CAS: 2465-11-4; (3S,5S,9R,10S,13R,14R,17R)-17-((2R,5R,E)-5,6-Dimethylhept-3-En-2-yl)-10,13-Dimethyl-2,3,4,5,6,9,10,11,12,13,14,15,16,17-Tetradecahydro-1H-Cyclopenta[a]Phenanthren-3-Ol

该化合物是属于乙醇家族的酯室化合物,主要在真菌和一些植物中发现,该化合物具有典型的类固醇结构,包括多发引信环和C-3位置的氢氧基,有助于其生物活动.Ergosta-7,22-dien-3-ol以其在细胞膜中的作用而闻名,影响流动性和渗透性.它也是各种生物活性化合物,包括维生素和荷尔蒙的生物合成中的前体.在甲状腺脊上存在双环联,加强了它与其他生物分子的再活动及潜在互动.这种酯室对药理学和营养,特别是其潜在的健康利益,包括抗硫素特性及其在胆固醇代谢中的角色.

结构式图片

上下游产品

CAS号1585-40-6 苯五甲酸

合成工艺路线路线简述

  • 合成目标产物 Stellasterol 主要起始原料 3-Methyl-1-Butyne
  • (文献来源)合成步骤主要原料 3-Methyl-1-Butyne
📜麦角固醇置于氨,Lithium体系中,用 四氢呋喃,2-甲基-2-丁醇 用作溶剂,化学反应生成星鱼甾醇
参考文献:阳离子,基于类固醇的咪唑两亲物在真菌中显示出可调谐的主链依赖性膜选择性
标题:阳离子,基于类固醇的咪唑两亲物在真菌中显示出可调谐的主链依赖性膜选择性
摘要:据报道,阳离子两亲物显示出广泛的抗菌活性.由于它们具有一般的细胞膜透化作用模式,因此对这些分子产生抗菌素耐药性的可能性很低.然而,由于它们对微生物细胞膜的选择性低,因此它们的应用往往受到毒性的限制.在此,我们报告了一个基于阳离子类固醇的咪唑两亲化合物库,这些化合物在念珠菌属的多种真菌病原体中显示出可调谐的抗真菌活性. 我们表明,采用麦角甾醇衍生的骨架可增加抗真菌活性,同时适度影响溶血活性,从而与胆固醇衍生的咪唑盐相比,将总体选择性提高 8 倍以上.我们假设这种效应是由麦角甾醇衍生的盐优先整合到真菌膜中导致膜紊乱增加引起的.我们认为这些发现为开发改进的两亲性杀菌剂提供了一个有用的平台.
Doi:10.1021/acsinfecdis.2C00164

海关参考信息

专利信息


专利号:US-2025049714-A1
优先权日:2021-12-09
标题 :Synthesis of ester, carbonate, and carbamate-derived novel biodegradable ionizable lipids from methyl ricinoleate or methyl 12-hydroxystearate and its applications
发明人:ANDERSON DANIEL GRIFFITH; RHYM LUKE HYUNSIK; LI BOWEN; GORDON AKIVA; RAJITH SINGH MANAN; WITTEN JACOB
权利人:MASSACHUSETTS INST TECHNOLOGY
摘要:Provided herein are compounds, such as compounds of Formula (I), and pharmaceutically acceptable salts, hydrates, solvates, polymorphs, co-crystals, tautomers, stereoisomers, and isotopically labeled derivatives thereof, and compositions, methods, uses, and kits thereof. The compounds provided herein are lipids useful for delivery of polynucleotides, such as mRNA, for the treatment and/or prevention of various diseases and conditions (e.g., genetic disease, proliferative disease, hematological disease, neurological disease, liver disease, spleen disease, lung disease, painful condition, psychiatric disorder, musculoskeletal disease, a metabolic disorder, inflammatory disease, or autoimmune disease).

专利号:US-2024226302-A1
优先权日:2022-12-27
标题:Biodegradable lipids and formulations for intramuscular, in vitro, and ex vivo transfection of mrna
发明人:ANDERSON DANIEL GRIFFITH; RUDRA AMAB; GUPTA AKASH; REED KAELAN
权利人:MASSACHUSETTS INST TECHNOLOGY; CHILDRENS MEDICAL CENTER
摘要:Provided herein are compounds, such as compounds of Formula (I), and pharmaceutically acceptable salts thereof, and compositions, methods, uses, and kits thereof. The compounds provided herein are lipids useful for delivery of agents, including polynucleotides such as mRNA, for the treatment and/or prevention of various diseases and conditions (e.g., genetic diseases, proliferative diseases, hematological diseases, neurological diseases, liver diseases, spleen diseases, lung diseases, painful conditions, psychiatric disorders, musculoskeletal diseases, metabolic disorders, inflammatory diseases, and autoimmune diseases). Also provided herein are methods of synthesis of compounds of Formulae (I) and (II).

专利号:US-2025205158-A1
优先权日:2023-12-26
标 题 :Biodegradable lipids and formulations for delivery of mrna
发明人:ANDERSON DANIEL GRIFFITH; RUDRA ARNAB; GUPTA AKASH; REED KAELAN
权利人:MASSACHUSETTS INST TECHNOLOGY; CHILDRENS MEDICAL CENTER
摘要:Provided herein are compounds, such as compounds of Formulae (I), (I′), (XI), (XII), and (XIII), and pharmaceutically acceptable salts, solvates, tautomers, stereoisomers, and isotopically labeled derivatives thereof, and compositions, methods, uses, and kits thereof. The compounds provided herein are lipids useful for delivery of agents, including polynucleotides such as mRNA, for the treatment and/or prevention of various diseases and conditions (e.g., genetic diseases, proliferative diseases, hematological diseases, neurological diseases, liver diseases, spleen diseases, lung diseases, painful conditions, psychiatric disorders, musculoskeletal diseases, metabolic disorders, inflammatory diseases, and autoimmune diseases). Also provided herein are methods of synthesis of compounds of Formulae (I′), (XI), (XII), (XIII), and (VIII).

专利号:CA-3129092-A1
优先权日:2019-02-07
标题 :Biologically active ganoderma lucidum compounds and synthesis of anticancer derivatives; ergosterol peroxide probes for cellular localization

专利号:WO-2023107648-A2
优先权日:2021-12-09
标 题:Synthesis of ester, carbonate, and carbamate-derived novel biodegradable ionizable lipids from methyl ricinoleate or methyl 12-hydroxystearate and its applications

专利号:US-2022125805-A1
优先权日:2019-02-07
标 题:Biologically active ganoderma lucidum compounds and synthesis of anticancer derivatives; ergosterol peroxide probes for cellular localization

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合成参考文献


参考文献:10.1080/10286020.2011.589838
摘要:Gao M, Yuan X, Cheng M, Xiao H, Bao S. A new diterpenoid fromRhizophora apiculata. Journal of Asian Natural Products Research. 2011 Aug;13(8):776–9. doi: 10.1080/10286020.2011.589838.
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