磷霉素合成的研究进展
作者：严晶;黄晨;杜治平;
Author：
收稿日期： 年卷（期）页码：2015,30(03):-377-380
期刊名称：华西药学杂志
Journal Name：WEST CHINA JOURNAL OF PHARMACEUTICAL SCIENCES
关键字：左磷右胺盐;磷霉素;合成;生物途径;化学途径;综述;不对称催化环合;顺丙烯磷酸;外消旋体
Key words：
基金项目：国家自然科学基金资助项目(批准号:20936003);;
湖北省自然科学基金(2008CDA009);;
湖北省教育厅科学技术研究资助项目(Q20101511)
中文摘要
文中综述了近年来通过各种生物途径和化学途径合成磷霉素的研究进展。外消旋体的合成与拆分法是磷霉素的主要工业生产方法,磷霉素的不对称催化环合和新型磷霉素盐的合成研究将是今后的研究热点。
参考文献
[1]Baylan O.Fosfomycin:Past,present and future[J].Mikrobiyol Bul,2010,44(2):311-321.
[2]Hendin D,Stapley EO,Jackson M,et al.Phosphomycin,a new antibiotic produced by strains of streptomyces[J].Science,1969,166:122-123.
[3]Yan F,Munos JW,Liu P,et al.Biosynthesis of fosfomycin:Reexamination and re-confirmation of a unique Fe(II)and NAD(P)H-dependent epoxidation reaction[J].Biochemistry,2006,45:11473-11481.
[4]Seung YK,Kou-San Ju,William WM,et al.Different biosynthetic pathways to fosfomycin in pseudomonas syringae and streptomyces[J].Antimicrob Agents Chemother,2012,56(8):4175-4183.
[5]徐慧,王若超,杨伟超,等.生物催化菌株在把右旋磷霉素转变为左旋磷霉素中的应用[P].CN102154430A,2010-12-30.
[6]姜平,孙杨,孙东阳,等.固定化酶法手性转化右旋磷霉素的初步研究[J].微生物学杂志,2011,31(1):51-56.
[7]闫浩林,马莉,徐威.利用微生物转化法生产磷霉素的研究[J].沈阳药科大学学报,1995,12(1):32-39.
[8]石家骥,崔福绵,葛猛.青霉菌立体选择性环氧化顺丙烯磷酸产生磷霉素[J].微生物学报,2001,41(3):353-356.
[9]Shi JJ,Xie FH,Chao YC,et al.Stereoselective epoxidation of cis-propenylphosphonic acid to fosfomycin by a newly isolated bacterium Bacillus simplex strain S101[J].J Ind Microbiol Biotechnol,2009,36:739-746.
[10]Karen M,Scott C,Friedrich H,et al.Structure and reactivity of hydroxypropylphosphonic acid epoxidase in fosfomycin biosynthesis by a cation-and flavin-dependent mechanism[J].PNAS,2005,102(40):14221-14226.
[11]冯晓玲,韩亮,李郁锦,等.丙二烯膦酸选择性催化加氢新工艺研究[J].浙江工业大学学报,2010,38(1):15-18.
[12]Glamkowski E,Rosas C,Sletzinger M,et al.Process for the preparation of cis-1-propenylphosphonic acid[P].US3733356A,1973-5-15.
[13]张庆武,曹蕊.磷霉素钠结晶母液回收工艺改进的研究[J].科技创新导报,2011,07:11-12.
[14]Leszek P,Timothy SH,Christopher M,et al.Discovery of ligands for nurr1 by combined use of NMR screening with different isotopic and spin-labeling strategies[J].J Biomol Screen,2007,12:301-311.
[15]李全,屠世忠,李万亥.广谱抗菌药磷霉素氨丁三醇的合成[J].中国医药工业杂志,1992,23(10):443-445.
[16]Shi HC,Chen G,Wang XY.Epoxidation ofα,βunsaturated acids catalyzed by tungstate(Ⅵ)or molybdate(Ⅵ)in H2O:Influence of p H on epoxidation rate and a quantum chemical explanation[J].J Mol Cat A:Chemical,2004,216(1):29-34.
[17]闫桂甫,徐慧琴.合成磷霉素的环氧化催化剂的研究[J].化工生产与技术,2011,18(2):16-18.
[18]Kitamura M,Tokunaga M,Noyori R.Asymmetric hydrogenation of phosphonates:A practical way to fosfomycin[J].J Am Chem Soc,1995,17:2931-2932.
[19]Kobayashi Y,William AD,Tokoro Y.Sharpless asymmetric dihydroxylation of trans-propenylphosphonate by using a modified AD-mix-alpha and the synthesis of fosfomycin[J].J Org Chem,2001,16:7903-7906.
[20]Giordano C,Castaldi G.First asymmetric synthesis of enantiomerically pure(1R,2S)-(-)-(1,2-epoxypropyl)phosphonic acid(fosfomycin)[J].J Org Chem,1989,54:1470-1473.
[21]Sailaja G,Rao VS.Simultaneous determination of tungsten(VI)and molybdenum(VI)from catalytic reduction of iodate[J].Rasayan J Chem,2011,4(1):120-123.
[22]Wang XY,Shi HC,Sun C,et al.Asymmetric epoxidation of cis-1-propenylphosphonic acid(CPPA)catalyzed by chiral tungsten(VI)and molybdenum(VI)complexes[J].Tetrahedron,2004,16(48):10993-10998.
[23]唐洁,石鸿昌,张治国,等.在水中由钼(VI)或钨(VI)吡啶醇络合物进行的顺丙烯膦酸的异相催化不对称环氧化[J].有机化学,2006,26(4):508-513.
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