CONSTITUINTES QUÍMICOS DE Protium paniculatum (BURSERACEAE)

Abstract

RESUMO -Dos extratos etéreo e etanólico da casca da madeira de Protium paniculatum Engl. foram isolados á e β-AMIRINA (0,012%), β-sitosiero! e estigmasterol (0,003%) e o ácido 3,3'-di-0-metilelágico (0,093%0). A presença do ácido 3,3',4-tri-0-metileIágico foi postulada com base na análise do espectro de massas.Palavras-chave: Burseraceac, Protium, terpenoídes, ácido 3,3'-di-o-metilelágico e ácido 3,3',4-tri-o-metilelágico. Chemical Constituents of Protium paniculatum (Burseraceae).SUMMARY -á-e β-myrin (0,012%), β-sitosterol and stigmasterol (0.003%),3,3'-di-0-methylellagic (0.093%) acid were isolated from the bark wood of Protium paniculatum.The presence of 3.3',4-tri-0-methylellagic acid was postulate on the of mass spectral analyses.

Phytochemistry of Trattinnickia burserifolia, T. rhoifolia, and Dacryodes hopkinsii: chemosystematic implications

“…13 Lignans are less common and were for long known only from Bursera, but have now been recorded in Commiphora and Protium. 14,15 Until recently the phytochemical knowledge of Protieae were the records of three dammaranes (dammaradienol in Garuga pinnata, 16 3α,20(S)-dihydroxydammar-24-ene in Crepidospermum rhoifolium, 5 and cabraleadiol in Protium apiculatum 5 ), one tirucallane (butirospermol in G. pinnata 16 ), two ursanes (α-amirin and 3-epi-α-amirin in G. pinnata, 16 and only the former in P. paniculatum Engl 17 and P. icicariba 5 ), one oleanane (β-amirin in P. paniculatum 17 and P. icicariba 5 ), one cycloartane (3β,24-dihydroxycycloart-25-ene in C. rhoifolium 5 ), one multiflorane (secoisobryononic acid in Tetragastris altissima 5 ), one friedelane (friedelin in T. altissima 5 ), one taraxerane (taraxerol in T. altissima 5 ), one lupane (lupeol in P. icicariba 5 and P. apiculatum 5 ), four sterols (sitosterol, stigmasterol, campesterol and 3β-O-β-D-glucopyranosylsitosterol in C. rhoifolium 5 , only the two first in P. paniculatum; 17 and only the former in P. opacum Swart, 18 P. apiculatum 5 and T. altissima 5 ), four lignans [(+)-(2S,3S)-2-(3',4'methylenedioxy-acetophenone)-butyrolactone, (-)-cubebin epimers in P. tenuifolium Engl, 15 parabenzolactone in C. rhoifolium 5 and (-)-savinin in T. altissima 5 ], one coumarin (propacin in P. opacum 18 ), one biflavonoid (amentoflavone in G. pinnata 19 ) and two macrocyclic biphenyl ether (garuganin I and III in G. pinnata 16 ). Protieae genera have been shown to have a chemical profile that is comparable to those of all other burseraceous tribes.…”

“…13 It is also chemical evidence favouring its classification in the Canarieae, notably by the cooccurrence of 3,4-secolupanes in Canarium muelleri and C. zeylanicum. 13 The co-occurrence of dammaranes in Trattinnickia, Garuga, 17 Crepidospermum, 5 Protium 5 and Commiphora 20,21 suggests some affinity between Protieae and Boswellieae (Bursereae). The simplest dammaranes, in which the side chain is undegraded (as in dammarenediol-II and 3α,20(S)dihydroxydammar-24-ene from T. burserifolia), are typical of the Protieae and that increasing ability to lose the entire C-17 side chain (as in mansumbinanes 21 ) occurs through the Boswellieae (in Commiphora).…”

Banco de Dados de Produtos não Madeireiros da Floresta Nacional do Tapirapé-Aquiri, Serra de Carajás

“…Entre essas espécies, destacam-se o breu-amarelo (Protium paniculatum Engl. ), cuja casca é utilizada na medicina tradicional para tratamentos fitoterápicos (Zoghbi, 1994), o bre-sucuúba (Protium amazonicum Cuatrec. ), cujo óleo-resina é extraído para tratamentos cicatrizantes (Silva, 2006) e o jatobá (Hymenaea courbaril L.) que, por sua vez, é utilizado para tratamentos relacionados ao estômago através de suas folhas e frutos (Costa, 2012).…”

Chemical investigation, antifungal activity and anatomical aspects of Protium puncticulatum J.F Macbr. and Protium tenuifolium (Engl.) Engl

“…However, the genus has species that are difficult to identify based on only morphological characteristics (Daly, 1989). Studies related to the non-volatile chemical constituents of Amazonian species demonstrate the predominance of pentacyclic triterpenes with ursane and oleanane skeletons in leaves (Guimarães and Siani, 2007), stem bark (Zoghbi et al, 1993;Costa et al, 2012) and resins (Almeida et al, 2015;Susunaga et al, 2001); and lignans of dibenzylbutitolactone and arylnaphthalene types have been found in the trunk wood (Siqueira et al, 1995;Siani et al, 1998). As these are resinous species, there is considerable interest in studies of their essential oils, since these have high yields and their volatile constituents are predominantly monoterpenes (Lima et al, 2014;2016;Zoghbi et al, 2005;Pinto et al, 2013) and sesquiterpenes (Oliveira et al, 2018;Carvalho et al, 2010).…”