CAS: 5231-60-7; Methyl (3Ar,3A1R,4R,5S,5Ar,10Br)-4-Acetoxy-3A-Ethyl-5-Hydroxy-6-Methyl-3A,3A1,4,5,5A,6,11,12-Octahydro-1H-Indolizino[8,1-Cd]Carbazole-5-Carboxylate
该化合物是自然产生的藻类,产自Apocynaceae家族的植物物种,特别是原生体温卡,其特点是结构复杂,包括四环框架.Vindorosine表现出明显的药理特性,主要作为一种抗菌剂,并研究其在癌症治疗中的潜力.其行动机制被认为包括抑制微囊形成,从而破坏细胞分解,导致癌症细胞的流行.此外,Vindorosine可能拥有其他生物活动,包括防炎和抗微生物效应.该化合物通常与植物来源隔绝,由于其生物活性性质可能需要谨慎处理.与许多藻类一样,其在治疗应用中的用途需要不断进行研究,以充分了解其功效和安全性.
- 英文名称Methyl (3Ar,3A1R,4R,5S,5Ar,10Br)-4-Acetoxy-3A-Ethyl-5-Hydroxy-6-Methyl-3A,3A1,4,5,5A,6,11,12-Octahydro-1H-Indolizino[8,1-Cd]Carbazole-5-Carboxylate
- 中文名称温都罗新
- IUPAC名称methyl (3aR,3a1R,4R,5S,5aR,10bR)-4-acetoxy-3a-ethyl-5-hydroxy-6-methyl-3a,3a1,4,5,5a,6,11,12-octahydro-1H-indolizino[8,1-cd]carbazole-5-carboxylate
- 其它别名(2β,5α,12β,19α)-4β-(Acetyloxy)-6,7-Didehydro-3β-Hydroxy-1-Methylaspidospermidine-3-Carboxylic Acid Methyl Ester; Demethoxyvindoline; Vindolidin; Vindolidine; Vindorosin; Vindorosine; 4-Acetoxy-3-Hydroxy-1-Methyl-6,7-Didehydro-Aspidospermidine-3-Carboxylic Acid Methyl Ester; Aspidospermidine-3-Carboxylic Acid, 4-(Acetyloxy)-6,7-Didehydro-3-Hydroxy-1-Methyl-, Methyl Ester, (2β,3β,4β,5α,12R,19α)-
- CAS编号5231-60-7
- MFCD编号:MFCD01747117
- FDA UNII编号:Z1DB4ZMV5D
- 分子式:C24H30N2O5分子量:426.51
- 产品CID: 1513312
- 产品分类天然产物 → 生物碱
物理性质
MSDS等安全信息
上下游产品
(-)-deacetylvindorosine acetyl chloride tabersonine (-)-17-hydroxytabersonine合成工艺路线路线简述
📜在 吡啶,4-二甲氨基吡啶,2,6-二叔丁基吡啶,碳酸氢钠,间氯过氧苯甲酸,三氟甲烷磺酸甲酯体系中,用 甲醇,二氯甲烷,水 作为反应溶剂,化学反应 38.33H,反应生成 温都罗新
参考文献:(-)-维多牛苷的全合成
标题:(-)-维多牛苷的全合成
摘要:本文概述了基于两个关键转换的(-)-Vindorosine的新颖且可扩展的合成方法.已开发出一种高度非对映选择性的乙烯基二甘氨酸,二恶英酮衍生的二烯酸锂与吲哚基n-叔丁烷亚磺酰基亚胺.此外,引入了分子内heathcock / Aza-Prins环化反应以构建c环和高度取代的e环,以合成(-)-Vindorosine和相关生物碱.
DOI:10.1002/anie.201707249
海关参考信息
- 2901210000-乙烯
2901220000-丙烯
2902600000-乙苯
2902700000-异丙基苯 - 💡 提示：海关信息按照顺序优先匹配，如需确认的海关信息，请参考相关资料。
- 详情请参考：📖 海关编码查询和海关进出口税则
专利信息
专利号:WO-8605491-A1
优先权日:1985-03-12
标 题 :Synthesis of vinblastine and vincristine type compounds
专利号:EP-0215058-A1
优先权日:1985-03-12
标题:Synthesis of vinblastine and vincristine type compounds
专利号:BE-832088-A
优先权日:1975-08-04
标 题 :NEW DERIVATIVES OF VINCADIFFORMIN AND OF PSEUDO-VINCADIFFORMIN WHICH CAN BE USED AS USEFUL INTERMEDIATE COMPOUNDS FOR THE SYNTHESIS OF SUBSTANCES RELATED TO VINCALEUKOBLASTIN
专利号:DE-2632029-A1
优先权日:1975-08-04
标 题:VINCADIFFORMIN AND PSEUDOVINCADIFFORMIN DERIVATIVES SUITABLE AS INTERMEDIATE PRODUCTS IN THE SYNTHESIS OF VINCALEUKOBLASTIN RELATED COMPOUNDS AND METHODS FOR PREPARING SUCH DERIVATIVES
专利号:DE-3826412-A1
优先权日:1987-08-06
标 题:METHOD FOR THE SYNTHESIS OF VINBLASTIN AND VINCRISTIN
专利号:AU-590873-B2
优先权日:1985-03-12
标 题:Synthesis of vinblastine and vincristine type compounds
供应商参考报价(招募中)
品牌试剂参考报价(招募中)
📌 第三方产品分析报告
主要参考文献
1: Chen W, Yang XD, Tan WY, Zhang XY, Liao XL, Zhang H. Total Synthesis of (-)-Vindorosine. Angew Chem Int Ed Engl. 2017 Sep 25;56(40):12327-12331. doi: 10.1002/anie.201707249. Epub 2017 Aug 24. doi: 10.1055/s-0034-1383220. Epub 2014 Oct 23. doi: 10.1002/chem.201705189. Epub 2018 Jan 10. doi: 10.1073/pnas.1501821112. Epub 2015 Apr 27.
5: Sasaki Y, Kato D, Boger DL. Asymmetric total synthesis of vindorosine, vindoline, and key vinblastine analogues. J Am Chem Soc. 2010 Sep 29;132(38):13533-44. doi: 10.1021/ja106284s.
6: Sears JE, Boger DL. Tandem Intramolecular Diels-Alder/1,3-Dipolar Cycloaddition Cascade of 1,3,4-Oxadiazoles: Initial Scope and Applications. Acc Chem Res. 2016 Feb 16;49(2):241-51. doi: 10.1021/acs.accounts.5b00510. Epub 2016 Jan 27.
合成参考文献
摘要:U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals., NX#04195
参考文献:10.1021/acs.joc.9b01149
摘要:Matsuoka J, Kumagai H, Inuki S, Oishi S, Ohno H. Construction of the Pyrrolo[2,3-d]carbazole Core of Spiroindoline Alkaloids by Gold-Catalyzed Cascade Cyclization of Ynamide. J Org Chem. 2019 Jul 19;84(14):9358–63. doi: 10.1021/acs.joc.9b01149.
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