CAS: 53003-10-4; (R)-2-((2R,5S,6R)-6-((2S,3S,4S,6R)-6-((2S,5S,7R,9S,10S,12R,15R)-2-((2R,5R,6S)-5-Ethyl-5-Hydroxy-6-Methyltetrahydro-2H-Pyran-2-yl)-15-Hydroxy-2,10,12-Trimethyl-1,6,8-Trioxadispiro[4.1.57.35]Pentadec-13-En-9-yl)-3-Hydroxy-4-Methyl-5-Oxooctan-2-yl)-5-Methylt

该化合物是一种主要来自肺炎发酵的聚醚离子体抗生素,其特点是它能够将单价电离子,特别是钠和钾离子,穿过生物膜膜,扰乱细胞离子,破坏软膜细胞. 盐硝基苯丙胺表现出很强的抗微生物活动,特别是针对某些抗模性细菌和蛋白质的抗微生物性活动,使其在兽医医学中具有价值,特别是家禽预防共生素. 此外,由于癌症研究有可能有选择地瞄准和消除癌症干细胞,从而抑制肿瘤生长,因此引起了癌症研究的注意.该化合物具有脂质性,可以很容易地穿透细胞膜,并且具有复杂的结构,具有多个环状体. 盐硝基素通常在低剂量下施用,以尽量减少毒性,同时最大限度地扩大其治疗效果. 然而,由于潜在的副作用和目标生物体的抗药性,因此其使用受到管制. 总的来说,盐硝基素的独特性特性和行动机制使得它成为生物医学的重要化合物.

结构式图片

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

salinomycin 57H84O12C57H84O12 57H84O12C57H84O12 21-episalinomycin48H75NO10C48H75NO10 49H77NO10C49H77NO10

合成工艺路线路线简述

    盐霉素酸置于molecular Sieve,三氟乙酸体系中,用 二氯甲烷 作为反应溶剂,以70%的收率获得产物盐霉素
    参考文献:高度立体控制的聚醚抗生素沙利霉素的全合成.40-甲氧基苄基的关键作用;(mpm)羟基官能团保护基
    标题:高度立体控制的聚醚抗生素沙利霉素的全合成.40-甲氧基苄基的关键作用;(mpm)羟基官能团保护基
    摘要:沙利霉素是通过d1-葡萄糖,D-甘露醇和l-乳酸乙酯经c1-C9,C10-C17和c18-C30片段的偶联而合成的.苄型保护基以及区域和立体选择性反应起着至关重要的作用.
    DOI:10.1016/s0040-4039(00)80703-0

    专利信息


    专利号:US-12018313-B2
    优先权日:2016-12-28
    标题:Methods, apparatuses, and systems for microorganism strain analysis of complex heterogeneous communities with tracer analytics, determination of functional relationships and interactions thereof, and synthesis of microbial ensembles
    发明人:EMBREE MALLORY
    权利人:NATIVE MICROBIALS INC
    摘要:Methods, apparatuses, and systems for microorganism strain analysis of complex heterogeneous communities with tracer analytics, determination of functional relationships and interactions thereof, and synthesis of microbial ensembles, including dosed microbial ensembles and inoculative microbial ensembles, are disclosed.

    专利号:US-6004787-A
    优先权日:1991-01-17
    标题:Method of directing biosynthesis of specific polyketides
    发明人:KATZ LEONARD; DONADIO STEFANO; MCALPINE JAMES B
    权利人:ABBOTT LAB
    摘要:A method to produce novel polyketide structures by designing and introducing specified changes in the DNA governing the synthesis of the polyketide is disclosed. The biosynthesis of specific polyketide analogs is accomplished by genetic manipulation of a polyketide-producing microorganism by isolating a polyketide biosynthetic gene-containing DNA sequence, identifying enzymatic activities associated within the DNA sequence, introducing one or more specified changes into the DNA sequence which codes for one of the enzymatic activities which results in an altered DNA sequence, introducing the altered DNA sequence into the polyketide-producing microorganism to replace the original sequence, growing a culture of the altered microorganism under conditions suitable for the formation of the specific polyketide analog, and isolating the specific polyketide analog from the culture. The method is most useful when the segment of the chromosome modified is involved in an enzymatic activity associated with polyketide biosynthesis, particularly for manipulating polyketide synthase genes from Saccarharopolyspora or Streptomyces.

    专利号:WO-9313663-A1
    优先权日:1992-01-17
    标 题:Method of directing biosynthesis of specific polyketides
    发明人:KATZ LEONARD; DONADIO STEFANO; MCALPINE JAMES B
    权利人:ABBOTT LAB
    摘要:A method to produce novel polyketide structures by designing and introducing specified changes in the DNA governing the synthesis of the polyketide is disclosed. The biosynthesis of specific polyketide analogs is accomplished by genetic manipulation of a polyketide-producing microorganism by isolating a polyketide biosynthetic gene-containing DNA sequence, identifying enzymatic activities associated within the DNA sequence, introducing one or more specified changes into the DNA sequence which codes for one of the enzymatic activities which results in an altered DNA sequence, introducing the altered DNA sequence into the polyketide-producing microorganism to replace the original sequence, growing a culture of the altered microorganism under conditions suitable for the formation of the specific polyketide analog, and isolating the specific polyketide analog from the culture. The method is most useful when the segment of the chromosome modified is involved in an enzymatic activity associated with polyketide biosynthesis, particularly for manipulating polyketide synthase genes from Saccharapolyspora or Streptomyces.

    专利号:EP-0626806-A1
    优先权日:1992-01-17
    标 题 :Method of directing biosynthesis of specific polyketides
    发明人:KATZ LEONARD; DONADIO STEFANO; MCALPINE JAMES B
    权利人:ABBOTT LAB
    摘要:A process for producing new polyketide structures in which predetermined modifications are determined and introduced into the DNA controlling the synthesis of the polyketide. Biosynthesis of specific polyketide analogs is accomplished by modifying a polyketide-producing microorganism by genetic manipulation by isolating a DNA sequence containing a polyketide biosynthetic gene, identifying associated enzymatic activities within the DNA sequence, introducing one or more predetermined modifications in the DNA sequence which encodes one of the enzymatic activities producing a modified DNA sequence, by introducing this modified DNA sequence into the polyketide-producing microorganism in place of the original sequence, by culturing the modified microorganism under conditions suitable for the formation of the specific polyketide analogue, then isolating the specific polyketide analogue from this culture. This method is particularly useful when the modified chromosome segment is involved in enzymatic activity associated with polyketide biosynthesis, more specifically for manipulating polyketide synthase genes from the genus Saccharapolyspora or the genus Streptomyces.

    专利号:US-2024400576-A1
    优先权日:2021-09-03
    标 题:Nitrogen-containing derivatives of salinomycin, synthesis and uses thereof
    发明人:RODRIGUEZ RAPHAËL; CZERWONKA DOMINIKA; ANTOSZCZAK MICHAL; HUCZYNSKI ADAM
    权利人:CENTRE NAT RECH SCIENT; INST CURIE; INST NAT SANTE RECH MED; ADAM MICKIEWICZ UNIV
    摘要:The present invention relates to nitrogen-containing derivatives of salinomycin having the formula (I), as well as pharmaceutically acceptable salt thereof, and synthesis and uses thereof, in particular for the treatment and/or prevention of cancer including for preventing cancer metastasis and/or for preventing cancer recurrence and/or for decreasing resistance to a chemotherapy in a subject.

    专利号:US-9989489-B2
    优先权日:2006-12-14
    标 题 :Methods for calibrating an array of chemically-sensitive sensors
    发明人:ROTHBERG JONATHAN; HINZ WOLFGANG; JOHNSON Kim; BUSTILLO JAMES
    权利人:LIFE TECHNOLOGIES CORP; LIFE TECHNNOLOGIES CORP
    摘要:Methods and apparatus relating to very large scale FET arrays for analyte measurements. ChemFET (e.g., ISFET) arrays may be fabricated using conventional CMOS processing techniques based on improved FET pixel and array designs that increase measurement sensitivity and accuracy, and at the same time facilitate significantly small pixel sizes and dense arrays. Improved array control techniques provide for rapid data acquisition from large and dense arrays. Such arrays may be employed to detect a presence and/or concentration changes of various analyte types in a wide variety of chemical and/or biological processes. In one example, chemFET arrays facilitate DNA sequencing techniques based on monitoring changes in hydrogen ion concentration (pH), changes in other analyte concentration, and/or binding events associated with chemical processes relating to DNA synthesis.
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    主要参考文献


    1: Anees M, Gupta P, Kaur H, Kharbanda S, Singh H. Concomitant Delivery of Pirarubicin and Salinomycin Synergistically Enhanced the Efficacy of Cancer Therapy and Reduced the Risk of Cancer Relapse. AAPS PharmSciTech. 2024 Sep 7;25(7):211. doi: 10.1208/s12249-024-02918-3.
    403:111220. doi: 10.1016/j.cbi.2024.111220. Epub ahead of print.
    368:122158. doi: 10.1016/j.jenvman.2024.122158. Epub 2024 Aug 15. 102(10):1199-1215. doi: 10.1007/s00109-024-02477-x. Epub 2024 Aug 13.

    合成参考文献


    摘要:Scherzad A et al; Toxicol In Vitro 29 (4): 813-8 (2015)
    摘要:Kirk-Othmer Encyclopedia of Chemical Technology. 4th ed. Volumes 1: New York, NY. John Wiley and Sons, 1991-Present., p. V3 (1992) 500
    摘要:Aiello, S.E. (ed). The Merck Veterinary Manual. 8th ed. Merck & Co., Inc., National Publishing Inc., Philadelphia, PA. 1998., p. 1945
    摘要:O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Cambridge, UK: Royal Society of Chemistry, 2013., p. 1553
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