14215-86-2Relevant articles and documents
Rigenolide A, a new secoiridoid glucoside with a cyclobutane skeleton, and three new acylated secoiridoid glucosides from Gentiana rigescens Franch
Suyama, Yoshihiro,Kurimoto, Shin-Ichiro,Kawazoe, Kazuyoshi,Murakami, Kotaro,Sun, Han-Dong,Li, Shun-Lin,Takaishi, Yoshihisa,Kashiwada, Yoshiki
, p. 166 - 172 (2013)
Rigenolide A (1), a new secoiridoid glucoside with a cyclobutane skeleton and three new acylated secoiridoid glucosides, 2′-(2,3-dihydroxybenzoyl)- gentiopicroside (2), 2′-(2,3-dihydroxybenzoyl)-swertiamarin (3), 3′-(2,3-dihydroxybenzoyl)-sweroside (4), along with two noriridoids (7 and 8) and two known secoiridoid glucosides (5 and 6), were isolated from Gentiana rigescens Franch. The structures of new compounds were elucidated by extensive spectroscopic analyses. The isolated compounds were evaluated for DPPH free-radical scavenging activity.
Rhodenthoside A, a new type of acylated secoiridoid glycoside from Gentiana rhodentha
Ma,Fuzzati,Wolfender,Hostettmann,Yang
, p. 1660 - 1671 (1994)
Investigation of the metabolites from Gentiana rhodentha FR. (Gentianaceae) by LC-UV and LC-MS resulted in the isolation and identification of a new type of secoiridoid glycoside, rhodenthoside A (1), together with the known secoiridoids sweroside (2) and swertiamarin (3), as well as the known iridoids kingiside (4) and 8-epikingiside (5). The structures were established by 1D- and 2D-NMR, EI-MS, D/CI-MS, FAB-MS, CF-FAB, LC-MS, TSP, LC-MS, and LD-MS data in combination with chemical reactions.
Camptothecins and two new monoterpene glucosides from Ophiorrhiza liukiuensis
Kitajima, Mariko,Fujii, Norie,Yoshino, Fumie,Sudo, Hiroshi,Saito, Kazuki,Aimi, Norio,Takayama, Hiromitsu
, p. 1355 - 1358 (2005)
Two new monoterpene glucosides, demethylsecologanol and 3?-O-glucosylsenburiside II, were isolated from Ophiorrhiza liukiuensis (Rubiaceae) together with 23 known compounds, including camptothecins and β-carboline-type alkaloids. Their structures were determined by spectroscopic analysis.
NATURAL PRODUCTS CHEMISTRY: A SORT OF HETEROCYCLIC CHEMISTRY
Szabo-Pusztay, Katalin,Szabo, L. F.,Podanyi, B.
, p. 475 - 488 (2007/10/02)
Basic deglucosylation of secoiridoids has been investigated on sweroside and its derivatives as model compounds.The deglucosylation was carried out by propylamine and piperidine and in both cases the amine incorporated into the secoiridoid derivative.With propylamine, sweroside 1 and 8,10-dihydrosweroside 2 gave the aza analogue 4 and 5 respectively, however, from 2 a second bridged product 6 was formed, too, which could be obtained from the aglucone 3 as well.The incorporation of piperidine took place at C-1 of 7 in the case of glucoside sweroside 1, but at C-3- of 9 in the case of aglucone 3 of 8,10-dihydrosweroside 2.
SYNTHESIS OF THE MONOTERPENE ALKALOID BAKANKOSIN FROM SECOLOGANIN
Tietze, Lutz F.,Baertels, Christoph
, p. 681 - 686 (2007/10/02)
Reduction of secologanin 1a with sodium borohydride followed by acylation afforded 86percent of sweroside tetraacetate 4 which was transformed to the 8-iodomethylester 5c by treatment with trimethylsilyliodide, hydrolysis and addition of diazomethane in 9