CAS: 607-80-7; (1S,3Ar,4S,6Ar)-1,4-Bis(Benzo[d][1,3]Dioxol-5-yl)Hexahydrofuro[3,4-C]Furan

该化合物是一种自然形成的离子体,在调节脂质新陈代谢方面表现出了效力. 它独特的分子结构使得能够与细胞酶进行有效互动,有助于降低胆固醇和三重肾脏水平. 研究显示, sesamin 具有作为管理代谢紊乱和心血管健康的营养补充剂的潜力.

结构式图片

相似化合物

6559-91-7 40505-27-9 7452-03-1

物理性质

欧盟法规

C&L通报REACH预注册

上下游产品

sesamin (3,4-methylenedioxy)phenylmagnesium bromide (1R,2S,3S,4R)-2,3-bis(hydroxymethyl)-1,4-bis(3,4-methylenedioxyphenyl)butane-1,4-diol 5-[(1E)-3-{(S)-1,3-benzodioxol-5-yl[(2S)-oxiran-2-yl]methoxy}prop-1-enyl]-1,3-benzodioxolesesamin (-)-dihydr°Cubebin rac-(1R,2R,5R,6S)-2,6-bis(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo[3.3.0]°Ctane (2S,3R,4R)-3-hydroxymethyl-4-(3,4-methylenedioxybenzyl)-2-(3,4-methylenedioxyphenyl)tetrahydrofuran

合成工艺路线路线简述

    4,8-Dihydroxysesamin置于三乙基硅烷,三氟化硼乙醚体系中,用 二氯甲烷 作为反应溶剂,化学反应 1.0H,以60%的收率获得产物芝麻素
    参考文献:呋喃呋喃木脂素的有效不对称合成:(+)-芝麻素和(-)-芝麻素
    标题:呋喃呋喃木脂素的有效不对称合成:(+)-芝麻素和(-)-芝麻素
    摘要:描述了(+)-芝麻素1A和(-)-芝麻素1B的有效合成.关键反应包括胡椒醛7与手性恶唑烷酮8的二价阴离子的高度立体选择性醛醇缩合,然后以高收率对醛醇产物11进行分子内环环化.
    DOI:10.1016/j.Tetasy.2005.11.007

    海关参考信息

    专利信息


    专利号:US-2018333433-A1
    优先权日:2017-05-18
    标题 :Synthesis of silver nanoparticles using sesame oil cake
    发明人:ALSALHI MOHAMAD SALEH; DEVANESAN SANDHANASAMY; ALFURAYDI AKRAM AHMED; AL-ANSARI MYSOON M F
    权利人:UNIV KING SAUD
    摘要:A method of synthesizing silver nanoparticles includes using sesame ( Sesamum indicum ) oil cake extract as a reducing agent. The silver nanoparticles can range in size from about 6 nm to about 15 nm. The silver nanoparticles can have an average particle size of about 10 nm.

    专利号:US-2025164360-A1
    优先权日:2022-06-09
    标 题:On-slide synthesis of a schiff reagent
    发明人:BIRD JEAN MARIE; CANTORIA MARY JO CASTRO; DURRANT EDWARD E; HANNON ANDREW
    权利人:VENTANA MED SYST INC
    摘要:The present disclosure is directed to compositions, kits, and methods for synthesizing a Schiff's reagent in situ, i.e., directly on a substrate, such as within a puddle disposed on the surface of a substrate. In some embodiments, the kits comprise at least a dye composition and a sulfite composition. In some embodiments, the dye composition comprises a compound having a 4-Benzhydrylidene-2,5-cyclohexadien-1-imine core functionalized to include at least two substituted or unsubstituted amine groups, wherein the compound has a molecular weight ranging from between about 300 g/mol to about 600 g/mol. In some embodiments, the dye composition optionally includes an acid. In some embodiments, the sulfite composition comprises a sulfite or SO2 source.

    专利号:US-2008194678-A1
    优先权日:2005-07-15
    标 题:Process To Obtain Synthetic And Semi-Synthetic Lignan Derivatives, Their Antiparasitic Activities And Corresponding Pharmaceutical Formulations, Including The Therapeutic Method Using Said Lignan For The Treatment Of Parasitosis
    发明人:SILVA MARCIO LUIS ANDRADE E; SILVA ROSANGELA DA; RODRIGUES VANDERLEI; PEREIRA OLAVO DOS SANTOS; SILVA FILHO ADEMAR ALVES DA; DONATE PAULO MARCOS; ALBUQUERQUE SERGIO; BASTOS JAIRO KENUPP
    权利人:FUNDACAO DE AMPARO A PESQUISSA
    摘要:A process to obtain synthetic and semi-synthetic derivatives of lignans, especially dibenzylbutyrolactonic, tetrahydrofuranic, aryltetralynic, furofuranic and dibenzocyclooctanic lignans obtained by means of partial synthesis and/or full synthesis or also by isolation from plant extracts. It refers to a process to obtain synthetic and semi-synthetic derivatives of (−)-cubebin, such as: (−)-O-acetylcubebin; (−)-O-methylcubebin; (−)-O—N,N-(dimethylamino-ethyl)-cubebin; (−)-hinokinin; (−)-6,6′-dinitroinokinine; (−)-O-benzylcubebin; (−)-6,6′-diaminoinokinin, (−)-6,6′-dinitroinokinin, as well as to obtain dibenzocyclooctanic lignans from dibenzylbutyrolactoinic lignans by means of structural modifications in the positions 7, 7′, 8, 8′, 9′ and in the aromatic rings (introduction and/or substitution of functional groups such as: —OH, —CO 2 H, —CO 2 CH 3 , —NO 2 , —NH 2 , —OCH 3 , —OAc, —SO 2 CH 3 , —SO 2 NH 2 , prenyl and halogens) is provided. A therapeutic method using the derivatives is also provided.

    专利号:US-12187735-B2
    优先权日:2018-09-17
    标 题:Matter of composition, synthesis, formulation and application of FL118 platform positions 7 and 9-derived analogues for treatment of human disease
    发明人:LING XIANG; LI QINGYONG; LI FENGZHI
    权利人:CANGET BIOTEKPHARMA LLC
    摘要:Described herein, are the chemical synthesis, matter of compositions, formulation, function, methods and uses of the FL118 platform Positions 7 and/or 9-derived analogues for treating cancer or other human diseases. Compounds derived from chemical modifications of the FL118 platform are employed alone or in combination with other anti-cancer agents to preclude, eliminate or reverse cancer phenotypes. This invention intends to realize unique personalized cancer treatment (personalized precision medicine) through application of a series of structural relevant individual FL118 platform-derived analogues, which target multiple cellular human disease-relevant proteins and their signaling pathways.

    专利号:US-2025092058-A1
    优先权日:2018-09-17
    标 题 :Matter of composition, synthesis, formulation and application of fl 118 platform positions 7 and 9-derived analogues for treatment of human disease
    发明人:LING XIANG; LI QINGYONG; LI FENGZHI
    权利人:CANGET BIOTEKPHARMA LLC
    摘要:Described herein, are the chemical synthesis, compounds, methods and uses of the fluoroaryl-substituted derivatives at the FL118 position 7, which target multiple cellular human disease-relevant proteins and their signaling pathways.

    专利号:CN-110184247-B
    优先权日:2019-05-09
    标 题:Melatonin synthesis gene MsASMT in alfalfa and its application in regulating the synthesis of melatonin and flavonoids in plants
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    主要参考文献


    1: Liang YT, Chen J, Jiao R, Peng C, Zuo Y, Lei L, Liu Y, Wang X, Ma KY, Huang Y, Chen ZY. Cholesterol-lowering activity of sesamin is associated with down-regulation on genes of sterol transporters involved in cholesterol absorption. J Agric Food Chem. 2015 Mar 25;63(11):2963-9. doi: 10.1021/jf5063606. Epub 2015 Mar 13. doi: 10.3390/nu6051931.
    3: Jiang Z, Li S, Liu Y, Deng P, Huang J, He G. Sesamin induces melanogenesis by microphthalmia-associated transcription factor and tyrosinase up-regulation via cAMP signaling pathway. Acta Biochim Biophys Sin (Shanghai). 2011 Oct;43(10):763-70. doi: 10.1093/abbs/gmr078. Epub 2011 Sep 6. doi: 10.3390/nu7064689.
    5: Ma L, Gong X, Kuang G, Jiang R, Chen R, Wan J. Sesamin ameliorates lipopolysaccharide/d-galactosamine-induced fulminant hepatic failure by suppression of Toll-like receptor 4 signaling in mice. Biochem Biophys Res Commun. 2015 May 29;461(2):230-6. doi: 10.1016/j.bbrc.2015.03.154. Epub 2015 Apr 9. doi: 10.3390/molecules19067516. Chinese. doi: 10.3892/or.2015.3888. Epub 2015 Mar 31. doi: 10.1371/journal.pone.0096091. eCollection 2014.

    合成参考文献


    摘要:Hata, S.; Sibi, M. P., Science of Synthesis: Stereoselective Synthesis, (2011) 1, 884.
    摘要:Mondal, M.; Bora, U., Science of Synthesis: Metal-Catalyzed Cyclization Reactions, (2016) 2, 512.
    参考文献:10.1021/np980471n
    摘要:Chen IS, Chen TL, Chang YL, Teng CM, Lin WY. Chemical constituents and biological activities of the fruit of Zanthoxylum integrifoliolum. J Nat Prod. 1999 Jun;62(6):833–7. doi: 10.1021/np980471n.
    参考文献:10.1007/s11745-999-0408-2
    摘要:Umeda-Sawada R, Ogawa M, Igarashi O. The metabolism and distribution of sesame lignans (sesamin and episesamin) in rats. Lipids. 1999 Jun;34(6):633–7. doi: 10.1007/s11745-999-0408-2.
    参考文献:10.1248/cpb.50.541
    摘要:Takahashi H, Yoshioka S, Kawano S, Azuma H, Fukuyama Y. Lignans and sesquiterpenes from Magnolia praecocissima. Chem Pharm Bull (Tokyo). 2002 Apr;50(4):541–3. doi: 10.1248/cpb.50.541.
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