Synthesis Of Biotinylated Glaucocalyxin A Derivatives

Glaucocalyxin A is Labiatae species glaucocalyxin Isodon Isodon extracted diterpenoids is glaucocalyxin Isodon main active ingredient. In recent years, such diterpenoids inhibit tumor, anti-virus antibacterial, and anti-cancer activity of protecting the cardiovascular system, has become one of the hotspots of contemporary natural medicine chemistry. The biotin-avidin system is a high-affinity, high sensitivity, specificity and stability of a good signal amplification markers, since the markers have excellent properties, so quickly penetrate into many subjects, in positioning and detecting cells and antigens have a very important role.The subject first biotin and 6-aminocaproic acid, 3-aminobenzoic acid, p-aminobenzoic acid, 4-amino-3-methylbenzoic acid, 3-fluoro-4-amino benzoic acid obtained in 5 different biotin extended chain reaction again after the 6-aminocaproic acid and biotinylated 6-aminocaproic acid formed to extend sixth biotin extended chain(BLL). Then biotin and 6 kinds of different biotin extended chain and glaucocalyxin A esterification reaction. A total of 14 different draw glaucocalyxin A biotin labeled. And on the part of glaucocalyxin A biotin label anti-tumor activity in vitro testing, the initial results of the anti-tumor activity of a better glaucocalyxin A biotin label.In the synthesis process glaucocalyxin biotin markers, we found glaucocalyxin A biotin label group in a certain solvent transfer can occur between each other as well as 7-hydroxy-14-hydroxy, and therefore directly connected to biotin Y1-1 glaucocalyxin A product of(14 hydroxyl group) and Y1-2(7-hydroxyl group) were solvent allosteric experiments show Y1-1 and Y1-2 concentration of 0.5 mg ? ml-1 in methanol, dimethyl sulfoxide(DMSO), dimethylformamide(DMF), dichloromethane, chloroform, bromoform and 1,2-dichloroethane, dichloromethane, chloroform, three Methyl bromide has a relatively significant acyl transfer effect, and in methanol, 1,2-dichloroethane has a slight effect acyltransferase, in DMSO, DMF in acyl transfer effect does not occur substantially. In addition, we also found Oridonin and glaucocalyxin A similar structure in the product after Y11-1 biotinylated(14 hydroxyl group),(7-hydroxy-substituted) Y11-2, its 0.5 mg ? ml-1 chloroform solution are also weak in acyl transfer effects. Also found that 0.5 mg ? ml-1 of glaucocalyxin HB and 0.5 mg ? ml-1 glaucocalyxin Ding Su can vary from each other in a chloroform solution. But glaucocalyxin C prime biotinylated but not after the occurrence of similar acyl transfer phenomenon, whereby preliminary draw chemical conditions glaucocalyxin A acyltransferase and the initial reaction mechanism.A synthesis of biotin glaucocalyxin markers to find glaucocalyxin A prime targets even further study its mechanism of action to lay the foundation. The solvent was found acyltransferase effect glaucocalyxin A biotin markers also provide a theoretical basis for the separation and analysis work hydroxyl moiety after structural modification.