Bioactive triterpenes and phenolics of leaves of Eugenia brasiliensis

Abstract

Recebido em 10/10/11; aceito em 17/1/12; publicado na web em 15/5/12 A chemical investigation of Eugenia brasiliensis Lam. (Myrtaceae) leaves led to the isolation of a-amyrin and b-amyrin (in a mixture), betulin, 29-hydroxy-oleanolic acid, quercetin, catechin and gallocatechin. Herein, the identification of 29-hydroxy-oleanolic acid is reported for the first time in the Myrtaceae family. Moreover, in this study, the extract, fractions and six of the seven compounds were monitored for toxicity toward Artemia salina, antibacterial and acetylcholinesterase inhibitory activity. The crude ethanol extract of the leaves and fractions were found be active on A. salina toxicity bioassay.

Chemical composition, antibacterial and antimycoplasma activities of four Eugenia species growing in Brazil

“…The results observed for E. handroana and E. brevistyla were the most promising. Antibacterial activity against S. aureus by other species of Eugenia such as E. caryophyllata and E. brasiliensis had been reported (Magina et al, 2012;Prakash et al, 2012). It is interesting to note that the fractions with higher polarity (ethyl acetate) showed better activity.…”

Ebenamariosides A–D: Triterpene Glucosides and Megastigmanes from the Leaves of <i>Diospyros maritima</i>

“…The aglycone (1c) was spectroscopically identified with mesembryanthenoidigenic acid, isolated from a South American cactus, Rhipsalis mesembryanthemoides. 10,11) Ebenamarioside B (2), [α] D 27 -5.6, was isolated as a color-less amorphous powder and its elemental composition was the same as that of 1. NMR spectra were similar to those of 1.…”

“…Enzymatic Hydrolysis of 1, 3 and 4 to 1a, 1b and 1c, 3a, 3b and 3c, and 4a, 4b and 4c, Respectively Ebenamarioside A (1) (9.8 mg) in 1 mL of H 2 O hydrolyzed with 15 mg of crude glucosidase at 37°C for 72 h. The reaction mixture was subjected to silica gel CC (Φ = 2 cm, L = 15 cm) with increasing amounts of MeOH in CHCl 3 [CHCl 3 -MeOH (9 : 1, 50 mL), (9 : 1, 100 mL to 7 : 3, 100 mL, linear gradient), (7 : 3, 50 mL) and (1 : 1, 100 mL)], 10-mL fractions being collected. An aglycone (1c) (2.8 mg) was obtained in fractions 5-6 and the monosaccharide mixture (1a and 1b) (5.5 mg) in 10,11) Ebenamarioside C (3) (9.5 mg) in 1 mL of H 2 O was hydrolyzed with crude naringinase (15 mg) at 37°C for 72 h. The reaction mixture was subjected silica gel CC (Φ = 2 cm, L = 15 cm) with increasing amounts of MeOH in CHCl 3 [CHCl 3 -MeOH (9 : 1, 50 mL), (9 : 1, 100 mL to 7 : 3, 100 mL, linear gradient), (7 : 3, 50 mL) and (1 : 1, 100 mL) (5 × 10 3 cells/well) in 100 µL medium were added to each well, and then the plate incubated at 37°C under a 5% CO 2 atmosphere for 72 h. A solution (100 µL) of MTT (0.5 mg/mL) was then added to each well and the incubation was continued for a further 1 h. The absorbance of each well was measured at 540 nm using a Molecular Devices Versamax tunable microplate reader. DMSO was used as a negative control and doxorubicin as a positive control.…”

Potencial Antimicrobiano E Antibiofilme in Vitro De Espécies Do Gênero Eugenia, Myrtaceae, Nativas Do Sul Do Brasil

“…Entre as espécies pertencentes ao gênero destacamse, por seu uso popular, como antimicrobianas, Eugenia uniflora (CORRÊA, 1984;HOLETZ et al, 2002;SOUZA et al, 2004), Eugenia obtusifolia (BUSSMANN et al, 2010) e Eugenia punicifolia (OLIVEIRA et al, 2005). (MAGINA et al, 2012), Eugenia calycina (FERREIRA et al, 2014;SOUSA et al, 2015), Eugenia mansoni (BARNECHE et al, 2011), Eugenia uniflora (HOLETZ et al, 2002SOUZA et al, 2004;OGUNWANDE et al, 2005)…”