CAS: 641-38-3; Alternariol

该化合物是各种阿尔特罗尔真菌种生产的甲状腺毒素,常见于腐烂的植物材料和某些食品中,被归类为酚类化合物,以其潜在的毒理效应(包括诱变性和细胞毒性)著称; 一种氢氧化物组和乳腺环的分子结构,有助于其化学反应和生物活动; 经常研究该化合物对食品安全的影响,因为它可能污染西红柿,水果和谷物等作物,对消费者的健康造成危险; 除了其毒理学特性外,还调查了它潜在的抗氧化活动,尽管其安全性仍令人关切; 监管机构监测其食品水平,以确保消费者安全,并不断开展研究,以更好地了解其行动机制及其对人类健康的影响.

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CAS号7149-90-8 2,4-二甲氧基-6-甲基苯甲醛 | CAS号131035-44-4 2,4-dimethoxy-6... | CAS号131035-47-7 3-(2,4-dimethox... | CAS号131035-45-5 ethyl 2,4-dimet... | CAS号131035-48-8 methyl 3-(2,4-d... | CAS号23452-05-3 交链孢酚单甲醚 | CAS号23452-05-3 交链孢酚单甲醚 | CAS号979-92-0 S-腺苷-L-高半胱氨酸

合成工艺路线路线简述

    📜3-甲氧基-5-甲基苯酚置于n-溴代丁二酰亚胺(Nbs),[ruthenium(II)(η6-1-Methyl-4-Isopropyl-Benzene)(Chloride)(μ-Chloride)]2,三溴化硼,Caesium Carbonate,三环己基膦体系中,用 N-甲基吡咯烷酮,二氯甲烷,氯仿 作为反应溶剂,化学反应 23.0H,反应生成 交链孢酚
    参考文献:Alternariol,Alternariol-9-Monomethyl Ether 及其 D3-Isotopologues 的简明合成
    标题:Alternariol,Alternariol-9-Monomethyl Ether 及其 D3-Isotopologues 的简明合成
    摘要:Alternariol (Aoh) 和alternariol-9-Monomethyl Ether (Ame) 是链格孢真菌的两种次级代谢产物,可以在西红柿,坚果和谷物等各种食品中找到.由于它们的毒性和潜在的诱变活性,开发用于监测 Aoh 和 Ame 水平的高通量方法的需求越来越受到关注.由于天然和标记的 Aoh 和 Ame 分析标准的可用性非常有限,我们在此提出了一种新颖而简洁的合成方法,采用钌催化的邻芳基化作为关键步骤.最后,我们证明了它们在稳定同位素稀释测定 (Sida)-HPLC-Ms/ms 分析中作为内标的适用性,这是一种常用于定量食品和饲料中天然产物的技术.
    DOI:10.1055/a-1698-8328

    海关参考信息

    专利信息


    专利号:US-2005282781-A1
    优先权日:2004-06-18
    标 题 :Compositions of stable bioactive metabolites of docosahexaenoic (DHA) and eicosapentaenoic (EPA) acids
    发明人:GHOSAL SHIBNATH
    权利人:GHOSAL SHIBNATH
    摘要:An invention that adduces cogent evidence to establish that oxygenated dibenzo-α-pyrones (DBPs and their conjugates), the major bioactives of shilajit (Ayurvedic vitalizer), have their origin, at least partly, in EPA and DHA. Earlier research has shown that, in mammals, C-20 PUFAs are metabolized by oxygenases and other enzymes to produce short-lived prostaglandins, leukotrienes and thromboxanes that bind to specific G-protein-coupled receptors and signal cellular responses, e.g., inflammation, vasodilation, blood pressure, pain etc. But never before it was suggested/shown that C 20:5n-3 (and C 22:6 n-3 ) PUFAs, e.g., EPA (and DHA), are transformed into stable aromatic metabolites, DBPs, which elicit a large array of bioactivities in the producer organisms and also control the synthesis and metabolism of arachidonate-derived prostaglandins. The major beneficial effects attributed to EPA and DHA are now found to be largely contributed by DBPs and their aminoacyl conjugates and the dibenzo-α-pyrone-chromoproteins (DCPs). Because of the highly unstable nature of EPA and DHA, when administered, they are metabolized into a large array of uncontrolled products, several of which are systemically undesirable. By contrast, DBPs, because of their stability, perform the biological response modifier (BRM) functions in a directed and sustained way. Many of the biological effects of DBPs described in this invention, were earlier attributed to EPA and DHA,—the precursors of DBPs.

    专利号:CN-111202064-B
    优先权日:2020-02-28
    标 题:Application of honokiol in inhibiting the synthesis of mycotoxins by Alternaria

    专利号:CN-115812776-B
    优先权日:2022-11-18
    标题:Application of Perillaldehyde in Inhibiting the Synthesis of Fungal Toxins

    专利号:CN-118812610-A
    优先权日:2024-07-01
    标 题 :Synthesis method and application of 3-O- (6-O-malonyl-beta-D-glucoside) alternariol monomethyl ether

    专利号:CN-115812776-A
    优先权日:2022-11-18
    标题 :Application of Perillaldehyde in Inhibiting Mycotoxin Synthesis

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    主要参考文献


    1: Lou J, Yu R, Wang X, Mao Z, Fu L, Liu Y, Zhou L. Alternariol 9-methyl ether from the endophytic fungus Alternaria sp. Samif01 and its bioactivities. Braz J Microbiol. 2016 Jan-Mar;47(1):96-101. doi: 10.1016/j.bjm.2015.11.004. Epub 2016 Jan 27.
    2: Simon H, Hoffmann G, Hübner F, Humpf HU, Karst U. Electrochemical simulation of metabolic reactions of the secondary fungal metabolites alternariol and alternariol methyl ether. Anal Bioanal Chem. 2016 Apr;408(10):2471-83. doi: 10.1007/s00216-016-9344-z. Epub 2016 Feb 11. doi: 10.1016/j.foodchem.2015.02.083. Epub 2015 Feb 24. Epub 2016 Nov 15. doi: 10.1016/j.fct.2016.01.011. Epub 2016 Jan 21. doi: 10.1007/s00204-016-1801-0. Epub 2016 Jul 15.
    7: Estiarte N, Crespo-Sempere A, Marín S, Sanchis V, Ramos AJ. Effect of 1-methylcyclopropene on the development of black mold disease and its potential effect on alternariol and alternariol monomethyl ether biosynthesis on tomatoes infected with Alternaria alternata. Int J Food Microbiol. 2016 Nov 7;236:74-82. doi: 10.1016/j.ijfoodmicro.2016.07.001. Epub 2016 Jul 4. doi: 10.1016/j.ijfoodmicro.2012.06.004. Epub 2012 Jun 9. doi: 10.1007/s00216-014-8307-5. Epub 2015 Jan 11. doi: 10.1021/acs.jafc.5b00806. Epub 2015 May 7. doi: 10.1016/j.chroma.2015.11.055. Epub 2015 Nov 28. doi: 10.1016/j.tiv.2016.04.016. Epub 2016 Apr 27. doi: 10.1016/j.mrgentox.2016.02.001. Epub 2016 Feb 8. doi: 10.1016/j.fct.2015.11.022. Epub 2015 Dec 9. doi: 10.1371/journal.pone.0040564. Epub 2012 Jul 6.

    合成参考文献


    摘要:S109 | PARCEDC | List of 7074 potential endocrine disrupting compounds (EDCs) by PARC T4.2 | DOI:10.5281/zenodo.10944198
    摘要:Hasan HA. Alternaria mycotoxins in black rot lesion of tomato fruit: conditions and regulation of their production. Acta Microbiol Immunol Hung. 1996;43(2-3):125–33.
    摘要:Qin JC, Zhang YM, Hu L, Ma YT, Gao JM. Cytotoxic metabolites produced by Alternaria no.28, an endophytic fungus isolated from Ginkgo biloba. Nat Prod Commun. 2009 Nov;4(11):1473–6.
    参考文献:10.1021/jf903859z
    摘要:Monbaliu S, Van Poucke C, Detavernier C, Dumoulin F, Van De Velde M, Schoeters E, Van Dyck S, Averkieva O, Van Peteghem C, De Saeger S. Occurrence of mycotoxins in feed as analyzed by a multi-mycotoxin LC-MS/MS method. J Agric Food Chem. 2010 Jan 13;58(1):66–71. doi: 10.1021/jf903859z.
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