CAS: 64657-18-7; 1,9-Dideoxyforskolin

该化合物是因具有潜在的药理特性而闻名的Coleus forskohlii工厂的化学化合物,是福色林的衍生物,是一种拉巴丹二叶杆菌,其特点是独特的结构特征,包括双环框架和有助于其生物活动的具体功能组. (-)-1,9-Diseoxyforskolin已经研究过其启动阴极环球酶的能力,导致细胞中循环AMP(CAMP)含量增加,在各种信号路径中起着关键作用.该化合物展示了潜在的治疗效应,包括抗炎和抗癌特性,尽管需要进行进一步研究以充分了解其机制和应用.此外,必须指出,该化合物的立体化学学影响其生物活动,并且(-)具体注意到其影响.与许多自然产品一样,(-1,9-ADisoxylogins)的安全和功效需要在临床环境中进行彻底调查.

结构式图片

欧盟法规

ECHA物质C&L通报

上下游产品

acetic anhydride 7-deacetyl-1,9-dideoxyforskolin 2,607,12]heptadecan-11-one(2S,7S,13S,6R,9R)-4,4,7,9,13,17,17-heptamethyl-3,5,8-trioxa-9-vinyltetracyclo[11.4.0.02,607,12]heptadecan-11-one 2,7]tetradec-3-yl acetate(1S,7S,9S,3R,5R,8R,14R)-14-acetyloxy-8,9-dihydroxy-1,5,7,11,11-pentamethyl-6-oxa-5-vinyltricyclo[8.4.0.02,7]tetradec-3-yl acetate 1-deoxyforskolin ,12E)-7β-acetoxy-8,14-dihydroxy-15-phenylselanyl-6β-trimethylsilanyloxy-labd-12-en-11-one(14*,12E)-7β-acetoxy-8,14-dihydroxy-15-phenylselanyl-6β-trimethylsilanyloxy-labd-12-en-11-one

合成工艺路线路线简述

    📜(2S,7S,13S,6R,9R,14R)-14-Hydroxy-4,4,7,9,13,17,17-Heptamethyl-3,5,8-Trioxa-9-Vinyltetracyclo[11.4.0.02,6.07,12]Heptadecan-11-One置于4-二甲氨基吡啶,高氯酸,偶氮二异丁腈,三正丁基氢锡体系中,用 四氢呋喃,吡啶,氯仿,甲苯 作为反应溶剂,化学反应 133.0H,反应生成 福斯高林1,9-二脱氧
    参考文献:伞菌素合成为福司可林和1,9-二脱氧福司可林
    标题:伞菌素合成为福司可林和1,9-二脱氧福司可林
    摘要:毛喉素(1),一个高度氧化半日花烷二萜类化合物和腺苷酸环化酶的活化剂,已在12个步骤和从ptychantin A(12%总产率合成了4),其已经从地钱中分离ptychanthus纹以非常好的收率.1α-羟基是通过在t-Buoh中用钠将相应的羰基立体选择性还原而得到的.的9α-羟基通过δ的立体选择性环氧化反应引入9.11-Enolether.1,9-Dideoxyforskolin(2)是葡萄糖转运蛋白的抑制剂,已通过8个步骤合成,总产率为37%.通过固态硫代羰基咪唑化并随后进行自由基裂解,可以除去c-1处的羟基.
    DOI:10.1021/jo060477E

    海关参考信息

    专利信息


    专利号:US-5350864-A
    优先权日:1990-05-03
    标 题:Aminoalkylcarbamyl derivatives of forskolin as intermediates for the synthesis of useful forskolin derivatives
    发明人:SEAMON KENNETH B; ROBBINS JOAN; LAURENZA ANTONIO
    权利人:US HEALTH
    摘要:The subject matter of the present invention relates to aminoalkylcarbamates of forskolin and the methods of using these compounds. Specifically, the aminoalkylcarbamates may be utilized in the synthesis of forskolin derivatives. The final derivatives may, in turn, be used in the development of in vivo and in vitro assays designed to study different proteins.

    专利号:US-8507219-B2
    优先权日:1997-11-25
    标 题 :Method of treating inflammation with statins
    发明人:SINGH INDERJIT
    权利人:SINGH INDERJIT; MUSC FOUND FOR RES DEV
    摘要:The current invention discloses novel methods for the inhibition of inducible nitric oxide synthesis (iNOS) and the production of NO. Methods of inhibiting the induction of proinflammatory cytokines are also described. Methods of treating various disease states, such as X-linked adrenoleukodystrophy, multiple sclerosis, Alzheimer's and septic shock using inhibitors of iNOS and cytokine induction are disclosed. The inhibitors include the exemplary compounds lovastatin, a sodium salt of phenylacetic acid (NaPA), FPT inhibitor II, N-acetyl cysteine (NAC), and cAMP.

    专利号:EP-0530252-A1
    优先权日:1990-05-03
    标 题 :Aminoalkylcarbamyl derivatives of forskolin as intermediates for the synthesis of useful forskolin derivatives

    专利号:WO-9117154-A1
    优先权日:1990-05-03
    标 题:Aminoalkylcarbamyl derivatives of forskolin as intermediates for the synthesis of useful forskolin derivatives

    专利号:WO-2022235021-A1
    优先权日:2021-05-03
    标题:Composition for prevention, alleviation, or treatment of dry eye syndrome and dry eye syndrome-related ophthalmologic disease
    发明人:JUN IKHYUN; KIM TAE-IM; KIM BO-RAHM
    权利人:UNIV YONSEI IACF
    摘要:The present invention relates to a composition for prevention, alleviation, or treatment of dry eye syndrome or dry eye syndrome-related ophthalmologic diseases. In the present invention, the protein kinase A (PKA) cell signaling system is activated to effectively reverse the lipid synthesis decrease that may be caused by meibomian gland dysfunction, whereby the lipids secreted from the meibomian gland decrease moisture evaporation from the ocular surface and thus can prevent, alleviate, or treat dry eye syndrome or dry eye syndrome-related ophthalmologic diseases.

    专利号:EP-0530252-A4
    优先权日:1990-05-03
    标题 :Aminoalkylcarbamyl derivatives of forskolin as intermediates for the synthesis of useful forskolin derivatives

    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

    ✅ COA系统入驻 | 共享模式

    合成参考文献


    参考文献:10.1038/sj.cdd.4401326
    摘要:Gramaglia D, Gentile A, Battaglia M, Ranzato L, Petronilli V, Fassetta M, Bernardi P, Rasola A. Apoptosis to necrosis switching downstream of apoptosome formation requires inhibition of both glycolysis and oxidative phosphorylation in a BCL-X(L)- and PKB/AKT-independent fashion. Cell Death Differ. 2004 Mar;11(3):342–53. doi: 10.1038/sj.cdd.4401326.
    参考文献:10.1152/ajpcell.00549.2002
    摘要:Nobles M, Higgins CF, Sardini A. Extracellular acidification elicits a chloride current that shares characteristics with ICl(swell). American Journal of Physiology-Cell Physiology. 2004 Nov;287(5):C1426–35. doi: 10.1152/ajpcell.00549.2002.
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