Other compounds isolated from Simira glaziovii and the ¹H and 13C NMR chemical shift assignments of new 1-epi-castanopsol

Abstract

Recebido em 25/4/12; aceito em 30/7/12; publicado na web em 15/10/12A new triterpene, 1-epi-castanopsol, besides eleven known compounds: sitosterol, stigmasterol, campesterol, lupeol, lupenone, simirane B, syringaresinol, scopoletin, isofraxidin, 6,7,8-trimethoxycoumarin and harman, were isolated from the wood of Simira glaziovii. The structures of the known compounds were defined by 1D, 2D 1 H, 13C NMR spectra data analyses and comparison with literature data. The detailed spectral data analyses allowed the definition of the structure of the new 1-epi isomer of castanopsol and performance of 1 H and 13 C NMR chemical shift assignments.

Chemovariation and antibacterial activity of extracts and isolated compounds from species of Ixora and Greenea (Ixoroideae, Rubiaceae)

“…Scopoletin ( 1 ) is a widely distributed coumarin found in a number of plant families such as Rutaceae and Apiaceae (Jain & Joshi, 2012), Clusiaceae (Marcondes et al, 2015), Convolvulaceae (Sood, Pradhan & Biswasroy, 2014; Khan & Hossain, 2015; Ojha, Mishra & Mishra, 2016), Solanaceae (Valizadeh et al, 2014), Asteraceae (Adams, Efferth & Bauer, 2006), Burseraceae (Mogana, Teng-Jin & Wiart, 2013), Asclepiadaceae (El-Demerdash et al, 2009), and Rubiaceae (Swe, 2008; Mohammed et al, 2013; Chen, Zhang & Chen, 2016). Isofraxidin ( 2 ) is found in species of Araliaceae (Maruyama et al, 2008; Yamazaki & Tokiwa, 2010; Bai et al, 2011; Lee et al, 2013), Asteraceae (Kwak, Lee & Schmitz, 2001; Gliszczyńska & Brodelius, 2012; Yim et al, 2017), Apiaceae (Yim et al, 2017), Simaroubaceae (Hwang et al, 2012), Rutaceae (Brown et al, 1988), Chloranthaceae (Niu et al, 2012; Li et al, 2016), and Rubiaceae (De Araújo et al, 2012).…”

High-performance liquid chromatography-diode-array detector (HPLC-DAD) analysis and evaluation of antioxidant and photoprotective activities of extracts from seeds of Simira gardneriana M. R. V. Barbosa and Peixoto (Rubiaceae)

“…Some of these species are used in folk medicine as natural remedies. In fact, studies describe their phototoxic activity, justified by the presence of bioactive secondary metabolites (Araújo et al, 2012;Arnason et al, 1983). In Caatinga, a biome is located in the Northeast region of Brazil.…”

GC-MS analysis and in vitro bioactivity of fixed oil and fatty acid fraction obtained from seeds of Simira gardneriana, a Rubiaceae from Brazilian Caatinga Biome

“…Some species of Simira also stand out because of the phototoxic activity presented by their chemical constituents Arnason et al, 1983). The literature reports results of phytochemical studies of S. salvadorensis (Arnason et al, 1983), S. maxonii (Castro and Lopes, 1986), S. glaziovii (Bastos et al, 2002;Araújo et al, 2012) and S. eliezeriana (Araújo et al, 2011). These studies mainly report the isolation of alkaloids, diterpenes and triterpenes from different species of Simira.…”