CAS: 22255-40-9; (1S,4As,6S,7R,7As)-6-Hydroxy-7-Methyl-1-(((2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Tetrahydro-2H-Pyran-2-yl)Oxy)-1,4A,5,6,7,7A-Hexahydrocyclopenta[c]Pyran-4-Carboxylic Acid

该化合物是一种在各种植物物种中,特别是在根地那切亚切亚氏家族中发现的自然产生的类离子体甘油表面,它是科地氏菌生物合成的关键中间体,有助于产生具有药理潜力的生物活性化合物;洛根酸具有显著的抗氧化剂和抗炎特性,使其成为医学和植物化学研究的课题;其结构稳定性和水溶性增强了其在分析和预配应用中的效用;它作为loganin和其他的先质,在研究植物次级代谢学方面发挥着关键作用;高纯性原酸因其在研究和工业应用方面的一致性而受到重视.

结构式图片

上下游产品

Ligustrinoside loganin (1S,4aS,6S,7R,7aS)-7-Methyl-6-[(E)-(3-phenyl-acryloyl)oxy]-1-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-1,4a,5,6,7,7a-hexahydro-cyclopenta[c]pyran-4-carboxylic acid bis-desoxy-dihydro-monotropeinloganin alyxialactone 4-epi-Alyxialactone 2',3',4',6',7-penta-O-acetylloganin

合成工艺路线路线简述

    马钱子苷置于barium Dihydroxide体系中,用 甲醇 用作溶剂,化学反应生成马钱苷酸
    参考文献:Modified Iridoid Glycosides As Anti-Implantation Agents
    标题:Modified Iridoid Glycosides As Anti-Implantation Agents
    摘要:Structural Modifications In Iridoid Glycosides And Evaluation Of Their Efficacy On Adhering Capability (In Vitro) Of Immature Hamster Uterine Epithelial Cells To The Substratum Have Been Studied. Out Of 31,Eight Compounds In Vitro,Five Compounds In Utero And Two In Vivo Showed Adhesion/implantation Preventing Activity,Respectively. The Results Provide An Indication For Further Exploration In The Line Of Development Of Anti-Adhesive Agents. (C) 2001 Published By Elsevier Science Ltd.
    Doi:10.1016/s0968-0896(01)00105-5

    专利信息


    专利号:US-2025092433-A1
    优先权日:2023-09-20
    标 题:Polypeptides for use in the synthesis of kratom alkaloids
    发明人:CASARETTO JOSE; AKTAR TARIQ A; ROTHSTEIN STEVEN; SOUBEYRAND ERIC
    权利人:MITRADYNE CORP
    摘要:Described herein are polypeptides encoding enzymes for the synthesis of monoterpene indole alkaloids. For example, the polypeptide comprises or consists of the sequence of SEQ ID NO: 1-68, or a variant thereof having at least 80% sequence identity to SEQ ID NO: 1-68, or a fragment of the polypeptide, or the variant thereof.

    专利号:US-2022356497-A1
    优先权日:2019-06-26
    标 题 :Compositions and methods for synthesis of terpenoids
    发明人:DE KOK STEFAN; LAU WARREN; MCSORLEY FERN; MEYER HERMANN-JOSEF; SERBER ZACH; WAWRZYN GRAYSON
    权利人:ZYMERGEN INC
    摘要:The disclosure relates to the biosynthesis of terpenoids, such as, for example, geraniol and derivatives thereof, using genetic engineering. In particular, the disclosure relates to the biosynthesis of nepetalactol, nepetalactone, dihydronepetalactone, and derivatives thereof. The disclosure provides recombinant cells genetically engineered to produce high levels of nepetalactol, nepetalactone and/or dihydronepetalactone. The disclosure also provides methods of producing nepetalactol, nepetalactone and dihydronepetalactone using cell-based systems as well as cell-free systems.

    专利号:EP-4538367-A2
    优先权日:2023-09-20
    标 题:Polypeptides for use in the synthesis of kratom alkaloids

    专利号:WO-2020264400-A2
    优先权日:2019-06-26
    标题 :Compositions and methods for synthesis of terpenoids

    专利号:US-11427842-B2
    优先权日:2018-03-16
    标题 :Method and means for manufacturing terpene indole alkaloids
    发明人:O'CONNOR SARAH; CAPUTI LORENZO; PAYNE RICHARD; FRANKE JAKOB; FARROW SCOTT
    权利人:INNES JOHN CENTRE
    摘要:The complex chemistry underlying the extensive transformations involved in terpene indole alkaloid synthesis makes identification of the biosynthetic genes challenging. The present invention relates to methods for producing a terpene indole alkaloid derivative, comprising the steps of: (1) providing a terpene indole alkaloid; and (2) providing a first enzyme termed “Precondylocarpine Acetate Synthaseâ€? (PAS) or a functional variant or homologue thereof; and/or a second enzyme termed “Dehydroprecondylocarpine Acetate Synthaseâ€? (DPAS) or a functional variant or homologue thereof, and optionally providing further identified enzymes involved in this pathway. The invention also encompasses related kits, enzymes, expression vectors, host cells and plants.
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    主要参考文献

    1. Coscia, C.J., Guarnaccia, R., and Botta, L. Monoterpene biosynthesis. I. Occurrence and mevalonoid origin of gentiopicroside and loganic acid in Swertia caroliniensis. Biochemistry 8(12), 5036-5543 (1969). 2. Suh, H.-W., Lee, K.-B., Kim, K.-S., et al. A bitter herbal medicine Gentiana scabra root extract stimulates glucagon-like peptide-1 secretion and regulates blood glucose in db/db mouse. J. Ethnopharmacol. 172, 219-226 (2015). 3. Park, E., Kim, J., Yeo, S., et al. Antiadipogenic effects of loganic acid in 3T3-L1 preadipocytes and ovariectomized mice. Molecules 23(7), E1663 (2018). 4. Sozański, T., Kucharska, A.Z., Rapak, A., et al. Iridoid-loganic acid versus anthocyanins from the Cornus mas fruits (cornelian cherry): Common and different effects on diet-induced atherosclerosis, PPARs expression and inflammation. Atherosclerosis 254, 151-160 (2016).

    合成参考文献


    参考文献:10.1002/1522-2683(200107)22:12<2580::aid-elps2580>3.0.co;2-7
    摘要:Suomi J, Wiedmer SK, Jussila M, Riekkola ML. Determination of iridoid glycosides by micellar electrokinetic capillary chromatography-mass spectrometry with use of the partial filling technique. Electrophoresis. 2001 Aug;22(12):2580–7. doi: 10.1002/1522-2683(200107)22:12<2580::aid-elps2580>3.0.co;2-7.
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