86495-62-7Relevant articles and documents
Enzyme mediated-transesterification of verbascoside and evaluation of antifungal activity of synthesised compounds
Khazir, Jabeena,Ali, Intizar,Khan, Inshad Ali,Sampath Kumar, Halmuthur Mahabalarao
, p. 727 - 734 (2015/09/23)
Enzymatic acylation of verbascoside, a polyhydroxylated natural product, has been reported in this study using five different commercial lipases and taking p-nitrophenyl alkanoates as acyl donors. Out of these enzymes, the immobilised Candida antarctica lipase B was found as the enzyme of choice. Mono-and di-acylated products were formed, with mono as major product indicating high regioselective nature of such transformations. A series of acyl esters of verbascoside have been synthesised by this enzymatic transesterification methodology. The lipophilicity of the synthesised analogues was also checked. The analogues were further subjected to synergistic antifungal activity with amphotericin B (AmB) against Candida albicans. Fourfold reduction in minimum inhibitory concentration of AmB was observed with few synthesised analogues such as verbascoside 4″-octanoate (3b), verbascoside 4″-palmitate (3d) and verbascoside 4″,4′-dipalmitate (4d) at a concentration of 0.5 g/mL.
Antiviral phenylpropanoid glycosides from the medicinal plant Markhamia lutea
Kernan, Michael R.,Amarquaye, Ambrose,Chen, Jian Lu,Chan, Jody,Sesin, David F.,Parkinson, Nigel,Ye, Zhi-Jun,Barrett, Marilyn,Bales, Cheryl,Stoddart, Cheryl A.,Sloan, Barbara,Blanc, Phillipe,Limbach, Charles,Mrisho, Salehe,Rozhon, Edward J.
, p. 564 - 570 (2007/10/03)
Three new phenylpropanoid glycosides, named luteoside A (3), luteoside B (4), and luteoside C (5), were isolated together with the known compounds verbascoside (1) and isoverbascoside (2) from the roots of the medicinal: plant Markhamia lutea. The structures of the new compounds were determined to be 1-O-(3,4-dihydroxyphenyl)ethyl β-D-apiofuranosyl(1→2)-αL- rhamnopyranosyl(1→3)-4-O-caffeoyl-6-acetyl-β-D-glucopyranoside, 1-O-(3,4- dihydroxyphenyl)ethyl β-D-apiofuranosyl(1→2)-α-L-rhamnopyranosyl(1→3)-6- O-cafeoyl-β-D-glucopyranoside, and 1-O-(3,4-dihydroxyphenyl)ethyl β-D- apiofuranosyl(1→2)-α-L-rhamnopyranosyl(1→3)-6-O-feruloyl-β-D- glucopyranoside, respectively, on the basis of chemical and spectroscopic data. All five phenylpropanoid glycosides exhibited potent in vitro activity against respiratory syncytial virus.
Constitutions of forsythosides F and G, new phenol glycosides of Forsythia viridissima stems
Endo, Katsuya,Takahashi, Kazuhiro
, p. 291 - 294 (2007/10/02)
Two new phenol glycosides forsythoside F (1) and forsythoside G (2) have been isolated from Forsythia viridissima stems and their structures were established based on the spectroscopic data and chemical transformations.D-2-O-methylapiose was for the first time characterized in the natural product.
Studies on the Chinese Crude Drug "Forsythiae Fructus." VII. A New Caffeoyl Glycoside from Forsythia viridissima
Kitagawa, Shizuka,Tsukamoto, Hiroki,Hisada, Sueo,Nishibe, Sansei
, p. 1209 - 1213 (2007/10/02)
In addition to a known caffeoyl glycoside of 3,4-dihydroxyphenethyl alcohol, acteoside (1), a new caffeoyl glycoside of β,3,4-trihydroxyphenethyl alcohol, designated as β-hydroxyacteoside (2), was isolated from the fruits of Forsythia viridissima LINDLEY (Oleaceae).The structure of 2 was established as β,3,4-trihydroxyphenethyl-O-α-L-rhamnopyranosyl-(1->3)-4-O-caffeoyl-β-D-glucopyranoside on the basis of analysis of the carbon-13 nuclear magnetic resonance spectrum and chemical evidence.Keywords - Forsythia viridissima; Oleaceae; acteoside; caffeoyl glycoside of β,3,4-trihydroxyphenethyl alcohol; β-hydroxyacteoside; 13C-NMR spect ra
Studies on the Constituents of Cistanchis Herba. III. Isolation and Structures of New Phenylpropanoid Glycosides, Cistanosides A and B
Kobayashi, Hiromi,Karasawa, Hiroko,Miyase, Toshio,Fukushima, Seigo
, p. 3009 - 3014 (2007/10/02)
Two new phenylpropanoid glycosides, named cistanoside A (III) and cistanoside B (IV), were isolated from the whole plant of Cistanche salsa (C.A.Mey.) G.Beck (Orobanchaceae), together with acteoside (I) and echinacoside (II).The structures of III and IV were determined to be 2-(4-hydroxy-3-methoxyphenyl)ethyl O-α-L-rhamnopyranosyl-(1->3)-O-6)>-(4-O-caffeoyl)-β-D-glucopyranoside and 2-(4-hydroxy-3-methoxyphenyl)ethyl O-α-L-rhamnopyranosyl-(1->3)-O-6)>-(4-O-feruloyl)-β-D-glucopyranoside, respectively, on the basis of chemical and spectral data.Keywords - Cistanche salsa; Cistanchis Herba; Orobanchaceae; phenylpropanoid glycoside; cystanoside A; cistanoside B; echinacoside; acteoside.
Studies on the Constituents of Cistanchis Herba. IV. Isolation and Structures of two new Phenylpropanoid Glycosides, Cistanosides C and D
Kobayashi, Hiromi,Karasawa, Hiroko,Miyase, Toshio,Fukushima, Seigo
, p. 3880 - 3885 (2007/10/02)
Two new phenylpropanoid glycosides, named cistanosides C and D, were isolated from the whole plant of Cistanche salsa (C.A.Mey.) G.Beck (Orobanchaceae), together with 2'-acetyl acteoside and osmanthuside B.The structures of cistanocides C and D were established as 2-(4-hydroxy-3-methoxyphenyl)ethyl O-α-L-rhamnopyranosyl-(1 -> 3)-O-(4-O-caffeoyl)-β-D-glucopyranoside (II) and 2-(4-hydroxy-3-methoxyphenyl)ethyl O-α-rhamnopyranosyl-( 1 -> 3)-O-(4-O-feruloyl)-β-D-glucopyranoside (III), respectively, on the basis of chemical and spectral data. Keywords --- Cistanche salsa; Cistanchis Herba; Orobanchaceae; phenylpropanoid glycoside; cistanoside C; cistanoside D; 2'-acetyl acteoside; osmanthuside B
Acteoside from the Flowers of Clerodendron infortunatum
Sinha, N. K.,Pandey, V. B.,Dasgupta, B.,Higuchi, R.,Kawasaki, T.
, p. 97 - 98 (2007/10/02)
The glycoside isolated from the flowers of C. infortunatum (Verbanaceae) has been identified as 2-(3',4'-dihydroxyphenyl)ethanol-1-O-α-L-rhamnopyranosyl-(1->3)-β-D-(4-O-caffeyl)glucopyranoside (acteoside) (1) on the basis of chemical degradation and spectral studies, and direct comparison with authentic samples of I and its acetate.
