ovatum, β-myrcene, fruits, essential oil, Trypanosoma cruzi, cytotoxic analysis. Composição química, atividades anti-Trypanosoma cruzi e citotóxica do óleo essencial dos frutos verdes de Protium ovatum (BURSERACEAE)Resumo -A doença de Chagas é uma das principais doenças tropicais negligenciadas causadas pelo Trypanosoma cruzi, e em seu tratamento utilizam-se medicamentos como o nifurtimox e o benzonidazol, que causam vários efeitos colaterais. O mercado de produtos naturais tem aumentado consideravelmente nos últimos anos, e o uso das plantas continua sendo uma alternativa para o desenvolvimento de novos medicamentos para cura de doenças. Portanto, este estudo aborda a composição química do óleo essencial dos frutos verdes de Protium ovatum e a avaliação de seus potenciais tripanocida e citotóxico. O óleo essencial foi obtido por hidrodestilação, utilizando o aparato do tipo Clevenger. A composição química foi determinada por cromatografia gasosa acoplada à espectrometria de massas (CG-EM). Os principais compostos encontrados no óleo essencial dos frutos verdes de P. ovatum foram: β-mirceno (62,0 %), α-pineno (11,3 %) e limoneno (7,3 %).

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“…Resins from Protium species usually exude from the trees as a milky liquid that coagulates on the trunk and may darken depending on the degree of oxidation. Studies related to the volatile components of the resins collected in the Adolpho Ducke Reserve have been performed for P. decandrum (Carvalho et al, 2010), P. hebetatum (Pinto et al, 2010, Ramos et al, 2000, Santana et al, 2020, P. altsonii (Ramos et al, 2000, Santana et al, 2020, P. spruceanum, P. paniculatum var. riedelianum and P. paniculatum var.…”

Section: Introductionmentioning

confidence: 99%

Evaluation of volatile constituents, exudation of resin and occurrence of galls of Protium aracouchini (Aubl.) Marchand

et al. 2021

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Protium aracouchini (Aubl.) Marchand [sin Icica aracouchini Aubl.], which occurs in the Adolpho Ducke Forest Reserve, in the Brazilian Amazon, was evaluated for the presence of galls, for resin exudation and the composition of the essential oils from the aerial parts and the resin. The experiment to stimulate the exudation of resin from the trunk was conducted using a 2-chloroethylphosphonic acid solution. The resin produced after 40 days and the aerial parts had their essential oils extracted in a Clevenger apparatus and the volatile chemical constituents were analyzed using GC/MS. The non-oxygenated sesquiterpenes α-copaene (21.15%) and α-gurjunene (13.69%), in addition to the oxygenated sesquiterpene spathulenol (10.32%), were detected as the majority constituents of the essential oil of the leaves, and a concentration similar to that of α-gurjunene was found in the branches (13.28%). The resin essential oil showed a high concentration of hydrocarbon monoterpenes (76.49%) with a predominance of α-pinene (17.57%) and limonene (46.11%). Four gall morphotypes were found associated with this species. The present study reports for the first time information on the volatile constituents and the resinous potential of P. aracouchini, and registers the morphotypes of the galls that help in the taxonomy of the species.

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Chemical Constituents of Essential Oil ofProtium decandrum(Burseraceae) from Western Amazon

Cited by 11 publications

References 5 publications

Volatile Constituents of Two Species of Protium from the Atlantic Rainforest in the State of Pernambuco, Brazil

Volatile Constituents of Two Species of Protium from the Atlantic Rainforest in the State of Pernambuco, Brazil

Chemical composition, anti-Trypanosoma cruzi and cytotoxic activities of the essential oil from green fruits of Protium ovatum (BURSERACEAE)

Evaluation of volatile constituents, exudation of resin and occurrence of galls of Protium aracouchini (Aubl.) Marchand

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