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固液结合法合成抗肿瘤多肽药物醋酸布舍瑞林 被引量：4

Synthesis of Antineoplastic Peptide Drug Buserelin Acetate by Solid and Solution Phase Combination Method
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摘要 以Fmoc固相多肽合成法合成片段Pyr-His(Trt)-Trp-Ser(Trt)-Tyr(Bzl)-D-Ser(t Bu)-Leu-OH(2),同时以液相法合成二肽Boc-Arg(Pbf)-Pro-NHEt,并脱除保护基得到H-Arg-Pro-NHEt·2HCl(4),2和4在液相体系中缩合,然后在85%乙酸溶液中,Pd/C催化氢化脱除保护基,得布舍瑞林粗肽,再经制备型RP-HPLC纯化得纯度大于98%的醋酸布舍瑞林,总收率38.7%。 The fragment Pyr-His （Trt）-Trp-Ser （Trt）-Tyr （Bzl）-D-Ser （tBu）-Leu-OH （2） was synthesized by Fmoc solid-phase synthesis,and the dipeptide H-Arg-Pro-NHEt·2HCl （4） was prepared by solution-phase method to give Boc-Arg （Pbf）-Pro-NHEt which was subjected to deprotection.Buserelin acetate was synthesized by the condensation of 2 with 4,followed by deprotection with Pd/C in the 85 ％ acetic acid,purification by RP-HPLC with an overall yield of 38.7％ and an HPLC purity over 98％.
作者 陆冬冬 乔春华 张国庆 白俊才 谈技
机构地区 苏州大学医学部药学院 上海昂博生物技术有限公司
出处 《中国医药工业杂志》 CAS CSCD 北大核心 2014年第11期1004-1008,共5页 Chinese Journal of Pharmaceuticals
关键词 布舍瑞林 固液相 片段缩合 多肽药物 前列腺癌 buserelin solid and solution phase fragment condensation peptide drug prostatic cancer
分类号 R979.19 [医药卫生—药品]
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参考文献11

  • 1D'Hondt M, Fedorova M, Peng CY, et al. Dry heat forced degradation of buserelin peptide: kinetics and degradant profiling [J]. IntJPharm, 2014, 467 (1-2) : 48-49.
  • 2王宇,杨祺.促黄体生成素释放激素衍生物的合成方法:中国,102190709A[P].2011-09-21.(CA,2011,153:502411).
  • 3徐峰,路杨,杨东晖,等.一种布舍瑞林的合成方法:中国,10039548.9[P].2010-6-16.
  • 4Hatanaka C, Abe Y, Yamano M. Method for producing peptides and their salts which have an agonist activity luteinizing hormone releasing hormones secreted from the hypothalamus: US, 6211333B1 [P]. 2001-04-03. (CA, 2001, 128: 89107).
  • 5李红玲,袁建成,陈大来,等.一种固相制备布舍瑞林的方法:中国,101935339A[P].2013-07-03.(CA,2011,154:182860).
  • 6Tovi A, Eidelman C, Shushan S, et al. Methods for production of peptide deriVatives: WO, 2006119388A2[P]. 2006-09-09. (CA, 2006, 145: 489578).
  • 7Min KK, Jong SR, Hoi CK, et al. A peptide for preparing peptides using by solid phase synthesis: WO, 2008044890A1 [P]. 2008-04-17. (CA, 2008, 148: 427203).
  • 8Hibino H, Nishiuchi Y. 4-Methoxybenzyloxymethyl group as an N-protecting group for histidine to eliminate side-chain- induced racemization in the Fmoc strategy [J]. Tetrahedron Lett, 2011, 52 (38): 4947-4949.
  • 9岑涛,周成,武秀明,姜波,祝社民,沈树宝.片段缩合法合成亮丙瑞林[J].有机化学,2010,30(6):837-842. 被引量：3
  • 10Chan WC, White PD. Fmoc solid peptide synthesis: a practical approach [M]. Oxford: Oxford University Press, 2000: 53.

二级参考文献3

共引文献4

同被引文献47

  • 1徐峰,路杨,杨东晖,等.一种布舍瑞林的合成方法:中国,10039548.9[P].2010-6-16.
  • 2王宇,杨祺.促黄体生成素释放激素衍生物的合成方法:中国,102190709A[P].2011-09-21.(CA,2011,153:502411).
  • 3李红玲,袁建成,陈大来,等.一种固相制备布舍瑞林的方法:中国,101935339A[P].2013-07-03.(CA,2011,154:182860).
  • 4Valverde l E, Lecaille F, Lalmanach G, et al. Synthesis of a biologically active triazole-containing analogue of cystatin A through successive peptidomimetic alkyne-azide ligations[J]. Angew Chem Int Ed Engl, 2012,51(3):718-722.
  • 5Roberts M J, Bentley MD, Harris JM. Chemistry for peptide and protein PEGylation [J]. Adv Drug Dolly Rev, 2002, 54(4): 459-476.
  • 6Bertram A, Pattenden G, Marine metabolites: metalbinding and metal complexes of azole-based eyeliepeptides of ma- rine origin[J]. Nat Prod Rep, 2007, 24(1):18-30.
  • 7Wang T, Danishefsky SJ. Solid-phase peptide synthesis and solid-phase fragment coupling mediated by isonitriles[J]. PNAS, 2013, 110(29):11708-11713.
  • 8Mishra SK, Majumdar P, Behera RK, et al. Synthesis of 3- substiiuted pyrazole derivatives by mixed anhydride method and study of their antibacterial activities[J].Tylor Francis, 2014, 44(1):32-41.
  • 9Benon NL. Peptide synthesis: coupling methods[J].Chen Infarm, 2010, 41(12):1-9.
  • 10Lewis RJ, Dutertre S, Vetter I, et al. Conus. venom peptide pharmacology[J]. Pharmacol Rev, 2012, 64(2):259-298.

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中国医药工业杂志
2014年 第11期

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