CAS: 16561-29-8; (1Ar,1Bs,4Ar,7As,7Bs,8R,9R,9As)-9A-Acetoxy-4A,7B-Dihydroxy-3-(Hydroxymethyl)-1,1,6,8-Tetramethyl-5-Oxo-1A,1B,4,4A,5,7A,7B,8,9,9A-Decahydro-1H-Cyclopropa[3,4]Benzo[1,2-E]Azulen-9-Yl Tetradecanoate

该化合物是一种合成磷酸酯,由于具有强大的蛋白质激素C(PKC)激活特性,在生物化学和药理研究中广泛使用.PMA作为一种结构仿照,与二丙烯酸(DAG)结合并激活PKC等形,使其成为研究细胞内信号路径,免疫细胞活化和肿瘤促进机制的宝贵工具.它的高度稳定性和特殊性使得细胞分化,扩散和聚虫病研究能够取得一致的实验结果.PMA在刺激T细胞和中微营养素反应的免疫学方面特别有用.研究人员支持PKC的再生和特性效应.

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

CAS号17673-25-5 佛波醇 | CAS号20839-03-6 Phorbol-(12,13,... | CAS号108-24-7 乙酸酐 | CAS号41621-85-6 佛波醇-13,20-二乙酸酯 | CAS号112-64-1 肉豆蔻酰氯

合成工艺路线路线简述

  • 合成目标产物 Phorbol 12-Myristate 13-Acetate 主要起始原料 Phorbol
  • (文献来源)合成步骤主要原料 Phorbol
Phorbol-(12,13,20)-Tri-N-Tetradecanoat 反应生成佛波醇12-十四酸酯13-乙酸酯
参考文献:克罗托诺尔斯的部分合成
标题:克罗托诺尔斯的部分合成
摘要:描述了在佛波醇的 α-二醇基团与乙酸和长链脂肪酸混合功能性佛波醇-(12,13)-二酯的部分合成.合成的六种佛波二酯与具有刺激性和促肿瘤作用的乙酰佛波酰化物 A 相同1-一种4,乙4和乙7从巴豆油中分离.异构佛波醇-(12,13)-二酯 A2和乙7以及asa3和乙4是关于脂肪酸残基的位置异构体对.对于迄今为止从巴豆油中分离出来的所有 11 种佛波醇.(12,13)-二酯,A 基团的化合物在 C-13 处带有长链脂肪酸残基,在 C-13 处带有短链脂肪酸残基,这可以概括为-12.B组化合物显示这些脂肪酸残基的相反位置.A 型和 B 型的异构佛波二酯可以通过它们在薄层色谱中的 Rf 值,它们的 Ir 和质谱以及它们的 20-[4'-硝基苯基偶氮苯甲酸-(4)]-酯的熔点来区分. 通过所描述的合成路线,具有确定化学结构的佛波醇-(12,13)-二酯现在很容易获得.
Doi:10.1515/znb-1968-0422

专利信息


专利号:WO-2023023585-A1
优先权日:2021-08-18
标题 :Genetically engineered tumor-specific effector cells for synthesis of enzymes
发明人:BHATNAGAR PARIJAT; RADHAKRISHNAN HARIKRISHNAN
权利人:STANFORD RES INST INT
摘要:An example genetically engineered effector cell comprises an exogenous polynucleotide sequence that includes a receptor element, an actuator element, and an effector element. The receptor element encodes a chimeric antigen receptor (CAR) including an extracellular antigen binding domain operably linked to a transmembrane domain, and an intracellular signaling domain, wherein the extracellular antigen binding domain recognizes an antigen on a surface of a tumor cell. The actuator element encodes a transcription factor binding site that upregulates synthesis of an enzyme configured to reduce a tumor-associated extracellular matrix (ECM) associated with the tumor cell. The effector element encodes the enzyme, wherein in response to the extracellular antigen binding domain of the CAR binding to the antigen of tumor cell, the genetically engineered effector cell is configured to activate and, to synthesize and secrete the enzyme to a tumor microenvironment (TME) associated with the tumor cell.

专利号:WO-9614060-A1
优先权日:1994-11-04
标题 :Use of receptor agonists to stimulate superoxide dismutase activity
发明人:MARKLUND STEFAN L; STRAALIN PONTUS
权利人:MARKLUND STEFAN L; STRAALIN PONTUS
摘要:The present invention relates to the use of a substance for the manufacture of a composition for stimulating the release of EC-SOD from cells or stimulating the synthesis of EC-SOD in cells. In particular, the invention relates to the use of a substance for the manufacture of a composition for prophylaxis or treatment of a disease or disorder connected with the presence or formation of superoxide radicals and other toxic intermediates derived from the superoxide radical. Further, the invention relates to a method for determining the effect of a substance with respect to stimulating the release of EC-SOD from cells or stimulating the synthesis of EC-SOD in cells and to substances which have been selected by said method. Within the scope of the invention is a method of preventing, diminishing, controlling or inhibiting a disease or disorder connected with the presence or formation of superoxide radicals and other toxic intermediates derived from the superoxide radical in a patient who has been established to have a high risk of developing a such disease or disorder, or who has developed a such disease or disorder, the method comprising administering an effective amount of a substance which is capable of stimulating the release of EC-SOD from cells or stimulating the synthesis of EC-SOD in cells.

专利号:US-8703812-B2
优先权日:2005-07-29
标 题 :Protein synthesis required for long-term memory is induced by PKC activation on days preceding associative learning
发明人:ALKON DANIEL L
权利人:ALKON DANIEL L; BRNI NEUROSCIENCES INST
摘要:The present invention provides methods of contacting a protein kinase C (PKC) activator with a PKC activator in a manner sufficient to stimulate the synthesis of proteins sufficient to consolidate long-term memory. The present invention also provides methods of contacting a protein kinase C (PKC) activator with a PKC activator in a manner sufficient to downregulate PKC.

专利号:US-7955816-B2
优先权日:2006-05-02
标 题 :Design and synthesis of biotinylated probes for N-acyl-ethanolamines
发明人:MACCARRONE MAURO; ODDI SERGIO; FEZZA FILOMENA; FINAZZI AGRO′ ALESSANDRO
权利人:UNI DEGLI STUDI DI ROMA & LDQUO TOR VERGATA & RDQUO; UNI DEGLI STUDI DI TERAMO
摘要:The present invention relates to the synthesis and characterization of biotinylated analogue of N-arachidonoylethanolamine (AEA) and its use as a tool to study AEA transport and trafficking through biochemical and morphological techniques. In particular biotinylated AEA (b-AEA, for which we propose the common name MM22) is suitable to design highly sensitive and simple methods for the non-radioactive detection and quantitation of AEA from complex samples, which would offer a useful alternative approach to the routinely used radiometric assays. The invention also relates to the use of b-AEA as a potential therapeutic and diagnostic agent.

专利号:US-9018371-B2
优先权日:2007-03-07
标 题 :Adenosine derivatives, method for the synthesis thereof, and the pharmaceutical compositions for the prevention and treatment of the inflammatory diseases containing the same as an active ingredient
发明人:JEONG LAK SHIN; KIM HEA OK; JACOBSON KENNETH A; CHOE SEUNG AH
权利人:JEONG LAK SHIN; KIM HEA OK; JACOBSON KENNETH A; CHOE SEUNG AH; FM THERAPEUTICS CO LTD; US OF AMERICA AS REPRESENTED BY THE SECRETARY DEPT OF HEALTH AND HUMAN SERVICES THE OFFICE OF TECHNO
摘要:Disclosed are adenosine derivatives, methods for the synthesis thereof, and pharmaceutical compositions for the prevention and treatment of inflammatory diseases, comprising the same as an active ingredient. The adenosine derivatives have high binding affinity and selectivity for adenosine receptors, especially for A 3 adenosine receptors and act as A 3 adenosine receptor antagonists, and exhibit anti-inflammatory activity. Thus, the adenosine derivatives are useful in the prevention and treatment of inflammatory diseases.

专利号:US-2024132460-A1
优先权日:2021-03-10
标题:Synthesis of tigilanol tiglate and analogs thereof
发明人:WENDER PAUL A; LUU NGUYEN HONG QUANG; GENTRY ZACHARY; NJOO EDWARD; FANELLI DAVID; MCATEER OWEN DENNIS
权利人:UNIV LELAND STANFORD JUNIOR
摘要:Provided are methods for the isolation of phorbol from seed sources and the use of the phorbol for the generation of tigliane tiglate and derivatives thereof.
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主要参考文献


1: Bellier PV, McGarr GW, Smiley S, McNamee JP. Effect of 1800 MHz radiofrequency field exposure on cytokine and signal transduction protein expression in differentiated THP-1 cells. Int J Radiat Biol. 2024 Sep
9:1-7. doi: 10.1080/09553002.2024.2398090. Epub ahead of print.
1325:343122. doi: 10.1016/j.aca.2024.343122. Epub 2024 Aug 18. 25(16):8559. doi: 10.3390/ijms25168559.

合成参考文献


参考文献:10.1080/01635580903285080
摘要:Liu D, Kim DH, Park JM, Na HK, Surh YJ. Piceatannol inhibits phorbol ester-induced NF-kappa B activation and COX-2 expression in cultured human mammary epithelial cells. Nutr Cancer. 2009;61(6):855–63. doi: 10.1080/01635580903285080.
参考文献:10.3233/jad-2010-1281
摘要:Ji L, Chauhan A, Chauhan V. Upregulation of cytoplasmic gelsolin, an amyloid-beta-binding protein, under oxidative stress conditions: involvement of protein kinase C. J Alzheimers Dis. 2010;19(3):829–38. doi: 10.3233/jad-2010-1281.
参考文献:10.1007/s12014-008-9018-8
摘要:Letarte S, Brusniak M, Campbell D, Eddes J, Kemp CJ, Lau H, Mueller L, Schmidt A, Shannon P, Kelly-Spratt KS, Vitek O, Zhang H, Aebersold R, Watts JD. Differential Plasma Glycoproteome of p19ARF Skin Cancer Mouse Model Using the Corra Label-Free LC-MS Proteomics Platform. Clinical Proteomics. 2008 Oct 02;4(3-4):105–16. doi: 10.1007/s12014-008-9018-8.
参考文献:10.1111/j.1582-4934.2010.01035.x
摘要:Hu T, Liu Z, Shen X. Roles of phospholipase D in phorbol myristate acetate-stimulated neutrophil respiratory burst. J Cell Mol Med. 2011 Mar;15(3):647–53.
参考文献:10.1007/s11095-005-8813-4
摘要:Fedorov SN, Radchenko OS, Shubina LK, Balaneva NN, Bode AM, Stonik VA, Dong Z. Evaluation of Cancer-Preventive Activity and Structure–Activity Relationships of 3-Demethylubiquinone Q2, Isolated from the Ascidian Aplidium glabrum, and its Synthetic Analogs. Pharmaceutical Research. 2006 Jan;23(1):70–81. doi: 10.1007/s11095-005-8813-4.
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