Synthesis of Novel Benzoquinones with Anti-Inflammatory Activity

被引:11
|
作者
Sagnou, Marina [1 ]
Strongilos, Alexandros [2 ]
Hadjipavlou-Litina, Dimitra [3 ]
Couladouros, Elias A. [4 ]
机构
[1] NCSR Demokritos, Inst Biol, Athens 15310, Greece
[2] PRO ACTINA SA, Athens, Greece
[3] Aristotle Univ Thessaloniki, Dept Pharmaceut Chem, Sch Pharm, Thessaloniki 54124, Greece
[4] Agr Univ Athens, Chem Labs, Athens 11855, Greece
关键词
Shikonin; Inflammation; Psoriasis; LOX; Radical scavengers; Benzoquinones; 5-LIPOXYGENASE; SHIKONIN; INHIBITORS; INFLAMMATION; DERIVATIVES; ACTIVATION; ALKANNIN; BRAIN;
D O I
10.2174/157018009787847792
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Some novel benzoquinones and their dimethoxy chemical precursors were synthesized based on shikonin structural features. The quinone functionality showed strong. OH radical scavenging, whereas benzoquinones with an hydroxy-containing saturated side chain exhibited increased soybean lipoxygenase inhibition. Compounds 5, 5b and 7 were superior to indomethacin in vivo in the carrageenin-induced rat paw edema inhibition.
引用
收藏
页码:172 / 177
页数:6
相关论文
共 50 条
  • [1] Synthesis, characterization and anti-inflammatory activity of novel pyrazolyl ketoamides
    Mahaveer, P.
    Kulkarni, R. G.
    Radakrishna, P.
    Chandrashekar, V. M.
    Achaiah, G.
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2013, 52 (06): : 818 - 823
  • [2] Novel phthalide derivatives: Synthesis and anti-inflammatory activity in vitro and in vivo
    Chen, Liu Zeng
    Wu, Jing
    Li, Kang
    Wu, Qian Qian
    Chen, Rui
    Liu, Xin Hua
    Ruan, Ban Feng
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2020, 206
  • [3] Design and Synthesis of Novel Anti-inflammatory/Anti-ulcer Hybrid Molecules with Antioxidant Activity
    Chaudhari, Bhim Bahadur
    Bali, Alka
    Balaini, Ajitesh
    MEDICINAL CHEMISTRY, 2021, 17 (09) : 994 - 1006
  • [4] Synthesis and Anti-inflammatory Activity of Novel Furochromenes
    Elenkov, Ivaylo Jivkov
    Hrvacic, Boska
    Markovic, Stribor
    Mesic, Milan
    Klonkay, Andreja Cempuh
    Lerman, Lidija
    Sucic, Anita Filipovic
    Vujasinovic, Ines
    Bosnjak, Berislav
    Brajsa, Karmen
    Ziher, Dinko
    Hulita, Nada Kosutic
    Malnar, Ivica
    CROATICA CHEMICA ACTA, 2013, 86 (03) : 253 - 264
  • [5] Synthesis and anti-inflammatory activity of isoquebecol
    Cardinal, Sebastien
    Paquet-Cote, Pierre-Alexandre
    Azelmat, Jabrane
    Bouchard, Corinne
    Grenier, Daniel
    Voyer, Normand
    BIOORGANIC & MEDICINAL CHEMISTRY, 2017, 25 (07) : 2043 - 2056
  • [6] Anti-inflammatory Activity of Piperlotines
    Abelardo Ramirez-Marroquin, Oscar
    Adelina Jimenez-Arellanes, Maria
    Luna-Herrera, Julieta
    Luis Olivares-Romero, Jose
    Bonilla-Landa, Israel
    Viridiana Castro-Cerritos, Karla
    JOURNAL OF THE MEXICAN CHEMICAL SOCIETY, 2020, 64 (03) : 181 - 190
  • [7] Anti-Inflammatory Activity of Hydroxydihydrocarvone
    de Sousa, Damiao P.
    Camargo, Enilton A.
    Oliveira, Fernando S.
    de Almeida, Reinaldo N.
    ZEITSCHRIFT FUR NATURFORSCHUNG SECTION C-A JOURNAL OF BIOSCIENCES, 2010, 65 (9-10): : 543 - 550
  • [8] Synthesis and anti-inflammatory activity of ent-kaurene derivatives
    Hueso-Falcon, Idaira
    Cuadrado, Irene
    Cidre, Florencia
    Amaro-Luis, Juan M.
    Ravelo, Angel G.
    Estevez-Braun, Ana
    de las Heras, Beatriz
    Hortelano, Sonsoles
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2011, 46 (04) : 1291 - 1305
  • [9] Synthesis and Anti-inflammatory Evaluation of Novel Benzimidazole and Imidazopyridine Derivatives
    Chen, Gaozhi
    Liu, Zhiguo
    Zhang, Yali
    Shan, Xiaoou
    Jiang, Lili
    Zhao, Yunjie
    He, Wenfei
    Feng, Zhiguo
    Yang, Shulin
    Liang, Guang
    ACS MEDICINAL CHEMISTRY LETTERS, 2013, 4 (01): : 69 - 74
  • [10] Design and synthesis of novel oleanolic acid based chromenes as anti-proliferative and anti-inflammatory agents
    Raghuvanshi, Dushyant Singh
    Verma, Narsingh
    Singh, Shilpi
    Luqman, Suaib
    Gupta, Amit Chand
    Bawankule, Dnyaneshwar U.
    Tandon, Sudeep
    Nagar, Abhishek
    Kumar, Yogesh
    Khan, Feroz
    NEW JOURNAL OF CHEMISTRY, 2018, 42 (20) : 16782 - 16794