488-41-5Relevant articles and documents
Revisiting Bromohexitols as a Novel Class of Microenvironment-Activated Prodrugs for Cancer Therapy
Johansson, Henrik,Hussain, Omar,Allison, Simon J.,Robinson, Tony V.,Phillips, Roger M.,Sejer Pedersen, Daniel
supporting information, p. 228 - 235 (2019/12/11)
Bromohexitols represent a potent class of DNA-alkylating carbohydrate chemotherapeutics that has been largely ignored over the last decades due to safety concerns. The limited structure?activity relationship data available reveals significant changes in cytotoxicity with even subtle changes in stereochemistry. However, no attempts have been made to improve the therapeutic window by rational drug design or by using a prodrug approach to exploit differences between tumour physiology and healthy tissue, such as acidic extracellular pH and hypoxia. Herein, we report the photochemical synthesis of highly substituted endoperoxides as key precursors for dibromohexitol derivatives and investigate their use as microenvironment-activated prodrugs for targeting cancer cells. One endoperoxide was identified to have a marked increased activity under hypoxic and low pH conditions, indicating that endoperoxides may serve as microenvironment-activated prodrugs.
A two-bromine mannitol preparation method (by machine translation)
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Paragraph 0030-0040, (2019/01/14)
The invention discloses a method of preparing a two-bromine mannitol, added in SO4 2 - /TiO2 ? GO solid super strong acid catalyst, hydrogen bromide at a relatively low concentration can still be smooth reaction, join the bromide ion in the reaction of the material, can improve the reaction selectivity, catalytic reaction rate, effectively contribute to the reaction, the yield of the lifting dibromo mannitol. The method of the invention low cost, simple operation, safety and environmental protection, easy industrialized application. (by machine translation)
Stereoregular poly-O-methyl [m,n]-polyurethanes derived from D-mannitol
Fidalgo, Daniela M.,Kolender, Adriana A.,Varela, Oscar
, p. 463 - 470 (2013/02/23)
Novel linear carbohydrate-derived [m,n]-polyurethanes are successfully prepared using D-mannitol as renewable and low cost starting material. The key comonomer, 1,6-di-O-phenylcarbonyl-2,3,4,5-tetra-O-methyl-D-mannitol is polymerized with a diamine synthesized from D-mannitol or with alkylenediamines. These polymerization reactions afford, respectively, a [6,6]-polyurethane entirely based on a carbohydrate derivative or [m,n]-polyurethanes constituted by a poly-O-methyl substituted unit alternating with a polymethylene chain. All these polymers are stereoregular, as result of the C2 axis of symmetry of mannitol. The optically active polyurethanes are characterized by standard methods (FTIR, RMN, GPC, TGA, and DSC). Thus, GPC analysis reveals weight-average molecular weights between 18,000 and 25,000 Da. Thermal studies (DSC) indicate that the polymers obtained are amorphous materials with T g values dependent on the structure and chain length of the diamine constituent.
