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·1448· 精细化工 FINE CHEMICALS 第 35 卷

些重要进展，但也存在一些不足：（1）对染料木素 28(5): 331-342.
结构修饰的方式、种类和活性研究尚不充分；（2） [14] Rusin A, Chrubasik M, Papaj K, et al. C-glycosidic genistein
conjugates and their antiproliferative activity[J]. Journal of Chemistry,
目前大多侧重于染料木素的药理活性研究，而在活 2013, http: //dx.doi.org/10.1155/2013/ 951392.
性研究的同时未能兼顾其水溶、脂溶性的改善，这 [15] Byczek A, Zawiszapuchalka J, Gruca A, et al. Genistein derivatives
regioisomerically substituted at 7-O- and 4-O- have different effect
在一定程度上限制了其在动物模型上的药效乃至临 on the cell cycle[J]. Journal of Chemistry, 2013, http: //dx.doi.org/
床上的应用；（3）修饰产物的活性研究大部分局限 10.1155/2013/191563.
于抗肿瘤活性且构效关系不明确，其他方面的活性 [16] Celso O R, Sandra B R, Adriane A P, et al. Synthesis of genistein
coupled with sugar derivatives and their inhibitory effect on nitric
研究虽有开展但都处于初步阶段。 oxide production in macrophages[J]. European Journal of Medicinal
因此，在今后的结构改造和活性研究中应充分 Chemistry, 2014, 85: 615-620.
[17] Szeja W, Grynkiewicz G, Bieg T, et al. Synthesis and cytotoxicity of
利用现有的相关研究成果，结合计算机辅助的药物
2,3-enopyranosyl C-linked conjugates of genistein[J]. Molecules,
分子设计，定向设计染料木素衍生物以提高其生物 2014, 19(6): 7072-7093.
活性。旨在发现新的生物活性、阐明活性与结构之 [18] Sordon S, Tronina T, Huszcza E, et al. Microbial glycosylation of
Daidzein,Genistein and Biochanin A: Two new glucosides of
间构效关系及明确活性作用机制，以促进染料木素 Biochanin A[J]. Molecules, 2017, 22(1): 1-9.
这一丰富的天然产物资源在医药领域的广泛应用。 [19] Palmer A M. Neuroprotective therapeutics for Alzheimer's disease:
progress and prospects[J]. Trends in Pharmacological Sciences, 2011,
参考文献： 32(3): 141-147.
[20] Bolognesi M L, Banzi R, Bartolini M A, et al. Novel class of
[1] Rowell C, Carpenter D M, Lamartiniere C A. Chemoprevention of quinone-bearing polyamines as multi-target-directed ligands to
breast cancer, proteomic discovery of genistein action in the rat combat Alzheimer's disease[J]. Journal of Medicinal Chemistry,
mammary gland[J]. Journal of Nutrition, 2005, 135: 2953-2959. 2007, 50(20): 4882-4897.
[2] Zhang L N, Cao P, Tan S H, et al. Synthesis and antimicrobial [21] Citron M. Alzheimer's disease: strategies for disease modification[J].
activities of 7-O-modified genisteinderivatives[J]. European Journal Nature Reviews Drug Discovery, 2010, 9(5): 387-398.
of Medicinal Chemistry, 2008, 43(7): 1543-1551. [22] Shi D H, Yan Z Q, Zhang L N, et al. A novel 7-O-modified genistein
[3] Zhang Y N, Yin H M, Zhang Y, et al. Preparation of a 1:1 cocrystal of derivative with acetylcholinesterase inhibitory effect, estrogenic
genistein with 4,4-bipyridine[J]. Journal of Crystal Growth, 2017, activity and neuroprotective effect[J]. Archives of Pharmacal
458: 103-109. Research, 2012, 35(9): 1645-1654.
[4] Chen X, Anderson J J. Isoflavones and bone: animal and human [23] Qiang X M, Sang Z P, Yuan W, et al. Design,synthesis and evaluation
evidence of efficacy[J]. Journal of Musculoskeletal & Neuronal of genistein-O-alkylbenzylamines as potential multifunctional agents
Interactions, 2002, 2(4): 352-359. for the treatment of Alzheimer's disease[J]. European Journal of
[5] Mahmoud A M, Al-Alem U, Ali M M, et al. Genistein increases Medicinal Chemistry, 2014, 76: 314-331.
estrogen receptor beta expression in prostate cancer via reducing its [24] Fang J, Wu P, Yang R, et al. Inhibition of acetylcholinesterase by two
promoter methylation [J]. Journal of Steroid Biochemistry & genistein derivatives: kinetic analysis, molecular docking and
Molecular Biology, 2015, 152: 62-75. molecular dynamics simulation[J]. Acta Pharmaceutica Sinica B,
[6] Waldmann S, Almukainzi M, Bouchacra N A, et al. Provisional 2014, 4(6): 430-437.
biopharmaceutical classification of some common herbs used in [25] Fu X H, Wang L, Zhao H, et al. Synthesis of genistein derivatives
Western medicine[J]. Molecular Pharmaceutics, 2012, 9(4): 815-822. and determination of their protective effects against vascular
[7] Sepehr E, Cooke G, Robertson P, et al. Bioavailability of soy endothelial cell damages caused by hydrogen peroxide[J]. Bioorganic
isoflavones in rats Part I: application of accurate methodology for & Medicinal Chemistry Letters, 2008, 18(2): 513-517.
studying the effects of gender and source of isoflavones[J]. [26] Ning Y X, Li Q X, Xiang H L, et al. Apoptosis induced by
Molecular Nutrition & Food Research, 2007, 51(7): 799-812. 7-difluoromethoxyl-5,4-di-n-octyl genistein via the inactivation of
[8] Kgomotso T, Chiu F, Ng K. Genistein and daidzein 7-O--D- FoxM1 in ovarian cancer cells[J]. Oncology Reports, 2012, 27(6):
glucuronic acid retain the ability to inhibit copper-mediated lipid 1857-1864.
oxidation of low density lipoprotein[J]. Molecular Nutrition & Food [27] Ning Y X, Li Q X, Ren K Q, et al. 7-Difluoromethoxyl-5,4-
Research, 2008, 52(12): 1457-1466. di-n-octyl genistein inhibits ovarian cancer stem cell characteristics
[9] Philip T L. Reglospecific 4-O-β-giucosidation of isoflavones[J]. through the downregulation of FOXM1[J]. Oncology Letters, 2014,
Tetrahedron Lett, 1998, 39: 9559-9562. 8(1): 295-300.
[10] Shingo S, Kaoru H, Toshihiro K, et al. Total synthesis of two [28] Ning Y, Luo C, Ren K, et al. FOXO3a-mediated suppression of the
isoflavone C-glycosides: genistein and orobol 8-C-β-D-glucopyranosides[J]. self-renewal capacity of sphere-forming cells derived from the
Carbohydrate Research, 2006, 341: 1091-1095. ovarian cancer SKOV3 cell line by 7-difluoromethoxyl-5, 4-di-n-octyl
[11] Jesus A R, Dias C, Matos A M, et al. Exploiting the therapeutic genistein[J]. Molecular Medicine Reports, 2014, 9(5): 1982-1988.
potential of 8-β-D-glucopyranosylgenistein: synthesis antidiabetic [29] Cao X, Ren K, Song Z, et al. 7-Difluoromethoxyl-5,4'-di-n-octyl
activity and molecular interaction with islet amyloid polypeptide and genistein inhibits the stem-like characteristics of gastric cancer
amyloid β- peptide (1−42)[J]. Journal of Medicinal Chemistry, 2014, stem-like cells and reverses the phenotype of epithelial-mesenchymal
57(22): 9463-9472. transition in gastric cancer cells[J]. Oncology Reports, 2016, 36(2):
[12] Rusin A, Gogler A, Bochenek D, et al. Unsaturated genistein 1157-1165.
disaccharide glycoside as a novel agent affecting microtubules[J]. [30] Zheng Dagui(郑大贵), Peng Zhiyun(彭知云), Wang Xudong(王旭
Bioorganic & Medicinal Chemistry Letters, 2009, 19(17): 4939-4943. 东), et al. Urease inhibitory activity and its mechanism of genistein
[13] Goglerpiglowska A, Rusin A, Bochenek D, et al. Aneugenic effects and its derivatives[J]. Chinese Journal of New Drugs(中国新药杂
of the genisteinglycosidic derivative substituted at C7 with the 志), 2013, 8: 951-955.
unsaturated disaccharide[J]. Cell Biology and Toxicology, 2012, （下转第 1465 页）