1150100-17-6

Upstream product

• 100-39-0 benzyl bromide 
• 76-83-5 trityl chloride 
• 2871-84-3 (R)-3,4-bis(benzyloxy)-5-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)furan-2(5H)-one 
• 50-81-7 ascorbic acid 
• 15042-01-0 5,6-O-isopropylidene-L-ascorbic acid 

Downstream Products

• 1150100-19-8 C₄₇H₄₀O₈ 
• 1428631-56-4 C₃₃H₃₆O₇ 
• 1428631-50-8 C₁₉H₂₄O₇ 
• 1428631-53-1 C₅₂H₅₀O₇ 

Relevant academic research and scientific papers

Design, synthesis and preliminary biological evaluation of brain targeting l-ascorbic acid prodrugs of ibuprofen

l-Ascorbic acid (AA, vitamin C) exhibits a high concentration in the brain. The transportation of AA in brain is mainly mediated by the glucose transporter 1 (GLUT1) and the Na+-dependent vitamin C transporter SVCT2. While l-ascorbic acid C6O conjugation has been investigated as a tool to enhance brain drug delivery, C5O conjugation and C5O & C6O conjugation as brain targeting tools have not been reported. In this letter, ibuprofen was linked directly to C5O, C6O and C5O & C6O positions of l-ascorbic acid with eater bonds, providing prodrug 1, 2 and 3, respectively, to improve their targeting abilities in the brain. Prodrug 1, 2 and 3 were synthesized in facile ways with good yields. And the preliminary evaluation in vivo illustrated that prodrug 2 had a better targeting ability than prodrug 1. Moreover, prodrug 3, whose C5O & C6O positions were both modified, had good targeting ability for brain which will provide an important evidence for our further study on C5O- & C6O- di-derivatives of l-ascorbic acid.

Synthesis and spectroscopic characterization of double chained and sulfurated derivatives of L-ascorbic acid

Lipophilic saturated and unsaturated L-ascorbyl 5,6-O-diesters from fatty acids are prepared and fully characterized through NMR and MS spectra. Derivatives with different sulfurated moieties are obtained as well through thio-Michael addition of thiols on

Design, synthesis and biological evaluation of brain targeting l-ascorbic acid prodrugs of ibuprofen with "lock-in" function

A novel brain targeting l-ascorbic acid derivatives with "lock-in" function were designed and synthesized as prodrugs to achieve the effective delivery of ibuprofen to brain by glucose transporter 1 (GLUT1) and the Na+-dependent vitamin C transporter SVCT2. Ibuprofen-loaded four prodrugs were tested in the animals. Results from the in vivo distribution study after i.v. administration of these four prodrugs and naked ibuprofen indicated that four prodrugs exhibited excellent transport ability across the BBB and significantly increased the level of ibuprofen in brain. Among them, prodrugs 4 showed higher brain concentration. Both biodistribution data and pharmacokinetic parameters suggested that l-ascorbic acid thiamine disulfide delivery system was a promising carrier to enhance CNS drug's delivery ability into brain.