Chemical constituents of Simarouba versicolor

Abstract

From the roots, stems and fruits of Simarouba versicolor (Simaroubaceae) were isolated quassinoids (3, 5-7), triterpenoids (8-14), a mixture of steroids (15-17), the flavonoid kaempferol (18) and the squalene derivative

Cytotoxic activity of Brazilian Cerrado plants used in traditional medicine against cancer cell lines

“…This compound, first isolated from Simarouba glauca by Gaudemer and Polonsky (1965), was previously obtained from Simarouba versicolor (Ghosh et al, 1977;Arriaga et al, 2002), and from other Simaroubaceae species, such as Pierrodendron kerstingii (Kupchan and Lacadie, 1975), Odyendyea gabonensis (Waterman and Ampofo, 1984), Simarouba amara (O'Neill et al, 1988) and Ailanthus excelsa (Joshi et al, 2003). Glaucarubinone was previously found to be active against leukemia cells (Ghosh et al, 1977), human nasopharynx epidermoid carcinoma (KB) (Wright et al, 1993), and P-388 lymphocytic leukemia in mice (Kupchan et al, 1976;Grieco et al, 1993).…”

“…Phytochemical studies revealed the presence of quassinoids, triterpenoids, steroids and flavonoids in Simarouba versicolor (Ghosh et al, 1977;Arriaga et al, 2002). Bioassay-guided fractionation of the hexane extract of Simarouba versicolor root bark led to the isolation of glaucarubinone which was identified by comparison of the spectroscopic data (IR, MS, 1 H NMR, 13 C NMR) with literature (Polonsky et al, 1975;Grieco et al, 1993).…”

Phytochemical Analysis of a Cytotoxic Fraction of Quassia silvestris using LC‐HR‐ESI‐MSn

“…Additionally to these two compounds, longilene, longilene peroxide, and tetraol ( 3 ) were also found in the same plant (Morita et al , ; Miyake et al ., ). However, quassiols A–D (Tinto et al ., ; Miller et al ., ) were reported from Q. multiflora , while 14‐deacetyleurylene was isolated from Simarouba glauca and Simarouba vesecolor (Arriaga et al ., ; Rivero‐Cruz et al ., ). Other oxasqualenoids, glabresol and an oxasqualenoid containing three THF rings and one epoxide have been also characterised from Spathelia glabrescens , a species belonging to the family Rutaceae (Harding et al ., , ).…”

Simaroubaceae family: botany, chemical composition and biological activities

“…Species from the Simaroubaceae family, known for their medicinal properties, are used traditionally for the treatment of malaria, and also as anthelminthic, antitumor, antiinflammatory, antiviral, anorectic, tonic, insecticide and amebicide (Simão et al, 1991;Arriaga et al, 2002;Muhammad et al, 2004;Saraiva et al, 2006;Silva et al, 2010). There are reports of the use of Brucea antidysenterica in Africa, Brucea javanica and Ailanthus altissima in China, Simaba guianensis, Quassia amara and Simarouba versicolor in Brazil, Castela texana in Mexico (Muhammad et al, 2004;Mendes and Carlini, 2007;Silva et al, 2010) and Quassia amara in French Guyana (Cachet et al, 2009).…”

“…The principal geographical distribution center is located at tropical America, extending to the west to Africa, Madagascar, Asia (Malaysia) and regions of Australia bathed by the Pacific (Simão et al, 1991;Saraiva et al, 2002;). In Brazil, this family is represented by the genera Quassia and Picrolemma, in the Amazon, Castela and Picrasma, to the South; and Simaba, Simarouba and Picrolema, which are present troughout the country (Arriaga et al, 2002;Almeida et al, 2007) (Fig. 1).…”