CAS: 126-17-0; (4S,5'R,6Ar,6Bs,8As,8Br,9S,10R,11As,12As,12Bs)-5',6A,8A,9-Tetramethyl-1,3,4,5,6,6A,6B,7,8,8A,8B,9,11A,12,12A,12B-Hexadecahydrospiro[naphtho[2',1':4,5]Indeno[2,1-B]Furan-10,2'-Piperidin]-4-Ol

该化合物是一种主要来自Solanum genus植物,如Solanum lacialatum 和 Solanum Khasianum 等植物的血清藻类.它作为合成血清药物的关键中间体,包括花生类固醇,避孕用具和其他药用活性化合物.它的结构是含有含氮的血循环,并结合到血清结骨,允许进行多种化学修改.Solasodine因其高生物利用率和与半合成工艺的兼容性而得到估价,使它在类固醇生产中成为首选的起始材料.此外,它还展示了研究环境中的生物活动潜力,包括抗炎和抗癌特性,尽管还需要进一步研究以证实这些效应.它的稳定性和可变性提高了其在工业应用中的效用.

结构式图片

物理性质

MSDS等安全信息

上下游产品

CAS号6785-55-3 16,28-Secosolan... | CAS号19121-58-5 澳洲茄碱 | CAS号6106-33-8 Solasodine, hyd... | CAS号114696-99-0 16,22-diketo-26... | CAS号115388-90-4 (25R)-3β-hydrox... | CAS号468-99-5 延令草苷配基 | CAS号54302-48-6 O4-(22R,25R)-sp... | CAS号129850-55-1 (22S:25R)-N-Chl... | CAS号979-02-2 16-脱氢孕烯醇酮乙酸酯 | CAS号55320-51-9 3β-Acetyloxy-16... | CAS号17094-86-9 Spirosol-4-en-3...

合成工艺路线路线简述

  • 合成目标产物 Solasodine 主要起始原料 Furosta-5,20(22)-Dien-3-Ol, 26-Amino-, (3β,25R)-
  • (文献来源)合成步骤主要原料 Furosta-5,20(22)-Dien-3-Ol, 26-Amino-, (3β,25R)-
澳洲茄碱置于硫酸体系中,化学反应生成茄解定
参考文献:Saiyed; Kanga,Proceedings-Indian Academy Of Sciences,Section A,1936,# 4,P. 255,258
标题:Saiyed; Kanga,Proceedings-Indian Academy Of Sciences,Section A,1936,# 4,P. 255,258

专利信息


专利号:US-7435816-B2
优先权日:2003-04-30
标 题 :Synthesis of solanum glycosides
发明人：SHAHID MOHAMMED
权利人:SHAHID MOHAMMED
摘要:The present invention relates to the chemical synthesis of solanum glycosides, in particular to the synthesis of solasonine as well as to novel β-monosaccharide intermediate compounds, of Formula (2), where R 1 is a benzylidene, 4-nitrobenzylidene or 4-methoxybenzylidine group, and each R 2 independently is a benzoyl, acetyl or pivaloyl group:

专利号:EP-1421100-B1
优先权日:2001-08-21
标 题 :Chemical synthesis of solamargine
发明人：SHAHID MOHAMMED
权利人:GLYCOMED SCIENCES LTD
摘要:The present invention relates to the chemical synthesis of solanum glycosides, in particular to the synthesis of solamargine as well as to novel beta-monosaccharide Intermediate compounds.

专利号:US-2009012013-A9
优先权日:2003-07-08
标题 :Steroid modified solatrioses
发明人：LAWSON CHRISTOPHER J; WEYMOUTH-WILSON ALEXANDER C
权利人:LAWSON CHRISTOPHER J; WEYMOUTH-WILSON ALEXANDER C
摘要:The invention pertains to steroid modified solatrioses and the synthesis thereof as well as to intermediate compounds useful for the synthesis of the steroid modified solatrioses.

专利号:EP-1654271-B1
优先权日:2003-07-08
标题:Steroid modified solatrioses
发明人：LAWSON CHRISTOPHER JOHN; WEYMOUTH-WILSON ALEXANDER CHARLES
权利人:GLYCOMED SCIENCES LTD
摘要:The present invention relates to steroid modified chacotrioses and the synthesis thereof as well as to intermediate compounds useful for the synthesis of the steroid modified chacotrioses and solatrioses. Moreover, the present inventions relates to a method for the preparation of steroid-modified solatrioses.

专利号:US-2004024230-A1
优先权日:2002-04-29
标 题:Synthesis of cyproterone acetate

专利号:US-2006211873-A1
优先权日:2002-04-29
标 题 :Synthesis of cyproterone acetate
发明人：MANOSROI ARANYA; MANOSROI JIRADEJ; BUDDHASUKH DUANG; SRIPALAKIT PATTANA; MAIER ROLAND; WERNER ROLF G
权利人:BOEHRINGER INGELHEIM INT
摘要:The present invention relates to improved methods for synthesising cyproterone acetate (17α-Acetoxy-6-chloro-1α, 2(α-methylene-4,6-pregnadiene-3,20-dione) from solasodine.

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主要参考文献


1: Sharma T, Airao V, Panara N, Vaishnav D, Ranpariya V, Sheth N, Parmar S. Solasodine protects rat brain against ischemia/reperfusion injury through its antioxidant activity. Eur J Pharmacol. 2014 Feb 15;725:40-6. doi: 10.1016/j.ejphar.2014.01.005. Epub 2014 Jan 17. doi: 10.1016/j.jchromb.2014.05.031. Epub 2014 May 23. pii: fov060. doi: 10.1093/femsyr/fov060. Epub 2015 Jul 9. doi: 10.3109/13880209.2010.508499. Epub 2010 Nov 9. doi: 10.1016/j.bbamem.2013.08.003. Epub 2013 Aug 14. doi: 10.1016/j.neuroscience.2011.03.042. Epub 2011 Apr 7. doi: 10.1016/j.talanta.2009.12.044. Epub 2010 Jan 4. doi: 10.1055/s-0031-1298149. Epub 2012 Jan 13. doi: 10.1016/j.steroids.2012.05.002. Epub 2012 May 11. Epub 2003 Sep 20. doi: 10.1080/09205063.2015.1030136. Epub 2015 Apr 8. doi: 10.1111/cas.13354. Epub 2017 Sep 14.
20: Paczkowski C, Kalinowska M, Wojciechowski ZA. UDP-glucose:solasodine glucosyltransferase from eggplant (Solanum melongena L.) leaves: partial purification and characterization. Acta Biochim Pol. 1997;44(1):43-53.

合成参考文献


摘要:Farmakologiya i Toksikologiya, 37(719), 1974 []
摘要:Farmakologiya i Toksikologiya, 24(469), 1961 []
参考文献:10.1021/np960125a
摘要:Kim YC, Che Q, Gunatilaka AAL, Kingston DGI. Bioactive Steroidal Alkaloids from Solanum umbelliferum. J. Nat. Prod. 1996 Jan 01;59(3):283–5. doi: 10.1021/np960125a.
参考文献:10.1023/b:bile.0000021953.50300.52
摘要:Putalun W, Prasamsiwamai P, Tanaka H, Shoyama Y. Solasodine glycoside production by hairy root cultures of Physalis minima Linn. Biotechnol Lett. 2004 Apr;26(7):545–8. doi: 10.1023/b:bile.0000021953.50300.52.
参考文献:10.1007/s10295-006-0148-6
摘要:Pérez C, Falero A, Duc HL, Balcinde Y, Hung BR. A very efficient bioconversion of soybean phytosterols mixtures to androstanes by mycobacteria. Journal of Industrial Microbiology & Biotechnology. 2006 Jun 07;33(8):719–23. doi: 10.1007/s10295-006-0148-6.
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