New flavone and other compounds from Tephrosia egregia: assessing the cytotoxic effect on human tumor cell lines

ABSTRACT The organic extracts from stems, roots and leaves of Tephrosia egregia Sandwith, Fabaceae, provided a new flavone, 5-hydroxy-8-(1",2"-epoxy-3"-hydroxy-3"-methylbutyl)-7-methoxyflavone (1), in addition to eleven known compounds: pongaflavone (2), praecansone B (3), 12a-hydroxyrotenone (4), praecansone A, 2',6'-dimethoxy-4',5'-(2",2"-dimethyl)-pyranochalcone, pongachalcone, maackiain, β-sistosterol and its glucoside, p-cumaric acid and cinnamic acid. The structures of all compounds were established on the basis of spectroscopic methods, mainly 1D and 2D NMR and HRESIMS, involving comparison with literature data. Cytotoxicity of compounds 1-4 was evaluated against AGP-01 (cancerous ascitic fluid), HCT-116 (colon adenocarcinoma), HL-60 (leukemia), PC-3 (prostate carcinoma), SF-295 (glioblastoma) and SKMEL 28 (melanoma) cell lines.

Chemical constituents from Bauhinia acuruana and their cytotoxicity

ABSTRACT Phytochemical investigation of Bauhinia acuruana Moric., Fabaceae, resulted in the isolation of sixteen constituents, including two new compounds 2'-hydroxy-2,3,5-trimethoxybibenzyl (1), (2R,3S)-2-(3,4'-dihydroxyphenyl)-5-methoxy-6-methylchroman-3,7-diol (2), together with fourteen known ones (3-16). The structures of the compounds were established by spectroscopic analysis including HR-ESI-MS, 1D and 2D NMR data, followed by comparison with previously reported data from the literature. Compounds 1, 2, 6, 7, 8 and 9 were evaluated for their cytotoxicity, which turned out to be marginal in a panel of six human cancer cell lines.

Effects of Myrcia ovata Cambess., essential oil on planktonic growth of gastrointestinal microorganisms and biofilm formation of Enterococcus faecalis

The essential oil from the leaves of Myrcia ovata Cambess., commonly used in Brazil for the treatment of gastric illnesses, was screened for antimicrobial activity and action in the formation of microbial biofilms by Enterococcus faecalis. The oil was obtained by hydrodistillation using a clevenger-type system. Its chemical composition was analyzed using GC and GC-MS. Both MIC and MBC of the essential oil were determined by broth microdilution techniques and agar dilution method. The essential oil showed antimicrobial activity against E. faecalis, Escherichia coli, Pseudomonas aeruginosa, Salmonella choleraesuis, Staphylococcus aureus, Streptococcus pneumoniae and Candida parapsilosis. The results showed that the essential oil of M. ovata Cambess. was effective against the formation of biofilm by E. faecalis when compared with the control. Four volatile compounds, representing 92.1 percent of the oil, were identified and geranial was the major component (50.4 percent). At the best of our knowledge, this is the first report of the chemical composition and antimicrobial activity of the essential oil from leaves of M. ovata.

Estudo fitoquímico e avaliação da atividade larvicida de Pterodon polygalaeflorus Benth (Leguminosae) sobre Aedes aegypti / Phytotochemical study and evaluation of larvicidal activity of Pterodon polygalaeflorus Benth (Leguminosae) against Aedes aegypti

Estudo fitoquímico dos extratos hexânico e metanólico dos frutos de Pterodon polygalaeflorus Benth forneceu três diterpenos furânicos: 6-alfa-acetoxivouacapano, 6-alfa-hidroxivouacapano e vouacapano, sendo este ultimo relatado pela primeira vez como produto natural. Avaliação da atividade sobre larvas de estágio 3 de Aedes aegypti de 6-alfa-acetoxivouacapano, dos extratos hexânico e metanólico dos frutos de P. polygalaeflorus e de seu óleo essencial também é relatada. Apenas o extrato hexânico mostrou boa atividade com CL50 23,99 ± 0,75 µg/mL, podendo ser considerado um potencial agente larvicida.

Chemical investigation of the hexane and methanol extracts of the fruits of Pterodon polygalaeflorus (Leguminosae) resulted in the isolation and identification of furanic diterpenes: 6-alpha-acetoxivouacapane, 6-alpha-hidroxyvouacapane and vouacapane, which is related by the first time as a natural product. The structures of these compounds were established by spectroscopic analysis, including 2D NMR experiments. The 6-alpha-acetoxivouacapane, the hexane and methanol extracts, and the essential oil were evaluated on 3rd instar larvae of Aedes aegypti and only the hexane extract showed good larvicidal activity with LC50 23.99 ± 0.75 µg/mL.

Chemical constituents of Simarouba versicolor

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 11,14-diacetoxy-7,10; 15,18-diepoxy-6,19-dihidroxy-6,7,10,11,14,15,18,19-octahydrosqualene (19). Spectral data were used for structural characterization