Alcalóides e outros metabólitos do caule e frutos de Zanthoxylum tingoassuiba A. St. Hil

Abstract

AlcAlóides e outros metAbólitos do cAule e frutos dePhytochemical investigation of this species, popularly known as tinguaciba and used in traditional medicine to various diseases, resulted in the isolation of 15 substances: 2 alkaloids -norchelerythrine and arnottianamide; 1 lignan -sesamin; 4 terpenoids -citronellyl acetate, lupeol, α-bisabolol and spatulenol; 5 coumarins described for the first time -xanthotoxin, isopimpinelin, O-prenylumbelliferone, imperatorin and aurapten, 1 protoalkaloid -methyl N-methylanthranilate and 2 steroids -stigmasterol and β-sitosterol. The structures of the compounds were elucidated by spectroscopic analyses and compared with literature data.

Extraction with supercritical fluid and comparison of chemical composition from adults and young leaves of Zanthoxylum tingoassuiba

“…The high sensitivity of this method allowed identifying substances that were not detected by NMR analysis, such as the sesquiterpene β-eudesmol (2) and protoalkaloid methyl N-methylanthranilate (5), both found in extracts of mature leaves. Compounds 1, 3, 4 and 5 were previously isolated in fruit and stems of Z. tingoassuiba (Silva, 2008). Spectroscopic data of the substances identified: Five samples were extracted from 30 g for each group of leaves, keeping the conditions of pressure and temperature for 45 min for each extraction.…”

“…St.-Hil., Rutaceae, resulted in the isolation of fi fteen substances: two alkaloids: norchelerythrine and arnottianamide; one lignin: sesamin; four terpenoids: citronellyl acetate, lupeol, α-bisabolol and spatulenol; fi ve coumarins: xanthotoxin, isopimpinelin, O-prenylumbelliferone, imperatorin and aurapten; one protoalkaloid: methyl N-methylanthranilate and two steroids: stigmasterol and β-sitosterol (Silva et al, 2008). Continuing the chemical characterization of Z. tingoassuiba, leaves at different stages of maturity were analyzed because they showed clear morphological differences in the fi eld.…”

Alcaloides das cascas das raízes de Zanthoxylum spp

“…6 Do extrato hexano da casca das raízes de Z. rhoifolium (4,2 g) foram isoladas sesamina (6,0 mg) 2, di-hidroqueleritrina (8,7 mg) 3, anortianamida 5 (50,0 mg), 7,9-dimetoxi-2,3-metilenodioxibenzofenantridina (19,6 mg) 9 e angolina (53, 3 mg) 10. No extrato hexano de Z. stelligerum (11,1 g) foram identificados lupeol (19,6 mg) 1, di-hidroqueleritrina (14,3 mg) 3, anortianamida 5 (31,5 mg), norqueleritrina (16,0 mg) 9 e imperatorim (9,6 mg) 11.…”

“…(1926) e sua aplicação na medicina popular como antiespasmódico, analgé-sico e diurético pode ter sido o mote para este primeiro estudo. [4][5][6] O objetivo deste trabalho foi contribuir com o conhecimento da flora do semiárido, apresentando o resultado do estudo fitoquímico realizado nas cascas das raízes das espécies Z. rhoifolium Lam, Z. stelligerum Turez e Z. tingoassuiba A. St. Hil.…”

Zanthoxylum Genus as Potential Source of Bioactive Compounds

“…Z. tingoassuiba has been marketed since 1923 by Flora Medicinal J. Monteiro da Silva Laboratory, as part of herbal medicinal product called Uva do Mato®, which is prescribed for muscle cramps and spasms (Da Silva et al, 2008). Z. rhoifolium also has been commercialized in Brazil as a component of herbal tea mixtures sold in drugstores, supermarkets and popular markets (Pereira et al, 2010;Da Silva et al, 2007a).…”