CAS: 10284-63-6; (1R,2S,3R,4S,5S,6S)-6-Methoxycyclohexane-1,2,3,4,5-Pentaol

该化合物是一种自然形成的环状环状醇,具体地说是一种甲状腺酚,其特点是白色晶状晶体外观,在水中可溶解,有利于生物活动;D-Pinitol存在于各种植物中,包括豆类和一些树种,以其潜在的健康利益而著称,包括胰岛素-乳酸性能,这可能有助于葡萄糖代谢;该化合物因其在细胞信号中的作用及其在糖尿病和新陈代谢综合症等条件下的潜在治疗用途,在营养和药理领域引起了兴趣;D-Pinitol的抗氧化特性,有助于其防止氧化性压力的防护作用;其化学结构包括一个六人环,其含氢氧乙基化合物组,其反应力和与生物分子的相互作用.

结构式图片

上下游产品

quebrachitol methyl 2,3,4-tri-O-benzyl-D-glucopyranoside (4S,5R,6S)-4,5,6-tris-benzyloxycyclohex-2-en-1-one 1-O-Allyl-2,3,4-tri-O-benzyl-D-chiro-inositol2,3,4,5,6-Penta-O-acetyl-1-O-methyl-myo-inositol (1R,2S,3R,4R,5S,6S)-1-Methoxy-2,3,4,5,6-pentakis-trimethylsilanyloxy-cyclohexane R)-2r,3c,4t,6t-tetrahydroxy-5c-methoxy-cyclohexanone(2R)-2r,3c,4t,6t-tetrahydroxy-5c-methoxy-cyclohexanone 3-O-methyl-1,2:5,6-bis-O-(1-methylethylidene)-D-chiro-inositol

合成工艺路线路线简述

    (1R,2R,3R,4S,5R,6S)-2,3,6-Trihydroxy-4,5-Di-O-Isopropylidene-1-O-Methylcyclohexane置于盐酸体系中,用 水,丙酮 用作溶剂,化学反应生成D-松醇
    参考文献:Efficient And Enantiodivergent Synthesis Of (+)-And (-)-Pinitol
    标题:Efficient And Enantiodivergent Synthesis Of (+)-And (-)-Pinitol
    摘要:
    Doi:10.1021/ja00181A081

    海关参考信息

    专利信息


    专利号:US-5516950-A
    优先权日:1994-04-15
    标 题:Method for the production of D-chiroinositol
    发明人:PICCARIELLO THOMAS; SAMANARYKE GAMINI
    权利人:INSMED PHARM INC
    摘要:The present invention relates to the synthesis of D-chiroinositol from a dialdose, comprising the steps of condensing the dialdose by an acyloin condensation reaction to form an inosose, protecting the carbon atoms at the 2, 3, 4 and 5 positions, reducing the ketone of the inosose and removing the protecting groups. In addition, a method of preparing mannodialdose from mannuronic acid is disclosed.

    专利号:US-2024279231-A1
    优先权日:2021-05-20
    标题:Map4k4 inhibitors and methods of synthesis and use thereof
    发明人:AWASTHI VIBHUDUTTA; EEDA VENKATESWARARAO
    权利人:UNIV OKLAHOMA
    摘要:The compound DMX-5804, IUPAC name 5-(4-(2-methoxyethoxy)phenyl)-7-phenyl-3,4a,7,7a-tetrahydro-4H-pyrrolo[2,3-d]pyrimidin-4-one, is a potent and selective inhibitor of mitogen-activated protein kinase kinase kinase kinase-4 (MAP4K4). The present disclosure describes a scalable and practical synthesis process for making DMX-5804. The process (1) doesn't rely on transition metals, (2) has reduced duration of reactions, (3) is streamlined with significantly improved yields using low cost raw materials, (4) includes no microwave-assisted reactions, (5) does not require column purification, and (6) generally results in crystalized products having over a 95% purity in each step. The present disclosure also describes DMX-5804 analogs and derivatives for use in inhibiting MAP4K4, and scalable and practical processes for making such DMX-5804 analogs.

    专利号:EP-1493431-B1
    优先权日:2003-07-03
    标题:Use of an extract of bauhinia for the preparation of pharmaceutical and cosmetic compositions
    发明人:WIRTH CORINNA DR; BUCHHOLZ HERWIG DR
    权利人:MERCK PATENT GMBH
    摘要:Use of an aqueous or aqueous-alcoholic extract (A) of Bauhinia is claimed to make a composition for cosmetic or pharmaceutical treatment of skin and hair. Use of an aqueous or aqueous-alcoholic extract (A) of Bauhinia is claimed to make a composition for: (a) care, preservation or improvement of the general condition of the skin or hair; (b) prevention and/or inhibition of the aging process for human skin or hair; (c) for promoting healing of wounds; (d) for prevention and/or treatment of skin diseases associated with abnormal keratinization, and (e) for prevention and/or treatment of all malignant or benign growths of the dermis or epidermis. An independent claim is also included for a composition containing (A). ACTIVITY : Dermatological; Vulnerary; Antiseborrheic; Antipsoriatic; Cytostatic; Antiinflammatory; Virucide. MECHANISM OF ACTION : Protein glycosylation inhibitor. In a test, human fibroblasts were cultured in the presence of Vitamin C to stimulate collagen synthesis, then lysed and labeled with tritiated glucose for 15 days, Proteins were removed, extraction and precipitation were carried and the amount of bound glucose measured by liquid scintillation counting. Addition of an aqueous-alcoholic extract of Bauhinia fortificata (0.03 mg/ml), reduced protein glycosylation to 55% of that in a control.

    专利号:JP-4242925-B2
    优先权日:1992-10-05
    标题 :Synthesis of D-chiro-3-inosose and â–² (+) â–¼ -D-chiro-inositol

    专利号:WO-9112257-A2
    优先权日:1990-02-16
    标题 :Synthesis of sugars and amino acids from substituted and unsubstituted arene diols

    专利号:WO-9116290-A1
    优先权日:1990-04-16
    标 题:Synthesis of cyclitols from substituted arene diols
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    主要参考文献

    1. Rengarajan, T., Nandakumar, N., Rajendran, P., et al. D-pinitol promotes apoptosis in MCF-7 cells via induction of p53 and bax and inhibition of Bcl-2 and NF-κB Asian Pac. J. Cancer Prev. 15(4) , 1757-1762 (2014). 2. Moreira, L.N., Silva, J.F., Silva, G.C., et al. Activation of eNOS by D-pinitol induces an endothelium-dependent vasodilatation in mouse mesenteric artery Front. Pharmacol.
    9:528, (2018). 3. Koh, E.S., Kim, S., Kim, M., et al. D‑Pinitol alleviates cyclosporine A‑induced renal tubulointerstitial fibrosis via activating Sirt1 and Nrf2 antioxidant pathways Int. J. Mol. Med. 41(4) , 1826-1834 (2018). 4. Bates, S.H., Jones, R.B., and Bailey, C.J. Insulin-like effect of pinitol Br. J. Pharmacol. 130(8) , 1944-1948 (2000).

    合成参考文献


    摘要:Vashchenko, B. V.; Grygorenko, O. O., Science of Synthesis Knowledge Updates, (2021) 3, 350.
    参考文献:10.1007/s12010-014-0914-2
    摘要:Kumar R. Role of MicroRNAs in Biotic and Abiotic Stress Responses in Crop Plants. Applied Biochemistry and Biotechnology. 2014 May 29;174(1):93–115. doi: 10.1007/s12010-014-0914-2.
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