Maytenus salicifolia Reissek, Celastraceae: triterpenes isolated from stems and antioxidant property of extracts from aerial parts

Abstract

Six pentacyclic triterpenes were isolated from hexane extract of stems of Maytenus salicifolia Reissek, Celastraceae: 30-hydroxyfriedelan-3-one (1), 3,16-dioxofriedelane (2), friedeline (3), lupeol (4), betuline (5) and lup-20(29)-en-3,30-diol (6). The structure each one was established on the basis of detailed 1 H and 13 C NMR spectral investigation and by comparison with the respective literature values. For compound 1, the complete 2D NMR (HMBC, HMQC and NOESY) spectral data were herein reported for the first time. Compounds 1, 2, 5 and 6 were isolated for the first time from this plant. Antioxidant activity is described for some extracts from species of the Celastraceae family, then, the extracts from aerial parts of M. salicifolia were evaluated in relation to antioxidant potential using the DPPH method. Compared to quecertin, the AcEt extract (EAF) from leaves, AcEt (EAPF) and MeOH (EMPF) from pulp fruit and AcEt (EAT) and MeOH (EMT) from stems showed significant antioxidant property.

Chemical and Pharmacological Investigation of the Stem Bark of Synadenium grantii

“…Antonisamy et al presented a study with a pentacyclic triterpene isolated from Azimate tracantha (Salvadoraceae) that demonstrated an anti-inflammatory, analgesic, and antipyretic effect in mouse and rat models [3]. Montanha et al demonstrated this effect from the Loranthus regularis (Loranthaceae) extract and identified the phenolic constituents in this material [15], while Magalhães et al and Souza et al described antioxidant properties from Maytenus salicifolia (Celastraceae) and Stachytarpheta cayennensis (Verbenaceae) extracts [13,14].…”

“…Finally, another compound was obtained from fractions 86-89 after chromatographic separation; its NMR data were almost identical to those of euphol, although there were small differences resembling a stereoisomer of euphol. The main differences in 13 C NMR data were observed for the carbons C-12, C-14, C-16, C-17, C-20, and C-22 at 30.9, 51.0, 28.2, 50.1, 36.4, and 36.4, respectively, which were in accordance with those described in the literature for lanosterol [17,18]. Friedelin has been found in other species of Euphorbiaceae such as Mallotus barbatus [35] and Drypetes gossweileri [36].…”

“…Likewise, compounds such as proteases [11] and lectin were found to have hemagglutination inhibition [12]. The literature states that terpenes and phenolic compounds are commonly found in the genus Synadenium [8,9] and that these compounds present free radical inhibition and anti-inflammatory activities [3,13,14]. The aim of this work was to evaluate the antioxidant and anti-inflammatory activities as well as to perform a phytochemical investigation of the stem bark of S. grantii in order to identify the compounds responsible for its ethnopharmacological indications.…”

Chemodiversity of Essential Oils from Nine Species of Celastraceae

“…It is estimated that this family comprises a total of 1350 species belonging to 96 different genera . Many Celastraceae species present pharmacological activities such as antitumor, anti‐inflammatory, antimicrobial, antioxidant, antiviral, analgesic, and acetylcholinesterase inhibitor …”

Leaf morphoanatomy of the medicinal <em>Maytenus imbricata</em> (Celastraceae): an ecological approach

“…Many of the chemical components isolated from its species have pharmacological properties (Din et al 2013, Duarte et al 2013, Moo-Puc et al 2014 (Silva et al 2009, Rodrigues et al 2012, M. aquifolium Mart., (Gonzalez et al 2001), M. salicifolia Reissek, (Magalhães et al 2011) and M. truncata Reissek, (Silva et al 2005a) are used in folk medicine to treat the same stomach illness, and have the same popular name "espinheira-santa" (Niero et al 2011). For these reasons it is necessary a careful quality control of raw material in the manufacture of drugs using Maytenus species and is required define anatomical key characters for the unambiguous species identification (Jacomassi & Machado 2004, Duarte & Debur 2005, Joffily & Vieira 2005, Nakamura et al 2013.…”