CAS: 18524-94-2; (1S,4As,6S,7R,7As)-Methyl 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-Carboxylate

该化合物是复杂的有机化合物,其独特的结构特征为18524-94-2,含有一个环球环,与一种环球动物结合,有助于其循环性质和潜在的生物活动;一个甲基组和一种染色体基的出现表明,它可能表现出极溶性,并可能由于氢氧基化合物组的缘故而参与氢联氢.该化合物还可能具有遗传特性,表明其在药用化学或胶合物方面的潜在应用.其结构复杂性可能会影响其反应,稳定性和与生物系统的互动.此外,多种功能组的存在,包括氢氧基和碳箱酸,表明它可能参与各种化学反应,从而有兴趣对有机合成和化学结构的复杂作用进行进一步研究.

结构式图片

上下游产品

CAS号20586-11-2 methyl (1S,4aS,... | CAS号139501-37-4 Ligustrinoside | CAS号71462-04-9 1-O,6-O-Diacety... | CAS号186581-53-3 重氮甲烷 | CAS号82509-41-9 8-Epiloganic acid | CAS号80054-38-2 (6E)-8-hydroxy-... | CAS号26660-57-1 Deoxyloganin | CAS号132237-63-9 (4R,4AS,6S,7R,7... | CAS号132339-37-8 (4S,4AS,6S,7R,7... | CAS号19351-63-4 断马钱子苷 | CAS号99891-77-7 (4AR,6S,7R,7AS)...

合成工艺路线路线简述

  • 合成目标产物 Loganin 主要起始原料 Cyclopenta[c]Pyran-4-Carboxylicacid, 1-(B-D-Glucopyranosyloxy)-6-[[[(1S,4As,6S,7R,7As)-1-(B-D-Glucopyranosyloxy)-1,4A,5,6,7,7A-Hexahydro-6-Hydroxy-7-Methylcyclopenta[c]Pyran-4-Yl]Carbonyl]Oxy]-1,4A,5,6,7,7A-Hexahydro-7-Methyl-,Methyl Ester, (1S,4As,6S,7R,7As)-
  • (文献来源)合成步骤主要原料 Cyclopenta[c]Pyran-4-Carboxylicacid, 1-(B-D-Glucopyranosyloxy)-6-[[[(1S,4As,6S,7R,7As)-1-(B-D-Glucopyranosyloxy)-1,4A,5,6,7,7A-Hexahydro-6-Hydroxy-7-Methylcyclopenta[c]Pyran-4-Yl]Carbonyl]Oxy]-1,4A,5,6,7,7A-Hexahydro-7-Methyl-,Methyl Ester, (1S,4As,6S,7R,7As)-
2',3',4',6',7-Penta-O-Acetylloganin置于sodium Methylate体系中,用 甲醇 用作溶剂,化学反应 4.0H,以93%的收率获得马钱子苷
参考文献:Tietze,Lutz-F.; Fischer,Roland,Angewandte Chemie,1983,Vol. 95,# 11,P. 902-903
标题:Tietze,Lutz-F.; Fischer,Roland,Angewandte Chemie,1983,Vol. 95,# 11,P. 902-903

海关参考信息

专利信息


专利号:CN-107417595-A
优先权日:2017-03-27
标题:A method for the synthesis of a series of monoterpene indole alkaloid skeletons and natural products based on free radical tandem reactions

专利号:US-11072613-B2
优先权日:2016-03-02
标 题:Compositions and methods for making terpenoid indole alkaloids
发明人:DE LUCA VINCENZO; QU YANG
权利人:WILLOW BIOSCIENCES INC
摘要:Methods that may be used for the manufacture of a class of chemical compounds known as terpenoid indole alkaloids, including tabersonine and catharanthine are provided. Compositions useful for the synthesis of terpenoid indole alkaloids, including tabersonine and catharanthine are also provided. The provided compounds are useful in the manufacture of chemotherapeutic agents.

专利号:US-2019029993-A1
优先权日:2017-07-26
标 题 :Quality of life extension therapies relating to aging, food allergies, pain and reduced vigor by managing molecular, cellular and subcellular biochemical requirements of mitochondria and other organelle processes
发明人:POSTREL RICHARD
权利人:POSTREL RICHARD
摘要:This invention provides compositions, systems and methods that improve and/or optimize the health and performance of animals, especially mammals including humans, canines, equines, felines, etc. Key aspects of the principle invention and its parts include the monitoring, management and modulation of the body's natural cannabinoid systems through its native mechanisms thereby optimizing its processes by supplementation with endogenously occurring components and/or by administering synthetic compounds. The invention selects from multiple available resources to modify and/or rebalance an individual system or it may be applied across interconnected systems. The encompassing system that is intricately involved in the operations and intensities, e.g., the balancing of most other systems of our bodies, relates to cannabinoid compounds and their receptors. The cannabinoid pathways can be coordinated in rebalancing multiple and various metabolic pathways. Compositions comprising compounds that slow degradation of native endocannabinoids, that stimulate their production and/or compounds that act on cannabinoid receptors within the body are featured in systems and methods of this invention. The activated and rebalanced cannabinoid systems then become adept at modulating and the rebalancing of the numerous systems in which they participate to improve one or more systems including, but not limited to: normal and/or abnormal stresses of life, environmental influences, genomic or epigenomic irregularities and/or normal or accentuated processes of aging. Specifically targeted systems may include, but are not limited to, those involved in: cellular and/or mitochondrial metabolism, corticosteroid synthesis and effects, appetite, allergy and immunity, sleep and waking, etc. Practicing the invention selects from multiple approaches that may be used independently or in concert to compensate for a variety of concerns. Supplementing dietary intake to rebalance metabolism and/or its metabolic responses—including immunogenic or allergic responses to pathogenic and/or environmental stresses is one focus. Additional features of the invention may include: compensating for failing or decreasing androgen hormone levels as an animal continues to age, rebalancing the organism's metabolism through providing mitochondrial supplements, and serially revisiting effects of the early stages of treatment to redirect or improve activity of all aspects of life and metabolism.

专利号:US-2019030044-A1
优先权日:2017-07-26
标 题:Human life extension therapy through molecular, cellular and subcellular management of biochemical requirements of mitochondria and of other organelle processes associated with the advent of disease and/or aging
发明人:POSTREL RICHARD
权利人:POSTREL RICHARD
摘要:This invention provides compositions, systems and methods that improve and/or optimize the health and performance of animals, especially mammals including humans, canines, equines, felines, etc. Key aspects of the principle invention and its parts include the monitoring, management and modulation of the body's natural cannabinoid systems through its native mechanisms thereby optimizing its processes by supplementation with endogenously occurring components and/or by administering synthetic compounds. The invention selects from multiple available resources to modify and/or rebalance an individual system or it may be applied across interconnected systems. The encompassing system that is intricately involved in the operations and intensities, e.g., the balancing of most other systems of our bodies, relates to cannabinoid compounds and their receptors. The cannabinoid pathways can be coordinated in rebalancing multiple and various metabolic pathways. Compositions comprising compounds that slow degradation of native endocannabinoids, that stimulate their production and/or compounds that act on cannabinoid receptors within the body are featured in systems and methods of this invention. The activated and rebalanced cannabinoid systems then become adept at modulating and the rebalancing of the numerous systems in which they participate to improve one or more systems including, but not limited to: normal and/or abnormal stresses of life, environmental influences, genomic or epigenomic irregularities and/or normal or accentuated processes of aging. Specifically targeted systems may include, but are not limited to, those involved in: cellular and/or mitochondrial metabolism, corticosteroid synthesis and effects, appetite, allergy and immunity, sleep and waking, etc. Practicing the invention selects from multiple approaches that may be used independently or in concert to compensate for a variety of concerns. Supplementing dietary intake to rebalance metabolism and/or its metabolic responses—including immunogenic or allergic responses to pathogenic and/or environmental stresses is one focus. Additional features of the invention may include: compensating for failing or decreasing androgen hormone levels as a human continues to age, rebalancing the organism's metabolism through providing mitochondrial supplements, and serially revisiting effects of the early stages of treatment to redirect or improve activity of all aspects of life and metabolism.

专利号:US-2020078333-A1
优先权日:2016-12-21
标 题 :Healthier Aging in Domesticated Animals
发明人:POSTREL RICHARD
权利人:POSTREL RICHARD
摘要:This invention provides compositions, systems and methods that improve and/or optimize the health and performance of animals, especially mammals including humans, canines, equines, felines, etc. Key aspects of the principle invention and its parts include the monitoring, management and modulation of the body's natural cannabinoid systems through its native mechanisms thereby optimizing its processes by supplementation with endogenously occurring components and/or by administering synthetic compounds. The invention selects from multiple available resources to modify and/or rebalance an individual system or it may be applied across interconnected systems. The encompassing system that is intricately involved in the operations and intensities, e.g., the balancing of most other systems of our bodies, relates to cannabinoid compounds and their receptors. The cannabinoid pathways can be coordinated in rebalancing multiple and various metabolic pathways. Compositions comprising compounds that slow degradation of native endocannabinoids, that stimulate their production and/or compounds that act on cannabinoid receptors within the body are featured in systems and methods of this invention. The activated and rebalanced cannabinoid systems then become adept at modulating and the rebalancing of the numerous systems in which they participate to improve one or more systems including, but not limited to: normal and/or abnormal stresses of life, environmental influences, genomic or epigenomic irregularities and/or normal or accentuated processes of aging. Specifically targeted systems may include, but are not limited to, those involved in: cellular and/or mitochondrial metabolism, corticosteroid synthesis and effects, appetite, allergy and immunity, sleep and waking, etc. Practicing the invention selects from multiple approaches that may be used independently or in concert to compensate for a variety of concerns. Supplementing dietary intake to rebalance metabolism and/or its metabolic responses—including immunogenic or allergic responses to pathogenic and/or environmental stresses is one focus. Additional features of the invention may include: compensating for failing or decreasing androgen hormone levels as an animal continues to age, rebalancing the organism's m
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主要参考文献


1: Kim MJ, Bae GS, Jo IJ, Choi SB, Kim DG, Shin JY, Lee SK, Kim MJ, Shin S, Song HJ, Park SJ. Loganin protects against pancreatitis by inhibiting NF-κB activation. Eur J Pharmacol. 2015 Oct 15;765:541-50. doi: 10.1016/j.ejphar.2015.09.019. Epub 2015 Sep 25. doi: 10.1039/c5fo00055f. doi: 10.1016/j.lfs.2014.12.028. Epub 2015 Jan 23. Chinese. doi: 10.5681/apb.2013.015. Epub 2013 Feb 7.
6: Li Y, Li Z, Shi L, Zhao C, Shen B, Tian Y, Feng H. Loganin inhibits the inflammatory response in mouse 3T3L1 adipocytes and mouse model. Int Immunopharmacol. 2016 Jul;36:173-179. doi: 10.1016/j.intimp.2016.04.026. Epub 2016 May 4. doi: 10.1007/s12272-014-0493-3. Epub 2014 Oct 15. doi: 10.1016/j.phymed.2011.08.064. Epub 2011 Oct 5. doi: 10.1016/j.phytochem.2015.05.013. Epub 2015 Jun 1. doi: 10.1080/14786419.2012.718774. Epub 2012 Aug 29. doi: 10.1016/j.neuint.2011.01.012. Epub 2011 Jan 15. doi: 10.1016/j.tox.2011.08.004. Epub 2011 Aug 12. doi: 10.1007/s12272-016-0745-5. Epub 2016 Apr 22. doi: 10.1002/ptr.5529. Epub 2015 Dec 1. Chinese. doi: 10.1002/nau.22816. Epub 2015 Aug 19. doi: 10.1016/j.jchromb.2015.12.020. Epub 2015 Dec 14. doi: 10.1016/j.ejphar.2009.06.062. Epub 2009 Aug 7. doi: 10.1016/j.ejphar.2010.08.044. Epub 2010 Sep 15. doi: 10.1016/j.physbeh.2016.12.043. Epub 2017 Jan 6.

合成参考文献


参考文献:10.1016/j.bbrc.2023.08.050
摘要:Ikeda Y, Davis MI, Sumita K, Zheng Y, Kofuji S, Sasaki M, Hirota Y, Pragani R, Shen M, Boxer MB, Takeuchi K, Senda T, Simeonov A, Sasaki AT. Multimodal action of KRP203 on phosphoinositide kinases in vitro and in cells. Biochemical and Biophysical Research Communications. 2023 Oct;679():116–21. doi: 10.1016/j.bbrc.2023.08.050.
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