77-60-1Relevant articles and documents
BESHORNIN AND BESHORNOSIDE, STEROIDAL SAPONINS OF BESHORNERIA YUCCOIDES
Kintia, Pavel K.,Bobeyko, Valentin A.,Dragalin, Ivan P.,Shvets, Stepan A.
, p. 1447 - 1449 (1982)
Two new saponins beshornin and beshornoside have been isolated from the methanolic extract of Beshorneria yuccoides leaves and their structures elucidated.Beshornin is 3-O-4)-β-D-glucopyranosyl-(1->2)->-4)-β-D-glucopyranosyl-(1->3)>-β-D-glucopyranosyl-(1->4)-β-D-galactopyranosyl>-(25R)-5α-spirostan-3β-ol, hereas beshornoside is 3-O-4)-β-D-glycopyranosyl-(1->2)>-4)-β-D-glucopyranosyl-(1->3)>-β-D-glucopyranosyl-(1->4)-β-D-galactopyranosyl>-26-O--(25R)-5α-furostan-3β,22α,26-triol. - Key Word Index:Beshorneria yuccoides; spirostanol glycosides; furastanol glycosides; beshornin; beshornoside.
Structure of a steroid saponin from Digitalis ciliata
Gvazava,Kikoladze
, p. 162 - 165 (2007)
A new steroid glycoside was isolated from leaves of Digitalis ciliata (Scrophulariaceae) by fractionation of the total extracted substances. Its structure was determined as (25R)-5α-spirostan-3β-ol 3-O-β-D-glucopyranosyl-(1→3)[β-D-fucopyranosyl-(1→2)] -β-D-glucopyranosyl-(1→4)-β-D-galactopyranoside based on chemical transformations, physical constants, and spectral data.
Synthesis and antifungal activity of functionalized 2,3-spirostane isomers
Upadhyay, Sunil Kumar,Creech, Clinton C.,Bowdy, Katharine L.,Stevens, Edwin D.,Jursic, Branko S.,Neumann, Donna M.
, p. 2826 - 2831 (2011)
Invasive fungal infections are a major complication for individuals with compromised immune systems. One of the most significant challenges in the treatment of invasive fungal infections is the increased resistance of many organisms to widely used antifungals, making the development of novel antifungal agents essential. Many naturally occurring products have been found to be effective antimicrobial agents. In particular, saponins with spirostane glycosidic moieties - isolated from plant or marine species - have been shown to possess a range of antimicrobial properties. In this report, we outline a novel approach to the synthesis of a number of functionalized spirostane molecules that can be further used as building blocks for novel spirostane-linked glycosides and present results from the in vitro screenings of the antifungal potential of each derivative against four fungal species, including Candida albicans, Cryptococcus neoformans, Candida glabrata, and the filamentous fungus Aspergillus fumigatus.
Cytotoxic triterpene and steroidal glycosides from the seeds of Digitalis purpurea and the synergistic cytotoxicity of steroidal glycosides and etoposide in SBC-3 cells
Fukaya, Haruhiko,Kuroda, Minpei,Matsuo, Yukiko,Mimaki, Yoshihiro,Takatori, Kazuhiro,Tsuchihashi, Hiroko
, (2022/03/27)
The phytochemical investigations of the seeds of Digitalis purpurea have revealed their richness in cardenolide and pregnane glycosides exhibiting potent cytotoxicity; further chemical examinations of the D. purpurea seeds have achieved the isolation of s
Concise large-scale synthesis of tomatidine, a potent antibiotic natural product
Boudreault, Pierre-Luc,Normandin, Chad
, (2021/10/12)
Tomatidine has recently generated a lot of interest amongst the pharmacology, medicine, and biology fields of study, especially for its newfound activity as an antibiotic agent capable of targeting multiple strains of bacteria. In the light of its low natural abundance and high cost, an efficient and scalable multi-gram synthesis of tomatidine has been developed. This synthesis uses a Suzuki–Miyaura-type coupling reaction as a key step to graft an enantiopure F-ring side chain to the steroidal scaffold of the natural product, which was accessible from low-cost and commercially available diosgenin. A Lewis acid-mediated spiroketal opening followed by an azide substitution and reduction sequence is employed to generate the spiroaminoketal motif of the natural product. Overall, this synthesis produced 5.2 g in a single pass in 15 total steps and 15.2% yield using a methodology that is atom economical, scalable, and requires no flash chromatography purifications.
Novel steroid -based amphiphiles and uses thereof
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Paragraph 0173-0176, (2020/05/23)
The present invention relates to a newly developed steroid-based amphiphilic compound, a preparation method thereof and a method for extracting, solubilizing, stabilizing, crystallizing or analyzing membrane proteins using the same. In addition, the compound, compared to the conventional compounds, can efficiently extract membrane proteins having various structures and properties from cell membranes and store the same in an aqueous solution for a long time, and thus can be used for functional analysis and structural analysis. Membrane protein structure and function analysis thereof is one of the areas of greatest interest in current biology and chemistry by being closely related to drug development.COPYRIGHT KIPO 2020
