欢迎登录材料期刊网

材料期刊网

高级检索

以取代苯甲酸和取代邻氨基苯甲酸为起始原料,设计合成了13个含取代苯并噻唑胺邻甲酰氨基苯甲酰胺类化合物,其结构经1H NMR、13C NMR、IR及元素分析确证.初步生物活性测试结果表明,在500 mg/L目标化合物浓度下,对黄瓜花叶病毒有一定抑制作用.采用MTT法进行化合物抑制PC3癌细胞体外活性测试,结果表明,所合成的化合物具有不同程度的抑制PC3癌细胞活性,其中化合物4f在10 μmoL/L浓度下对PC3的抑制率为74.2%.

参考文献

[1] Koci J,Klimesova V,Waisser K,et al.Heterocyclic Benzazole Derivatives with Antimycobacterial in vitro Activity[J].Bioorg Med Chem Lett,2002,12 (22):3275-3278.
[2] Kashiyama E,Huchinson I,Chua M S,et al.Antitumor Benzothiazoles.8.Synthesis,Metabolic Formation,and Biological Properties of the C-and N-Oxidation Products of Antitumor 2-(4-Aminophenyl)-benzothiazoles[J].J Med Chem,1999,42(20):4172-4184.
[3] Hutchinson I,Chua M S,Browne H L,et al.Antitumor Benzothiazoles.14.Synthesis and in vitro Biological Properties of Fluorinated 2-(4-Aminophenyl) Benzothiazoles[J].J Med Chem,2001,44(9):1446-1455.
[4] Bradshaw T D,Westwell A D.The Development of the Antitumour Benzothiazole Prodrug,Phortress,as a Clinical Candidate[J].Curr Med Chem,2004,11(13):1009-1021.
[5] Fitzjohn S,Robinson M P.Bezoxazole and Benzothiazole Derivatives:WO,9406783[P],1994-03-31.
[6] Rathod A,Beread B N,Doshi A G.Synthesis of Schiff Base from 2-Amino-4-phenylthiazole and Substituted 2-Minobenzo-thiazolamines and Their Antimicrobial Activity[J].Orient J Chem,2000,16(3):549-552.
[7] Chen C P,Chen Y J.Liquid-phase Synthesis of 2-Substituted Benzimidazoles,Benzoxazoles and Benzothiazoles[J].Tetrahedron Lett,2004,45:113-115.
[8] SHA Jiajun,ZHANG Minheng,JIANG Yajun,et al.The Handbook of New Breed Pesticide of Overseas[M].Beijing:Chemical Industry Press,1993(in Chinese).沙家俊,张敏恒,姜雅君,等.国外新农药品种手册[M].北京:化学工业出版社,1993.
[9] SONG Baoan,HONG Yanping,JIN Linhong,et al. Synthesis,Structure and Antitumor Activity of α-Substituted Aminofluoroarylphosphonate Derivitaves[J].Chinese J Org Chem,2005,25(8):1001-1006 (in Chinese).宋宝安,洪艳平,金林红,等.α-取代氨基氟代苯基膦酸酯衍生物的合成、晶体结构与抗癌活性[J].有机化学,2005,25(8):1001-1006.
[10] Tohnishi M,Nakao H,Kohno E,et al.Preparation of Phthalic Acid Diamides as Agricultural and Horticultural Insecticides:EP,919542[P],1999.
[11] Konze J,Andersch W,Stabler D,et al.Synergistic Insecticidal and Acaricidal Compositions:WO,2004034786[P],2004.
[12] Lahm G P,Myers B J,Selby T P,et al.Preparation of Insecticidal Anthranilamides:WO,2001070671[P],2001.
[13] Ralf N.Insecticide Mode of Action:Return of the Ryanodine Receptor[J].Pest Manag Sci,2006,62:690-692.
[14] Lahm G P,Selby T P,Freudenber J H,et al.Insecticidal Anthranilic Diamides:a New Class of Potent Ryanodine Receptor Activators[J].Bioorg Med Chem Lett,2005,15(22):4898-4906.
[15] Kuhnt T D,Haug M,Jelich K,et al.Preparation of 4-Trifluormethylbenzamides as Pesticides for Plant and Material Protection:DE,4428380[P],1996.
[16] Theissen R J.Herbicidal 1-{ 5-[2-Chloro-4 (trifluoromethyl) phenoxy]-2-nitrobenzoyl }-3-isopropyl 2,1,3-Benzothiadiazin-4-one 2,2-Dioxide:US,4340417[P],1982.
[17] Joycharat N,Greger H,Hofer O,et al.Flavaglines and Triterpenoids from the Leaves of Aglaia Forbesii[J].Phytochemistry,2008,69:206-211.
[18] David C A.Lahm G P,Smith B K,et al.Synthesis of Insecticidal Fluorinated Anthranilic Diamides[J].Bioorg Med Chem,2008,16(6):3163-3170.
[19] Scott D A,Aquila B M,Beberuitz G A,et al.Pyridyl and Thiazolyl Bisamide CSF-IR Inhibitors for the Treatment of Cancer[J].Bioorg Med Chem Lett,2008,18(17):4794-4797.
[20] Kranz M.Wall M,Evans B,et al.Identification of PDE4B Over 4D Subtype-selective Inhibitors Revealing an Unprecedented Binding Mode[J].Bioorg Med Chem,2009,17 (14):5336-5341.
[21] WANG Qingdong,XUE Sijia,BIAN Wangdong,et al.Synthesis and Bioactivity of Amide and Hydrazide Derivatives of N(5-(2-Chlorophenyl) furan-2-formyl) glycine[J].Chinese J Appl Chem,2008,25 (6):647-650 (in Chinese).王庆东,薛思佳,卞王东,等.N-(5-邻氯苯基-2-呋喃甲酰基)甘氨酰胺及酰肼类衍生物的合成及生物活性[J].应用化学,2008,25(6):647-650.
[22] XUE Yunning,LIU Guohua,XUE Sijia.Synthesis and Herbicidal Activity of N-(4,6-Disubstitutedpyrimidin-2-yl)-2-(2,4-dichlorophenoxy) propionamide[J].Chinese J Appl Chem,2006,23 (11):1200-1203 (in Chinese).薛允宁,刘国华,薛思佳.N-(4,6-二取代嘧啶-2-基)-2-(2,4-二氯苯氧基)丙酰胺衍生物的合成及除草活性[J].应用化学,2006,23(11):1200-1203.
[23] Chen C J,Song B A,Yang S,et al.Synthesis and Antifungal Activities of 5-(3,4,5-Trimethoxyphenyl)-2-sulfonyl-1,3,4-thiadiazole and 5-(3,4,5-Trimethoxyphenyl)-2-sulfonyl-1,3,4-oxadiazole Derivatives[J].Bioorg Med Chem,2007,15(12):3981-3989.
[24] Liu F,Luo X Q,Song B A,et al.Synthesis and Antifungal Activity of Novel Sulfoxide Derivatives Containing Trimethoxyphenyl Substituted 1,3,4-Thiadiazole and 1,3,4-Oxadiazole Moiety[J].Bioorg Med Chem,2008,16:3632-3640.
[25] SONG Baoan,CHEN Caijun,YANG Song,et al.Synthesis,Structure and Antitumor Activity of 2-Alkylthio-5-(3,4,5-trimethoxyphenyl)-1,3,4-thiadiazole Compounds[J].Acta Chim Sin,2005,63(18):1720-1726(in Chinese).宋宝安,陈才俊,杨松,等.2-取代硫醚-5-(3,4,5-三甲氧基苯基)-1,3,4-噻二唑类化合物的合成、结构与体外抗癌活性[J].化学学报,2005,63(18):1720-1726.
[26] CHAI Baoshan,PENG Yongwu,LI Huichao,et al.Synthesis of Chlorantraniliprole and Its Insecticidal Activity[J].Agrochemicals,2009,48(1):13-16(in Chinese).柴宝山,彭永武,李慧超,等.氯虫酰胺的合成与杀虫活性[J].农药,2009,48(1):13-16.
[27] DONG Weili,XU Junying,LIU Xinghai,et al.Synthesis,Crystal Structure and Biological Activity of Novel Anthranilic Diamides Containing 1,2,3-Thiadiazole[J].Chem J Chinese Univ,2008,29(10):1990-1994(in Chinese).董卫莉,徐俊英,刘幸海,等.含1,2,3-噻二唑的邻甲酰胺基苯甲酰胺类化合物的合成、晶体结构与生物活性[J].高等学校化学学报,2008,29(10):1990-1994.
[28] LI Zaiguo.Preparation of Organic Intermediates[M].Beijing:Chemical Industry Press,2001(in Chinese).李在国.有机中间体制备[M].北京:化学工业出版社,2001.
上一张 下一张
上一张 下一张
计量
  • 下载量()
  • 访问量()
文章评分
  • 您的评分:
  • 1
    0%
  • 2
    0%
  • 3
    0%
  • 4
    0%
  • 5
    0%