331-39-5Relevant articles and documents
Ladroside (=6'-Caffeoyl-mussaenoside), a New Iridoid Glucoside from Veronica officinalis L. (Scrophulariaceae) and the Elucidation of the Absolute Configuration at C(8) of Mussaenoside
Affifi-Yazar, Fatma Ue.,Sticher, Otto,Uesato, Shinichi,Nagajima, Kimiko,Inouye, Hiroyuki
, p. 16 - 24 (1981)
A new iridoid glucoside, named ladroside, together with mussaenoside (1) , has been isolated from Veronica officialis L.The structure of ladroside (4) and the identity of mussaenoside have been established by spectral analysis.Additionally, the absolute configuration at C(8) carrying hydroxyl group has been established by chemical evidence.
A New Glycoside, Kusaginin Isolated from Clerodendron trichotomum
Sakurai, Atsushi,Kato, Takahiko
, p. 1573 - 1574 (1983)
A new glycoside, kusaginin was isolated from Clerodendron trichotomum Thunb. and 2-(3,4-dihydroxyphenyl)ethyl 3-O-α-L-rhamnopyranosyl-4-O-(3,4-dihydroxycinnamoyl)-β-D-glucopyranoside was assigned to this substance from studies on the hydrolysis products and from analyses of the 1H NMR and 13C NMR spectra.
MALONATED FLAVONOL GLYCOSIDES AND 3,5-DICAFFEOYLQUINIC ACID FROM PEARS
Wald, Burkard,Wray, Victor,Galensa, Rudolf,Herrmann, Karl
, p. 663 - 664 (1989)
Key Word Index--Pyrus communis; Rosaceae; pears; malonated flavonol glucosides; 3,5-dicaffeoylquinic acid.Abstract--3-O-(6''-O-malonyl)-β-Glucosides of quercetin, kaempferol, isorhamnetin and 3,5-dicaffeoylquinic acid were isolated and identified from leaves of pears.The compounds are also present in the fruits.
Two new monoterpenes and one dicaffeic acid ester from Sibiraea angustata with hypolipidemic activities in HepG2 cells in Vitro
Li, Bin,Chen, Xiaotian,Wang, Zhangwei,Liu, Hongdong,Liu, Bo,Yu, Shishan,Lai, Xuewen,Xu, Xianghong,Hayashi, Toshimitsu
, p. 319 - 323 (2015)
Two new monoterpenes, named sibiscolacton B (1) and sibiscolacton C (2), together with a sorbate obtained from the natural product 1, 6-sorbitol-O-dicaffeic acid ester (3), were isolated from an aqueous extract of the aerial portion of Sibiraea angustata. The compounds' structures were elucidated on the basis of extensive spectroscopic analysis, as well as literature comparisons. A preliminary in vitro bioassay showed that all of the compounds exhibited hypolipidemic effects in HepG2 cells.
Rhamnetin Glycosides from the Genus Spiraea
Olennikov,Chirikova
, p. 41 - 45 (2018)
Rhamnetin (7-O-methylquercetin,1) and its glycosides were found for the first time in the genus Spiraea (Rosaceae) during chromatographic studies of representatives from the subgenus Protospiraea. Leaves of S. salicifolia yielded1, rhamnetin-3-O-β-D-glucopyranoside (2), and two new flavonoids3and4that were identified by UV, IR, and NMR spectroscopy and mass spectrometry as rhamnetin-3-O-(6″-O-p-coumaroyl)-β-D-glucopyranoside (spiraearhamnin A,3) and rhamnetin-3-O-(6″-O-caffeoyl)-β-D-glucopyranoside (spiraearhamnin B,4). Leaves of S. betulifolia and S. betulifolia var. aemiliana afforded1and2and glycosides of kaempferol, quercetin, and isorhamnetin. Species of the subgenus Metaspiraea (S. alpina, S. chamaedryfolia, S. dahurica, S. hypericifolia, and S. media) did not contain1or its derivatives.
Bioactive constituents from Chinese natural medicines. XXXVI.1) four new acylated phenylethanoid oligoglycosides, kankanosides J1, J2, K1, and K2, from stems of cistanche tubulosa
Pan, Yingni,Morikawa, Toshio,Ninomiya, Kiyofumi,Imura, Katsuya,Yuan, Dan,Yoshikawa, Masayuki,Muraoka, Osamu
, p. 575 - 578 (2010)
Four new acylated phenylethanoid oligoglycosides, kankanosides J 1 (1), J2 (2), K1 (3), and K2 (4), were isolated from stems of Cistanche tubulosa (Orobanchaceae) together with isocampneoside I (5). Their struct
Analysis of protein-phenolic compound modifications using electrochemistry coupled to mass spectrometry
Kallinich, Constanze,Schefer, Simone,Rohn, Sascha
, (2018)
In the last decade, electrochemical oxidation coupled with mass spectrometry has been successfully used for the analysis of metabolic studies. The application focused in this study was to investigate the redox potential of different phenolic compounds such as the very prominent chlorogenic acid. Further, EC/ESI-MS was used as preparation technique for analyzing adduct formation between electrochemically oxidized phenolic compounds and food proteins, e.g., alpha-lactalbumin or peptides derived from a tryptic digestion. In the first step of this approach, two reactant solutions are combined and mixed: one contains the solution of the digested protein, and the other contains the phenolic compound of interest, which was, prior to the mixing process, electrochemically transformed to several oxidation products using a boron-doped diamond working electrode. As a result, a Michael-type addition led to covalent binding of the activated phenolic compounds to reactive protein/peptide side chains. In a follow-up approach, the reaction mix was further separated chromatographically and finally detected using ESI-HRMS. Compound-specific, electrochemical oxidation of phenolic acids was performed successfully, and various oxidation and reaction products with proteins/peptides were observed. Further optimization of the reaction (conditions) is required, as well as structural elucidation concerning the final adducts, which can be phenolic compound oligomers, but even more interestingly, quite complex mixtures of proteins and oxidation products.
New thiophene and flavonoid from tagetes minuta leaves growing in saudi arabia
Al-Musayeib, Nawal M.,Mohamed, Gamal A.,Ibrahim, Sabrin R. M.,Ross, Samir A.
, p. 2819 - 2828 (2014)
Phytochemical investigation of the methanolic extract of Tagetes minuta L. (Asteraceae) leaves resulted in the isolation and identification of two new compounds: 5-methyl-2,2',5',2'',5'',2''',5''',2''''-quinquethiophene (1) and quercetagetin-6-O-(6-Ocaffe
Antiestrogenic constituents of the Thai medicinal plants Capparis flavicans and Vitex glabrata
Luecha, Prathan,Umehara, Kaoru,Miyase, Toshio,Noguchi, Hiroshi
, p. 1954 - 1959 (2009)
Antiestrogenic compounds were investigated from Thai indigenous plants for galactogogues since estrogen is reported to suppress lactation in breastfeeding women. The aerial parts of the Thai medicinal plant Capparis flavicans, which has traditionally been
Cytotoxic triterpenoid saponins from Clematis tangutica
Zhao, Min,Da-Wa, Zhuo-Ma,Guo, Da-Le,Fang, Dong-Mei,Chen, Xiao-Zhen,Xu, Hong-Xi,Gu, Yu-Cheng,Xia, Bing,Chen, Lei,Ding, Li-Sheng,Zhou, Yan
, p. 228 - 237 (2016)
Eight previously undescribed oleanane-type triterpenoid saponins, clematangoticosides A-H, together with eight known saponins, were isolated from the whole plants of Clematis tangutica (Maxim.) Korsh. Their structures were elucidated by extensive spectroscopic analysis, in combination with chemical methods (acid hydrolysis and mild alkaline hydrolysis). Clematangoticosides D-G were found to be unusual 23, 28-bidesmosidic glycosides. The cytotoxic activities of all of the isolated saponins were evaluated against the four human cancer cell lines SGC-7901, HepG2, HL-60 and U251MG. Clematoside S, sapindoside B, kalopanax saponin A, and koelreuteria saponin A exhibited cytotoxicity against all of the test cancer cell lines with IC50 values in the range of 1.88–27.20?μM, while clematangoticoside D and F showed selective cytotoxicity against SGC-7901 with IC50 values of 24.22 and 21.35?μM, respectively.
