83-46-5Relevant articles and documents
SPECTROSCOPIC STUDIES ON A WITHANOLIDE FROM WITHANIA COAGULANS
Ramaiah, Parimi Atchuta,Lavie, David,Budhiraja, Ramji D.,Sudhir, Sharan,Garg, Kailash N.
, p. 143 - 150 (1984)
The structure of a new withanolide was elucidated as 3β,14α,20αF,27-tetrahydroxy-1-oxo-20R,22R-witha-5,24-dienolide using chemical and spectroscopic methods.The structure was corroborated by comparative studies with known closely related withanolides.Sitosterol-β-D-glucoside was identified through chemical and spectroscopic means.Key Word Index - Withania coagulans; Solanaceae; whitanolides; steroidal lactones; trichloroacetylcarbamate esters; sitosterol glucoside.
Leonurosides A-D: Steroid N-acetylglucosaminides from the fruits of Leonurus japonicus
Ye, Miao,Ma, Guang-Lei,Su, Jing-Jing,Xiong, Juan,Hu, Jin-Feng
, p. 287 - 290 (2014)
Four new naturally occurring steroidal glycosides (leonurosides A-D, 1-4) were isolated from the dried fruits of Leonurus japonicus (motherwort fruit). Their structures were established by spectroscopic and chemical methods. The monosaccharide unit was identified to be a 2-acetamido-2-deoxy-β-d-glucose and the aglycone is either a common 3β-stigmasterol or 3β-ergosterol derivative. These compounds are the first representatives of steroid N-acetylglucosaminides from vascular plants.
Biosynthesis of Sitosterol in Tissue Cultures of Rabdosia japonica Hara and Ergosterol in Yeast from Acetate
Seo, Shujiro,Sankawa, Ushio,Seto, Haruo,Uomori, Atsuko,Yoshimura, Yohko,et al.
, p. 1139 - 1141 (1986)
The fate of the hydrogen atoms originating from acetate was investigated in the biosynthesis of sitosterol (5) in cultured cells of Rabdosia japonica Hara and ergosterol (6) in yeast and the 1,2-hydride shifts, 20-H from C-17 and 17-H from C-13, were verified.
New compounds from the Red Sea marine sponge Echinoclathria gibbosa
Mohamed, Gamal A.,Abd-Elrazek, Ali E.E.,Hassanean, Hashim A.,Youssef, Diaa T.A.,Van Soest, Rob
, p. 51 - 58 (2014)
Three new compounds; β-sitosterol-3-O-(3Z)-pentacosenoate (1), 5α-pregna-3β-acetoxy-12β,16β-diol-20-one (2), and echinoclathriamide ((R)-2′-hydroxy-N-((2S,3S,4R)-1,3,4-trihydroxy-19- methylicosan-2-yl)heptadecanamide) (3), together with two known compound
Sitosterol 3-O-α-riburonofuranoside from Bauhinia candicans
M. Iribarren, Adolfo,B. Pomilio, Alicia
, p. 360 - 361 (1985)
From the aerial parts of Bauhinia candicans a novel steroidal glycoside was isolated and identified as sitosterol 3-O-α-D-riburonofuranoside.
New n-nonadecanoyl-β-sitosterol and other constituents from the stem-bark of Anacardium occidentale
Shehu, Abdullahi,Ponnapalli, Mangala Gowri,Mahboob,Prabhakar,Olatunji, Gabriel Ademola
, p. 1357 - 1363 (2019/08/22)
A new steroidal ester bearing n-nonadecanoyl moiety (1) and a mixture of isomeric cerebrosides (2) along with two known compounds were isolated from the methanol extract of the stem-bark of Anacardium occidentale. The structure of the new steroidal ester was determined as 3-n-nonadecanoyl-β-sitosterol on the basis of modern spectroscopic techniques (IR, ESI-MS, HR-ESIMS, 1D and 2D NMR) and chemical degradation studies. The structures of the known compounds were identified as gallic acid and tanacetene by comparison of the spectroscopic data with those of reported data. The mixture of cerebrosides was confirmed based on the analysis of 1D and 2D NMR. These compounds were evaluated for cytotoxicity against human cancer cell lines A549, SCOV3 and rat normal cell line NRK49f.
Chemical constituents of the aerial parts of Algerian Galium brunneum: Isolation of new hydroperoxy sterol glucosyl derivatives
Bertella, Anis,Bitam, Fatma,Carbone, Marianna,Ciavatta, Maria Letizia,Gavagnin, Margherita,Smadi, Abla
, p. 39 - 45 (2020/05/25)
The liposoluble extract of Galium brunneum aerial parts from North-eastern Algeria was chemically investigated. The EtOAc soluble portion contained a series of glycosyl cucurbitacins and sterols including three new glucosyl hydroperoxy sterols 1–3 among other phenolic components whereas the BuOH soluble fraction was dominated by glycosyl derivatives of flavonoids, iridoids and lignans, according to the chemistry reported in the literature for the genus Galium. The structure of new oxidized sterols 1–3 was determined by spectroscopic methods as well as by comparison with related known metabolites. Selected main compounds from both extracts, which revealed moderate antibacterial activities, were tested for their growth inhibitory properties against Gram-positive and Gram-negative bacteria. This is the first report of cucurbitacins in plants of genus Galium.
Nurotoxic sterol glycosides
-
, (2017/03/14)
The invention relates to compositions for use in animal models of neurodegenerative disease and methods therefor. More particularly, the invention relates to the use of neurotoxic sterol glycosides or neurotoxic glycolipids, or combinations thereof, in animal models of neurodegenerative disease. Neurotoxicity-modulating chromenols can also be used in these animal models in combination with the neurotoxic sterol glycosides or neurotoxic glycolipids, or combinations thereof.
Practical and facile route to a functional intermediate from stigmasterol for the synthesis of 1α-hydroxyvitamin D5 and related compounds
Takahashi, Michiyasu,Hosokawa, Seiya,Ono, Yuuya,Kubodera, Noboru
, p. 101 - 113 (2017/03/11)
As a functional and versatile intermediate for the synthesis of 1α-hydroxyvitamin D5 and related compounds, 1α,2α-epoxy-3β-hydroxystigmasta-5,7-diene was synthesized by a practical and facile 17-step route from stigmasterol in 17% overall yield.
Identification and characterization of β-sitosterol target proteins
Lomenick, Brett,Shi, Heping,Huang, Jing,Chen, Chuo
supporting information, p. 4976 - 4979 (2015/03/30)
β-Sitosterol is the most abundant plant sterol in the human diet. It is also the major component of several traditional medicines, including saw palmetto and devil's claw. Although β-sitosterol is effective against enlarged prostate in human clinical trials and has anti-cancer and anti-inflammatory activities, the mechanisms of action are poorly understood. Here, we report the identification of two new binding proteins for β-sitosterol that may underlie its beneficial effects.
