1,3-dihydroxy-5-(tridec-4′,7′-dienyl)benzene: a new cytotoxic compound from Lithraea molleoides

Biological activity of phenolic lipids

“…Apoptotic cell death was investigated using methanol [112] and dichloromethane [113] extracts of Lithraea molleoides (Anacardiaceae) as well as pure 1,3-dihydroxy-5-(tridec-4 0 ,7 0 -dienyl)benzene isolated from L. molleoides leaves [113,114]. The tested extracts and compound showed cytotoxic activity on human hepatocellular carcinoma HepG2 cells [112,114], Hep3B cells [114], and mucoepidermoid pulmonary carcinoma H292 and mammary gland adenocarcinoma MCF7 cells [113]. After 24 h of 5-alkylresorcinol treatment, both hepatocellular carcinoma cell lines showed the typical morphological alterations of apoptosis, DNA fragmentation, and condensed and fragmented nuclei.…”

Anti-inflammatory effect of Lithrea molleoides extracts and isolated active compounds

“…Besides, anti-ulcerogenic activity of aerial parts has been reported (Araujo et al, 2006). A new cytotoxic resorcinol derivative was isolated from this plant (López et al, 2005) To our knowledge, there are no pharmacological studies that evaluate the anti-inflammatory potential of Lithrea molleoides but it has been reported that other species of Anacardiaceae such as Mangifera indica (Knödler et al, 2008), Semecarpus anacardium (Tripathi et al, 2004), Schinus terebinthifolius (de Carvalho et al, 2003) and Anacardium occidentale (Ojewole, 2004) present anti-inflammatory effects. Moreover, flavonoids with antiinflammatory activity were isolated from different members of this family, e.g.…”

Induction of apoptosis on human hepatocarcinoma cell lines by an alkyl resorcinol isolated fromLithraea molleoides

“…W i t h t h e a i m o f s e a r ch i n g f o r n e w c y t o t ox i c compounds from Argentine medicinal plants, a 5-AR was isolated from L. molleoides. The dose-dependent cytotoxic activity detected on many human tumoral cell lines suggested that it may contain some kind of antitumoral activity [10] . Due to the relevance of human hepatocarcinoma and the lack of available successful treatments, human hepatocarcinoma cells were selected to study the 5-AR cytotoxicity and to deepen into the mechanism of cell death induced by this compound.…”

“…by an alkyl resorcinol isolated from Lithraea molleoides compound 1, 3-dyhydroxy-5-(tridec-4´, 7´-dienyl) benzene has been previously described [10] .…”

“…We have previously reported cytotoxic activity for the methanol extract of L. molleoides on HepG2 cells [9] . Further activity-guided fractionation of the dichloromethane extract has led to the isolation of a pure bioactive compound, a new cytotoxic 5-alkyl resorcinol (5-AR) derivative: 1,3-dihydroxy-5-(tridec-4',7'-dienyl) benzene [10] . The aim of the present study was to analyze the mechanism of cytotoxicity of this compound, by studying apoptosis induction on treated HepG2 and Hep3B hepatoma cell lines.…”