520-12-7Relevant articles and documents
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Smirnova et al.
, (1973)
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Pubescidin, an isoflavone glycoside from Centrosema pubescens
Tostes, Joao B. F.,Da Silva, Antonio J. R.,Parente, Jose P.
, p. 1069 - 1072 (1997)
A new isoflavone glycoside, irisolidone 7-O-β-D-apiofuranosyl-(1 → 2)- β-D-glucopyranoside was isolated from the seeds of Centrosema pubescens along with sitosterol, stigmasterol and sitosterol 3-O-β-D-glucopyranoside. The structures of new and known compounds were established by spectroscopic and chemical methods.
Semi-synthesis of a series natural flavonoids and flavonoid glycosides from scutellarin
Ding, Ning,Li, Yingxia,Wang, Yujie,Xiao, Qiang,Xie, Mingxian,Yan, Shiqiang
, (2020/01/22)
Natural flavonoids and flavonoid glycosides exist in many plants and have been demonstrated to possess various clinically relevant properties, isolating large amounts of these compounds that have striking structural similarity from plant sources needs tedious isolation techniques. These processes limited their availability in structural diversity for structure?activity relationship (SAR) studies, and restrict large quantities for, as an example, their mechanistic evaluation of the in vivo activities. In this work, we developed a semi-synthetic strategy from scutellarin for the synthesis of a series of natural flavonoids and flavonoid glycosides. By taking this strategy, eight bioactive flavonoids with striking structural similarities were synthesized efficiently and practically. The sufficient amounts obtained products will greatly facilitate the SAR studies and mechanistic evaluation of the in vivo activities.
In vitro biological evaluation of novel 7-O-dialkylaminoalkyl cytotoxic pectolinarigenin derivatives against a panel of human cancer cell lines
Bonesi, Marco,Tundis, Rosa,Deguin, Brigitte,Loizzo, Monica R.,Menichini, Federica,Tillequin, Francois,Menichini, Francesco
body text, p. 5431 - 5434 (2009/05/30)
The effect of novel pectolinarigenin derivatives bearing a dialkylaminoalkyl substituent at O-7 on cell proliferation was evaluated in vitro in a panel of seven human cancer cell lines including renal adenocarcinoma ACHN, amelanotic melanoma C32, colorectal adenocarcinoma Caco-2, lung large cell carcinoma COR-L23, malignant melanoma A375, lung carcinoma A549 and hepatocellular carcinoma Huh-7D12 cell lines. Pectolinarigenin (2), obtained by hydrolysis of rutinose unit of the pectolinarin (1) isolated from Linaria reflexa, exhibited cytotoxic activity against Caco-2, A549 and A375 cell lines with IC50 values of 5.3-8.2 μM. The most active pectolinarigenin derivative was 3 characterized by a dimethylamino-propoxy group in O-7 with IC50 values of 7.2 and 7.4 μM against COR-L23 and A549 cell lines, respectively. A structure-activity relationship analysis of synthesized compounds was performed. None of the tested compounds affected the proliferation of skin fibroblasts 142BR suggesting a selective activity against tumor cells.
