CAS: 26538-44-3; (7R,11S)-7,15,17-Trihydroxy-11-Methyl-12-Oxabicyclo[12.4.0]Octadeca-1(14),15,17-Trien-13-One

该化合物是牲畜,是一种非类固醇雌激素化合物,是某些霉素生产的甲状腺素的衍生物.Zeranol展示雌激素类活动,对雌激素受体有约束力,影响动物的生殖和生长过程.其主要应用是作为牲畜生长促进剂,提高体重增益和饲料效率.然而,它的使用引起了人们对人类食用经治疗动物肉类的潜在健康影响的关切,导致各国进行监管检查.Zeranol通常在受控剂量下施用,其药理基因在肝脏中含有新陈代谢,主要通过尿液排出.该化合物的安全状况和潜在的内分泌干扰作用是正在进行的研究的主题,强调农业做法和食品安全条例需要认真考虑.

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上下游产品

CAS号17924-92-4 玉米赤霉烯酮 | CAS号106315-76-8 (3S,7R)-14,16-d... | CAS号36455-72-8 ALPHA-玉米赤霉烯醇 | CAS号34297-69-3 2-[10(S)-Hydrox... | CAS号325142-22-1 (3S,7R)-7,14,16... | CAS号37786-44-0 (3S)-14,16-dihy...

合成工艺路线路线简述

  • 合成目标产物 Zeranol 主要起始原料 Alpha-Zearalenol
  • (文献来源)合成步骤主要原料 Alpha-Zearalenol
📜玉米烯酮置于sodium Tetrahydroborate,5 Mol% Pd/c,氢气体系中,用 甲醇,乙醇 用作溶剂,化学反应 3.0H,反应生成折仑诺
参考文献:半合成玉米赤霉烯酮类似物的合成和细胞毒活性
标题:半合成玉米赤霉烯酮类似物的合成和细胞毒活性
摘要:玉米赤霉烯酮是具有多种生物活性的β-间苯二酸大环内酯.本文中,我们报道了34种玉米赤霉烯酮类似物的合成及其对人口腔表皮样癌(kb)和人乳腺腺癌(mcf-7)细胞以及非癌性vero细胞的杀伤活性.一些玉米赤霉烯酮类似物对两种癌细胞显示出适度增强的细胞毒活性.我们发现了潜在的先导化合物,对vero细胞的细胞毒性降低或没有.初步的结构-活性关系研究表明,玉米赤霉烯酮核心1'和2'位置的双键对于这两种细胞系的细胞毒活性均至关重要.此外,对于玉米赤霉烯醇类似物,C-2处未保护的羟基和c-4处的烷氧基取代基在两种细胞系的细胞毒性作用中均起关键作用.
Doi:10.1016/j.Bmcl.2016.06.007

海关参考信息

专利信息


专利号:US-7553979-B2
优先权日:2001-11-09
标题:HSP90-inhibiting zearalanol compounds and methods of producing and using same
发明人:KASIBHATLA SRINIVAS R; LE BRAZIDEC JEAN-YVES; MCHUGH SEAN KONRAD; BOEHM MARCUS F
权利人:CONFORMA THERAPEUTICS CORP
摘要:Zearalanol compounds are described and demonstrated or predicted to have utility as Heat Shock Protein 90 (HSP90) inhibiting agents in the treatment and prevention of various disorders. Methods of synthesis and use of such compounds are also described and claimed.

专利号:WO-2012131010-A1
优先权日:2011-03-29
标 题 :Total synthesis of redox-active 1.4-naphthoquinones and their metabolites and their therapeutic use as antimalarial and schistomicidal agents

专利号:EP-2691372-A1
优先权日:2011-03-29
标 题 :Total synthesis of redox-active 1.4-naphthoquinones and their metabolites and their therapeutic use as antimalarial and schistomicidal agents

专利号:US-2014315720-A1
优先权日:2012-10-24
标 题 :Polysaccharide ester microspheres and methods and articles relating thereto
发明人:FALLON DENIS G; GARRETT THOMAS S; KIZER LAWTON E; ZAZZARA KAREN L; COMBS MICHAEL T; JOHNSON RICHARD K; DEHART GARY
权利人:CELANESE ACETATE LLC
摘要:A method for producing a polysaccharide ester microsphere may include forming a polysaccharide ester product from a polysaccharide synthesis, wherein the polysaccharide ester product comprises a polysaccharide ester and a solvent; diluting the polysaccharide ester product, thereby yielding a polysaccharide ester dope; and forming a plurality of polysaccharide ester microspheres from the polysaccharide ester dope. Suitable polysaccharides may include, but are not limited to, starch, cellulose, hemicellulose, algenates, chitosan, and any combination thereof. Esters thereof may be organic esters (e.g., acetate and the like), inorganic esters (e.g., sulfonates and the like), or combinations thereof. Further, the solids conent of the polysaccharide ester dope, in some instances, may be greater than about 16 wt %.

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✅ COA系统入驻 | 共享模式

主要参考文献


1: Zhu Y, Yao X, Leung LK. Zeranol induces COX-2 expression through TRPC-3 activation in the placental cells JEG-3. Toxicol In Vitro. 2016 May 17;35:17-23. doi: 10.1016/j.tiv.2016.05.007. [Epub ahead of print] doi: 10.3892/mmr.2016.5293. Epub 2016 May 18. doi: 10.1002/etc.3166. Epub 2015 Oct 30. doi: 10.1016/j.anireprosci.2015.03.009. Epub 2015 Mar 21. doi: 10.1007/s00216-014-8346-y. Epub 2014 Dec 2. doi: 10.5740/jaoacint.13-283. doi: 10.1039/c4an00686k. doi: 10.1002/bio.2559. Epub 2013 Aug 12. doi: 10.1016/j.tox.2013.09.011. Epub 2013 Oct 8. doi: 10.1016/j.foodchem.2013.02.070. Epub 2013 Feb 27. doi: 10.1016/j.toxlet.2013.03.016. Epub 2013 Mar 26. doi: 10.1016/j.bios.2012.10.031. Epub 2012 Oct 17. doi: 10.2527/jas.2011-4818. Epub 2012 Dec 10. doi: 10.1016/j.aca.2012.11.009. Epub 2012 Nov 16. doi: 10.1080/19440049.2013.787656. Epub 2013 May 24. doi: 10.3109/07435800.2013.774410. Epub 2013 Mar 15. doi: 10.1002/jsfa.4707. Epub 2011 Dec 5. doi: 10.1016/j.toxlet.2012.01.010. Epub 2012 Jan 20. doi: 10.1002/jsfa.4687. Epub 2011 Oct 19. doi: 10.1002/dta.352. Epub 2011 Nov 17.

合成参考文献


摘要:A2961: Takemura H, Shim JY, Sayama K, Tsubura A, Zhu BT, Shimoi K: Characterization of the estrogenic activities of zearalenone and zeranol in vivo and in vitro. J Steroid Biochem Mol Biol. 2007 Feb;103(2):170-7. Epub 2006 Nov 9.
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