480-19-3Relevant articles and documents
Flavonoid glycosides from seeds of Hippophae rhamnoides subsp. Sinensis with α-glucosidase inhibition activity
Li, Rui,Wang, Qing,Zhao, Menghao,Yang, Peiming,Hu, Xiao,Ouyang, Danwei
, (2019)
Hippophae rhamnoides subsp. Sinensis is a famous traditional medicinal plant in Tibet and Mongolia of China. Three novel flavonoid glycosides and ten known analogues were obtained from the seeds of H. rhamnoides. The structures of new compounds were elucidated by spectroscopics, chemical methods as well as literature data. In vitro assay, compounds 5–9, kaempferol and 70% ethanolic elution fraction showed prominent α-glucosidase inhibitory activities with IC50 values ranging from 8.30 to 112.11 μM, better than that of the positive control, acarbose, whose IC50 value was 1727.07 μM.
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Tsepkova et al.
, (1972)
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Two new flavonol glycosides and biological activities of Diplotaxis harra (Forssk.) Boiss.
Kassem, Mona E.S.,Afifi, Manal S.,Marzouk, Mona M.,Mostafa, Manal A.
, p. 2272 - 2280 (2013)
Two new flavonol glycosides, isorhamnetin 3-O-β-glucopyranoside- 4′-O-β-xylopyranoside (1) and kaempferol 3-O-β-glucopyranoside -4′-O-β-xylopyranoside (2), were isolated from the defatted aqueous methanol extract of the whole plant Diplotaxis harra along with 12 known flavonols (3-14). They were characterised by chemical and spectral methods. The 70% aqueous methanol, chloroform and defatted aqueous methanol plant extracts exhibited significant antioxidant effects (nitroblue tetrazolium reduction method). Their cytotoxic activity was carried out against 11 tumour cell lines (sulphorhodamine B assay). The three extracts expressed the greatest antiproliferative activity against colon 38, P388 and MKN-28 with GI50 (0.45, 0.4, 0.07 g/mL) and against P388 [3-(4,5-dimethylthiazol-2yl)-2,5- diphenyltetrazolium bromide assay] with IC50 (0.26, 0.24, 0.25 g/mL), respectively. The chloroform extract showed the highest activity as eukaryotic DNA topoisomerase II inhibitors of P388 with IC50 0.24 g/mL. Antiviral screening of the extracts and the pure compounds against foot-and-mouth disease virus types A and O revealed a prominent inhibition of its cytopathic effect. 2013
FLAVONOL GLYCOSIDES FROM SEDUM ACRE
Wolbis, Maria,Krolikowska, Maria
, p. 3941 - 3944 (1988)
Three new flavonol glycosides, isohamnetin 3-(2''-acetyl) glucoside, limocitrin 7-glucoside, and limocitrin 3,7-diglucoside were isolated from the aerial parts of Sedum acre.The known compounds quercetin, isohamnetin and their 3- and 3,7-di-glucosides, isohamnetin-7-glucoside an d limocitrin and its 3-glucoside were also identified.The structure of the compounds was determined by means of spectroscopic and chemical methods.
Glucuronidation of Methylated Quercetin Derivatives: Chemical and Biochemical Approaches
Docampo-Palacios, Maite L.,Alvarez-Hernández, Anislay,Adiji, Olubu,Gamiotea-Turro, Daylin,Valerino-Diaz, Alexander B.,Viegas, Luís P.,Ndukwe, Ikenna E.,De Fátima, ?ngelo,Heiss, Christian,Azadi, Parastoo,Pasinetti, Giulio M.,Dixon, Richard A.
, p. 14790 - 14807 (2020/12/23)
Botanical supplements derived from grapes are functional in animal model systems for the amelioration of neurological conditions, including cognitive impairment. Rats fed with grape extracts accumulate 3′-O-methyl-quercetin-3-O-β-d-glucuronide (3) in their brains, suggesting 3 as a potential therapeutic agent. To develop methods for the synthesis of 3 and the related 4′-O-methyl-quercetin-7-O-β-d-glucuronide (4), 3-O-methyl-quercetin-3′-O-β-d-glucuronide (5), and 4′-O-methyl-quercetin-3′-O-β-d-glucuronide (6), which are not found in the brain, we have evaluated both enzymatic semisynthesis and full chemical synthetic approaches. Biocatalysis by mammalian UDP-glucuronosyltransferases generated multiple glucuronidated products from 4′-O-methylquercetin, and is not cost-effective. Chemical synthetic methods, on the other hand, provided good results; 3, 5, and 6 were obtained in six steps at 12, 18, and 30% overall yield, respectively, while 4 was synthesized in five steps at 34% overall yield. A mechanistic study on the unexpected regioselectivity observed in the quercetin glucuronide synthetic steps is also presented.
Chemical composition and biological activity of salicornia fruticosa L.
Abdel Elatif,Shabana,Ibrahim,Mansour,Awad,Sharaf
, p. 1713 - 1721 (2020/09/01)
Plants have been used as a source of traditional medicine to treat many diseases and conditions for many years. They considered as excellent source of phytochemicals which showed antioxidant and anticancer activities. The aim of the present study is to investigate the chemical composition and to determine the anticancer activity of Salicornia fruticosa (Chenopodiaceae) methanolic extract. S. fruticosa proved to be a source of isorhamnetin and its glycosides and showed anticancer activities. Seven major flavonoids were isolated and identified from the cytotoxic methanolic extract. The isolated compounds were identified, as quercetin 3',4'-dimethyl ether (1), isorhamnetin (2), isorhamnetin 3-O-rhamnoside (3), isorhamnetin 3-O-glucoside (4), isorhamnetin 3-O-rutinoside (5), isorhamnetin 3-O-neohesperidoside (6), isorhamnetin 3-O-rhamnosyl(1-2)arabinoside (7), by chromatographic analysis, chemical and spectroscopic tools (acid hydrolysis, UV, 1H and 13C NMR). Compounds 1 and 3-7 were isolated for the first time from the plant under investigation. The evaluation of cytotoxic activity of the methanolic extract against HCT-116, HepG2, A549 and MCF-7 human cancer cells, by MTT assay, revealed the higher potency of S. Fruticosa extract with IC50 [2.6. 10.9, 37.9, 5.4 (mg/ml)] respectively, comparable to that of doxorubicin. The obtained results suggested that the investigated plant could be used for future development of naturally occurring anticancer agent. Subclinical and clinical trials on polar fractions of S. fruticosa are mandatory to pave the way for its use in treatment of cancer diseases (HCT-116, HepG2, A549 and MCF-7).