122604-15-3Relevant academic research and scientific papers
A facile chemoselective deprotection of the p-methoxybenzyl group
Yu, Wensheng,Su, Mei,Gao, Xiaobang,Yang, Zhiqiang,Jin, Zhendong
, p. 4015 - 4017 (2000)
The p-methoxybenzyl (PMB) group can be chemoselectively cleaved at low temperature in the presence of SnCl4 and thiophenol. This method is especially useful in the cases where oxidative reagents such as DDQ and CAN need to be avoided. (C) 2000 Elsevier Science Ltd.
Carbohydrate-Based NK1R Antagonists with Broad-Spectrum Anticancer Activity
Recio, Rocío,Lerena, Patricia,Pozo, Esther,Calderón-Monta?o, José Manuel,Burgos-Morón, Estefanía,López-Lázaro, Miguel,Valdivia, Victoria,Pernia Leal, Manuel,Mouillac, Bernard,Organero, Juan ángel,Khiar, Noureddine,Fernández, Inmaculada
, p. 10350 - 10370 (2021/07/28)
NK1R antagonists, investigated for the treatment of several pathologies, have shown encouraging results in the treatment of several cancers. In the present study, we report on the synthesis of carbohydrate-based NK1R antagonists and their evaluation as anticancer agents against a wide range of cancer cells. All of the prepared compounds, derived from either-arabinose, have shown high affinity and NK1R antagonistic activity with a broad-spectrum anticancer activity and an important selectivity, comparable to Cisplatin. This strategy has allowed us to identify the galactosyl derivative 14α , as an interesting hit exhibiting significant NK1R antagonist effect (kinact0.209 ± 0.103 μM) and high binding affinity for NK1R (IC50= 50.4 nM,Ki= 22.4 nM by measuring the displacement of [125I] SP from NK1R). Interestingly, this galactosyl derivative has shown marked selective cytotoxic activity against 12 different types of cancer cell lines.
Synthesis of Arabinoxylan Oligosaccharides by Preactivation-Based Iterative Glycosylations
Underlin, Emilie N.,B?hm, Maximilian,Madsen, Robert
, p. 16036 - 16054 (2019/12/27)
A concise synthetic strategy has been developed for assembling densely substituted arabinoxylan oligosaccharides, which are valuable substrates for characterizing hemicellulose-degrading enzymes. The xylan backbone has been prepared by an iterative preact
ANTAGONISTS OF NK1 RECEPTORS DERIVED FROM CARBOHYDRATES, PRODUCTION METHOD AND MEDICAL USE
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Paragraph 0059; 0060; 0061; 0062, (2018/04/19)
The invention relates to a compound of general formula (I), and to the use thereof in medicine, or for the production of a medicament for the treatment of different diseases, preferably a cancer such as melanoma, lung carcinoma or breast cancer. For this purpose, the invention also relates to a pharmaceutical composition comprising said compound. In addition, the invention relates to a method for producing the compound of general formula (I).
Carbohydrate-derived iminium salt organocatalysts for the asymmetric epoxidation of alkenes
Bulman Page, Philip C.,Chan, Yohan,Liddle, John,Elsegood, Mark R.J.
, p. 7283 - 7305 (2017/09/13)
A new family of carbohydrate-based dihydroisoquinolinium salts has been prepared and tested for potential as asymmetric catalysts for the epoxidation of unfunctionalized alkene substrates, providing up to 57% ee in the product epoxides.
New strategy for synthesis of the disaccharide moiety of the highly potent anticancer natural product OSW-1
Kongkathip, Boonsong,Kongkathip, Ngampong,Rujirawanich, Janjira
supporting information, p. 2248 - 2255 (2014/07/07)
The facile synthesis of a partially protected OSW-1 disaccharide moiety, having a 2-O-p-methoxybenzoyl-β-D-xylopyranosyl-(1 → 3)-2-O-acetyl-L-arabinopyranoside structure, was elaborated by glycosylation in a β-stereoselective fashion. The xylopyranose don
New disaccharide blocks for OSW-1 and its analogs
Khasanova, L. S.,Gimalova, F. A.,Valiullina, Z. R.,Selezneva, N. K.,Ganieva, R. M.,Spirikhin, L. V.,Miftakhov, M. S.
, p. 1238 - 1244,7 (2020/10/15)
Abstract-A new disaccharide block for OSW-1 natural steroidal antitumor agent was described. Regioisomeric 2- and 3-O-p-methoxybenzoyl derivatives of phenyl 1-thio-β-D-xylopyranoside and phenyl 2-O-acetyl-1- thio-β-L-arabinopyranoside derivatives blocked
Synthesis of phalluside-1 and Sch II using 1,2-metallate rearrangements
Black, Fiona J.,Kocienski, Philip J.
supporting information; scheme or table, p. 1188 - 1193 (2010/06/15)
(4E,8E,10E)-9-Methyl-4,8,10-sphingatrienine, a core component of marine sphingolipids, was synthesised for the first time using a copper(i)-mediated 1,2-metallate rearrangement of a lithiated glycal as a key step. It was converted to phalluside-1, a cereb
METHOD OF SYNTHESIZING SUGAR CHAIN
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Page/Page column 25-26, (2010/11/08)
An object of the present invention is to provide a method for efficiently chemically synthesizing biomolecules including a nucleotide (nucleic acid), a peptide (protein), or a sugar chain, as representative examples. The present invention provides a metho
Modifying the regioselectivity of glycosynthase reactions through changes in the acceptor
Stick, Robert V.,Stubbs, Keith A.,Watts, Andrew G.
, p. 779 - 786 (2007/10/03)
Successful glycosynthase-mediated reactions have been performed on 6-O-benzyl-, 6-O-(4-nitrobenzyl)-, and 6-O-benzoyl-D-glucopyranose to give 1,2-β- and 1,3-β-D-glycosylated products; 4-O-benzyl-D-xylopyranose gave only a 1,2-β-glycosylated product. A rat
