Please use this identifier to cite or link to this item: http://repositorio.unicamp.br/jspui/handle/REPOSIP/25337
Type: Artigo de periódico
Title: Other chemical constituents isolated from Solanum crinitum Lam. (Solanaceae)
Author: Cornelius, Marli T. F.
Carvalho, Mário G. de
Silva, Tania M. S. da
Alves, Cassia C. F.
Siston, Ana P. N.
Alves, Kelly Z.
Sant'Anna, Carlos M. R.
Neto, Mario B.
Eberlin, Marcos N.
Braz-Filho, Raimundo
Abstract: The phytochemical investigation of Solanum crinitum Lam led to the isolation from the fruit trichomes of four flavonoids, tiliroside (1), astragalin (2), kaempferol (3), biochanin A-7-O-β-D-apiofuranosyl-(1→5)-β-D-apiofuranosyl-(1→6)-β-D-glucopyranoside (7), along with 4-hydroxybenzoic acid (12), and four cinnamic acid derivatives, cis- and trans- coumaric acids (10 and 11) and cis- and trans- ethyl coumarate (8 and 9). Three tri-glycosyl-steroidal alkaloids, solamargine (13), 20-epi-solamargine (14) and solasonine (16) were isolated from the methanolic extract of the green fruits. The derivatives 3,5,7,4'-tretra-O-methyl-kaempferol (4), 3,7,4'-tri-O-methyl-kaempferol (5), 3,7,4'-tri-O-methyl-5-O-acetyl-kaempferol (6), the peracetyl-epi-solamargine (15) and peracetyl-solasonine (17) were prepared. The structures were established through the analysis of their spectral data. The complete ¹H and 13C NMR data assignments of the new peracetyl derivatives of the alkaloids were made.
O estudo fitoquímico de Solanum crinitum Lam forneceu quatro flavonóides: tilirosídeo (1), astragalina (2), kaempferol (3) e biochanina A-7-O-β-D-apiofuranosil-(1→5)-β-D-apiofuranosil-(1→6)-β-D-glucopiranosideo (7), ácido 4-hidroxibenzoico (12), e quatro derivados do ácido cinâmico: cis- e trans- cumárico (10 e 11), cis- e trans- cumarato de etila (8 e 9), isolados de tricomas do fruto. Do extrato metanólico de frutos verdes foram isolados três alcalóides esteroidais glicosilados: solamargina (13), 20-epi-solamargina (14) e solasonina (16). Os derivados 3,5,7,4'-tetra-O-metil-kaempferol (4), 3,7,4'-tri-O-metil-kaempferol (5), 3,7,4'-tri-O-metil-5-O-acetil-kaempferol (6), peracetil-epi-solamargina (15) e peracetil-solasonina (17) foram sintetizados e estão sendo registrados pela primeira vez na literatura. As estruturas foram definidas através de análise de dados espectrométricos.
Subject: Solanum crinitum
Solanaceae
steroidal glycoalkaloids
flavonoids
cinnamic acids
Editor: Sociedade Brasileira de Química
Rights: aberto
Identifier DOI: 10.1590/S0103-50532010001200007
Address: http://dx.doi.org/10.1590/S0103-50532010001200007
http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532010001200007
Date Issue: 1-Dec-2010
Appears in Collections:Artigos e Materiais de Revistas Científicas - Unicamp

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