CAS: 126-19-2; (2Ar,2'R,4S,5'S,6As,6Bs,8As,8Br,9S,11As,12As,12Br)-5',6A,8A,9-Tetramethyldocosahydrospiro[naphtho[2',1':4,5]Indeno[2,1-B]Furan-10,2'-Pyran]-4-Ol

该化合物是一种自然产生的血清素,主要来自各种植物来源,包括沙沙拉植物,其特征是血清结构,由带有糖味的类固醇骨组成,有助于其沙邦素特性;该化合物以其潜在的药理活动闻名,包括抗炎,抗氧化剂和抗微生物效应;对Sarsasapagenin进行了研究,以了解其在传统医学及其潜在治疗用途中的作用;通常以白色至白色粉末的形式出现,在有机溶剂中溶解,但在水中溶解程度较低;该化合物的分子方程式反映了其复杂的结构,经常使用染色学和光谱学等技术进行分析,以确定其纯度和浓度;与许多自然产品一样,提取和净化过程可以影响其生物活性和功效,使其成为对药用和药用化学研究的兴趣对象.

结构式图片

上下游产品

(25R)-5β-spirostan-3-one (25R)-spirost-4-ene-3-one diosgenin (4S,5′S,6aS,8aS,9S,10R,11aS)-5′,6a,8a,9-tetramethyld°Cosahydrospiro[naphtho[2′,1′:4,5]indeno[2,1-b]furan-10,2′-pyran]-4-yl acetate(25R)-5β-spirostan-3α-ol acetate O-(toluene-4-sulfonyl)-epismilageninO-(toluene-4-sulfonyl)-epismilagenin tomatidine acetate tomatidine

合成工艺路线路线简述

    Pseudosarsasapogenin置于盐酸体系中,用 甲醇 用作溶剂,化学反应 12.0H,以100%的收率获得丝兰提取物
    参考文献:通过伪皂苷衍生物环化获得的螺果醇和螺固醇糖苷的抗血小板凝集活性比较.
    标题:通过伪皂苷衍生物环化获得的螺果醇和螺固醇糖苷的抗血小板凝集活性比较.
    摘要:天然皂苷3和4具有正常的f型环和alpha排列的ch(3)-21基团.用醇性koh处理分别衍生自3和4的假皂苷过乙酸盐18和19,然后用乙酸酸化,得到具有异型f环的螺固醇20和22作为主要产物.通过比较它们的1H-NMR光谱数据和3-Op-溴苯甲酰基sarsasapogenin 7,3-O-乙酰基薯os皂苷元的x射线分析数据,对衍生自假衍生物11,12,18和19的皂甙元和皂苷进行结构分析. 13和皂苷20.在不同的反应条件下,使用衍生自11的螺固醇的立体模型推导了假皂甙元和假皂甙的c-22侧链的闭环反应机理.皂苷二糖苷3,4,20,
    Doi:10.1016/s0223-5234(00)00151-3

    专利信息


    专利号:US-5807834-A
    优先权日:1994-09-20
    标 题 :Combination of a cholesterol absorption inhibitor and a cholesterol synthesis inhibitor
    发明人:MOREHOUSE LEE A
    权利人:PFIZER
    摘要:PCT No. PCT/IB95/00447 Sec. 371 Date Mar. 18, 1997 Sec. 102(e) Date Mar. 18, 1997 PCT Filed Jun. 7, 1995 PCT Pub. No. WO96/09827 PCT Pub. Date Apr. 4, 1996Pharmaceutical combination compositions including certain cholesterol absorption inhibitors and cholesterol synthesis inhibitors. The compositions are useful for the treatment of hypercholesterolemia and atherosclerosis.

    专利号:EP-3002290-B1
    优先权日:2007-06-19
    标 题:Synthesis of deoxycholic acid (dca)
    发明人:MORIARTY ROBERT M; DAVID NATHANIEL E; MAHMOOD NADIR AHMEDUDDIN; PRASAD ACHAMPETA RATHAN; SWARINGEN ROY A JR; REID JOHN GREGORY; SAHOO AKHILA KUMAR
    权利人:ALLERGAN SALES LLC

    专利号:US-5606041-A
    优先权日:1992-06-26
    标题:Process for steroidal peracyl glycosides
    发明人:BUSCH FRANK R; GOGGIN KATHLEEN D; LAMBERT JOHN F; SHINE RUSSELL J; WALINSKY STANLEY W
    权利人:PFIZER
    摘要:Processes for the synthesis of tigogenin beta-O-cellobioside heptaalkanoate which is an intermediate for the known hypo-cholesterolemic agent tigogenin beta-cellobioside. The process comprises reacting α-cellobiosyl bromide heptaalkanoate and β-tigogenin in the presence of zinc fluoride or zinc cyanide under conditions capable of forming said tigogenyl β-O-cellobioside heptaalkanoate. The analogous preparations of hecogenin β-O-cellobioside heptaalkanoate 11-ketotigogenin β-O-cellobioside heptaalkanoate, and diosgenin β-O-cellobioside heptaalkanoate are also disclosed. The process provides both high β-anomeric selectivity and high yields.

    专利号:EP-3002290-A2
    优先权日:2007-06-19
    标 题 :Synthesis of deoxycholic acid (dca)

    专利号:CN-1401658-A
    优先权日:2002-09-13
    标题 :Process for synthesis of 2,4-O-di-alpha-L-pyranorhamnosyl-beta-D-pyranoglucosyldioscin

    专利号:US-5530107-A
    优先权日:1992-10-15
    标 题:Method for making steroidal peracyl glycosides
    发明人:ALLAN DOUGLAS J M; BUSCH FRANK R; LAMBERT JOHN F; SHINE RUSSELL J; WALINSKY STANLEY W
    权利人:PFIZER
    摘要:Processes for the synthesis of tigogenin beta-O-cellobioside heptaalkanoate which is an intermediate for the known hypocholesterolemic agent tigogenin beta-cellobioside. The process comprises reacting α-cellobiosyl bromide heptaalkanoate and β-tigogenin in the presence of zinc fluoride or zinc cyanide under conditions capable of forming said tigogenyl β-O-cellobioside heptaalkanoate. The analogous preparations of hecogenin β-O-cellobioside heptaalkanoate, 11-ketotigogenin β-O-cellobioside heptaalkanoate, and diosgenin β-O-cellobioside heptaalkanoate are also disclosed. The process provides both high β-anomeric selectivity and high yields.
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    主要参考文献


    1: Harvey A. Natural Products in Drug Discovery and Development. 27-28 June 2005, London, UK. IDrugs. 2005 Sep;8(9):719-21.

    合成参考文献


    参考文献:10.1515/znc-2009-11-1210
    摘要:Valadares YM, Brandão'a GC, Kroon EG, Filho JD, Oliveira AB, Braga FC. Antiviral activity of Solanum paniculatum extract and constituents. Z Naturforsch C J Biosci. 2009 Nov;64(11-12):813–8. doi: 10.1515/znc-2009-11-1210.
    参考文献:10.1016/j.steroids.2011.06.010
    摘要:Peart PC, McCook KP, Russell FA, Reynolds WF, Reese PB. Hydroxylation of steroids by Fusarium oxysporum, Exophiala jeanselmei and Ceratocystis paradoxa. Steroids. 2011 Nov;76(12):1317–30. doi: 10.1016/j.steroids.2011.06.010.
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