18422-54-3Relevant academic research and scientific papers
d-Fructose Modification Enhanced Internalization of Mixed Micelles in Breast Cancer Cells via GLUT5 Transporters
Zhou, Xu,Qin, Xianyan,Gong, Tao,Zhang, Zhi-Rong,Fu, Yao
, (2017/07/18)
d-Fructose modified poly(ε-caprolactone)-polyethylene glycol (PCL-PEG-Fru) diblock amphiphile is synthesized via Cu(I)-catalyzed click chemistry, which self-assembles with D-α-tocopheryl polyethylene glycol 1000 succinate (TPGS) into PCL-PEG-Fru/TPGS mixed micelles (PPF MM). It has been proven that glucose transporter (GLUT)5 is overexpressed in MCF-7 cells other than L929 cells. In this study, PPF MM exhibit a significantly higher uptake efficiency than fructose-free PCL-PEG-N3/TPGS mixed micelles in both 2D MCF-7 cells and 3D tumor spheroids. Also, the presence of free d-fructose competitively inhibits the internalization of PPF MM in MCF-7 cells other than L929 cells. PPF MM show selective tumor accumulation in MCF-7 breast tumor bearing mice xenografts. Taken together, PPF MM represent a promising nanoscale carrier system to achieve GLUT5-mediated cell specific delivery in cancer therapy. (Figure presented.).
Concise synthesis of chiral N -Benzyl-α,α-Diarylprolinols through shi asymmetric epoxidation
Li, Jie,Zhou, Hai,Weng, Jiangsen,Wang, Mingwen,Ge, Chengsheng,Tu, Wujie
supporting information, p. 805 - 808 (2014/04/03)
A concise and practical synthesis of chiral N-benzyl-α,α- diaryl-2-prolinols was developed through Shi asymmetric epoxidation, followed by double nucleophilic substitution of bromo-containing olefins. A series of enantioenriched N-benzyl-α,α-diaryl-2-prolinols were obtained with excellent enantioselectivities (96% ee) in moderate to good yields (40-76% yield). For the first time, enantiopure N-benzyl-α,α-diphenyl-2- prolinol was obtained from bromo-containing olefin using this methodology. Georg Thieme Verlag Stuttgart, New York.
A convenient synthesis of L-ribose from D-fructose
Perali, Ramu Sridhar,Mandava, Suresh,Bandi, Ramakrishna
experimental part, p. 4031 - 4035 (2011/06/26)
An efficient method for the stereoselective synthesis of L-ribose was accomplished starting from commercially inexpensive D-fructose. The intermediates in the process can serve as versatile precursors for the preparation of L-nucleoside analogues.
PYRIMIDINE DERIVATIVES AS ANTICANCER AGENTS
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Page/Page column 47, (2008/12/07)
The present invention includes methods of treating or preventing cancer by administering an effective amount of 6-substituted pyrimidine derivatives of the Formula I to a subject need thereof:
ODCASE INHIBITORS FOR THE TREATMENT OF MALARIA
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Page/Page column 46; 47, (2008/06/13)
The present invention includes methods of treating or preventing malaria by administering an anti-malarial effective amount of 6-substituted uridine derivatives to a subject need thereof. The invention also includes new 6-substituted uridine derivatives for use as therapeutics, in particular to treat malaria.
Novel synthesis of (+)-hydantocidin based on the plausible biosynthetic pathway
Nakajima, Noriyuki,Matsumoto, Miyoko,Kirihara, Masayuki,Hashimoto, Masaru,Katoh, Tadashi,Terashima, Shiro
, p. 1177 - 1194 (2007/10/03)
The title synthesis was examined by employing two synthetic schemes which feature N,O-spiroketal formation as a key step. Although the stepwise synthesis starting with D-fructose and proceeding through the D-psicose derivatives successfully produced a mixture of (+)-hydantocidin (1) and its C5-epimer [(-)-5-epihydantocidin (2)], the one-step synthesis utilizing D-isoascorbic acid and urea as starting materials was found to give 2 more selectively than 1. Studies on the key N,O-spiroketal formation and epimerization between 1 and 2 were also carried out to explore some novel aspects of the obtained results.
Asymmetric Cyclopropanation Using New Chiral Auxiliaries Derived from D-Fructose
Kang, Jahyo,Lim, Geun Jho,Yoon, Suk Kyoon,Kim, Moohi Yoo
, p. 564 - 577 (2007/10/02)
Acetals of α,β-unsaturated aldehydes with 3-O-alkylated derivatives of 1,2-O-isopropylidene-β-D-fructopyranose and 1,2-O-isopropylidene-β-D-psicopyranose, which are readily available from D-fructose, were cyclopropanated with Et2Zn and CH2I2 with good diastereoselectivity.The effects of structure of the acetals on enantioselectivity were examined.
A novel biogenetic type synthesis of (+)-hydantocidin
Matsumoto, Miyoko,Kirihara, Masayuki,Yoshino, Toshiharu,Katoh, Tadashi,Terashima, Shiro
, p. 6289 - 6292 (2007/10/02)
The title synthesis was accomplished by featuring the proposed biosynthetic pathway. The synthesis commenced with the D-psicose derivative readily obtainable from D-fructose and employed intramolecular N, O-spiroketal formation of the open-chain N-acylurea derivative as a key step.
Synthetic studies on (+)-hydantocidin (3): A new synthetic method for construction of the spiro-hydantoin ring at the anomeric position of D-ribofuranose
Mio, Shigeru,Kumagawa, Yuko,Sugai, Soji
, p. 2133 - 2144 (2007/10/02)
A facile synthetic route for the large-scale preparation of a herbicidal natural product, (+)-hydantocidin is described. The protected D-psicose 6, prepared in five steps from D-fructose, was stereospecifically converted to azido-amide 14 by N-glycosidation (TMSN3/TMSOTf), oxidation and animation. Hydantoin ring-construction on 14 was achieved by aza-Wittig reaction (PBu3/CO2/CH3CN) to give 16 without epimerization at the anomeric center. After acetylation, stepwise deprotection of 24 afforded (+)-hydantocidin 1 in 16% overall yield from D-fructose.
