Bioactive phenylpropanoids from Daphne feddei

Abstract

A investigação de extrato acetônico de folhas e caules de Daphne feddei forneceu três novos fenilpropanóides, fedeicetonas A-C (1-3), juntamente com nove fenilpropanóides conhecidos (4-11). Suas estruturas foram elucidadas com base em métodos espectroscópicos. Os compostos 1-3 foram testados com relação as suas atividades anti-HIV-1 e citotoxidades frente a células cancerígenas. Os resultados mostraram que as atividades citotóxicas e anti-HIV-1 dos compostos 1-3 são modestas.Investigation of acetone extract of the leaves and stems of Daphne feddei afforded three new phenylpropanoids, feddeiketones A-C (1-3), together with nine known phenylpropanoids (4-11). Their chemical structures were elucidated on the basis of spectroscopic methods. Compounds 1-3 were tested for their anti-HIV-1 activities and cytotoxicities against cancer cells. The results showed that compounds 1-3 have modest cytotoxic and anti-HIV-1 activities.

Electrochemical behaviour of new dimeric esters and amides derived from caffeic acid in dimethylsulfoxide

“…E-mail: magasalas@uv.mx, zdominguez@uv.mx; Tel: +52 22 88 41 89 17 koreanum, 21 which is a plant used in traditional Korean medicine in the treatment of rheumatism, hepatitis, and diabetes. This compound has been found in Daphne feddei too, 22 a kind of shrub whose leaves and stems are used in some provinces of China to treat injuries from falls and bruises. On the other hand, chicoric acid (3), a natural diester derived from tartaric and caffeic acids, was reported as the main component in the leaves and roots of dandelion (Taraxacum officinale), 23 which has shown anti-inflammatory activity in animal studies.…”

Identification and Evaluation of New Potential Inhibitors of Human Neuraminidase 1 Extracted from Olyra latifolia L.: A Preliminary Study

“…The purification of CH 2 Cl 2 and 80% MeOH extracts obtained on defatted O. latifolia leaves gave nine compounds. Compounds 1–9 ( Figure 1 ) were identified as feddeiketone B ( 1 ) [ 34 ], 2,3-dihydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-1-propanone ( 2 ) [ 35 ], syringylglycerol ( 3 ) [ 36 ], vicenine 2 ( 4 ) [ 37 ], p -hydroxybenzoïc acid ( 5 ) [ 38 ], p -hydroxybenzaldéhyde ( 6 ) [ 39 ], 2,4-dihydroxy-2,6,6-triméthylcyclohexylidene acetic acid ( 7 ) [ 40 ], 4,6-dimethoxy-1-methylquinolin-2-(1H)-one ( 8 ) [ 41 ], and zizyvoside I ( 9 ) [ 42 ] by spectroscopic methods including 1D- and 2D-NMR experiments (1H, 13 C, HSQC, HMBC, COSY, NOESY) in combination with HR-ESI-MS, in addition to comparison with literature data. As NEU-1 activity is implicated in the development of diabetes and as the leaves of O. latifolia are used to treat several pathologies such as diabetes, feddeiketone B ( 1 ), 2,3-Dihydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-1-propanone ( 2 ) and syringylglycerol ( 3 ) have been selected for this study due to their structural analogy with DANA.…”

“…White amorphous powder ; C 11 H 14 O 5 ; EI-MS m/z : 249.0739 [M+Na] + ; 1 H-NMR (500 MHz, CD 3 OD, δ /ppm, J /Hz): 7.05 (H, d, J = 1.9, H-2), 6.82 (H, d, J = 1.9, H-6), 3.44 (1H, t, J = 6.2 Hz, H-8), 3.43 (2H, t, J = 6.2 Hz, H-9), 3.74 (3H, s, 3-O-CH 3 ), 3.70 (3H, s, 4-O-CH 3 ); 13 C-NMR (125 MHz, MeOD, δ /ppm): 130.4 (C-1), 111.4 (C-2), 149.0 (C-3), 138.4 (C-4), 152.7 (C-5), 106.0 (C-6), 198.1 (C-7), 43.8 (C-8), 58.6 (C-9), 55.7 (3-OCH 3 ), 60.7 (4-O CH 3 ). The structure was determined from above data according to literature [ 34 ] and identified as feddeiketone B.…”

Antiviral Fluorenone Derivatives from Arundina gramnifolia

“…The S configuration at C-2' was assigned by a comparison of NMR and optical rotation data with those of stachylines A 10 , of which absolute configuration was established by the Mosher method. Since certain of the phenolic compounds exhibit potential cytotoxicity [15][16][17] . Compound 1 was tested for their cytotoxicity against five human tumor cell lines (NB4, A549, SHSY5Y, PC3 and MCF7) using the MTT method as reported previously 18 .…”