Synthesis and antifungal activities in vitro of novel pyrazino [2,1-a] isoquinolin derivatives

被引：27
|
作者：
Tang, Hui [1 ]
Zheng, Canhui [1 ]
Lv, Jiaguo [1 ]
Wu, Juan [2 ]
Li, Yanan [1 ]
Yang, Hui [1 ]
Fu, Bingyue [1 ]
Li, Chuntong [1 ]
Zhou, Youjun [1 ]
Zhu, Ju [1 ]
机构：
[1] Second Mil Med Univ, Sch Pharm, Dept Med Chem, Shanghai 200433, Peoples R China
[2] Chengdu Gen Hosp, Chengdu Mil Command Area, Dept Pharm, Chengdu 610083, Peoples R China
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2010年 / 20卷 / 03期
基金：
中国国家自然科学基金;
关键词：
Antifungal; Pyrazino[2,1-a]isoquinoline; Lanosterol 14 alpha-demethylase(CYP51); Synthesis; LANOSTEROL; 14-ALPHA-DEMETHYLASE; AZOLE ANTIFUNGALS; AGENTS; DESIGN; FUNGI; DRUGS;
D O I：
10.1016/j.bmcl.2009.12.050
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
A series of novel pyrazino[2,1-a]isoquinolin compounds were designed and synthesized, and their antifungal activities in vitro were evaluated. The results showed that all of the compounds exhibited antifungal activities. Some of them exhibited stronger antifungal activities than that of lead compounds and among them compound 11b was the most potent one, which showed more potent than that of the active control fluconazole to the four of the five tested fungi. The studies presented here provide a new structural type for the development of novel antifungal agents. (c) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码：979 / 982
页数：4
相关论文
共 50 条
  • [41] SYNTHESIS OF DERIVATIVES OF NEW HETEROCYCLIC-SYSTEMS BENZ[F]IMIDAZO[2,1-A]ISOQUINOLINE AND BENZ[F]PYRIMIDO[2,1-A]ISOQUINOLINE
    AVELLANA, C
    GOMEZPARRA, V
    MADRONERO, R
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1977, 14 (02) : 325 - 327
  • [42] Synthesis and cytotoxic activity of carboxamide derivatives of benzimidazo[2,1-a]isoquinoline and pyrido[3′,2′:4,5]imidazo[2,1-a]isoquinoline
    Deady, LW
    Rodemann, T
    Finlay, GJ
    Baguley, BC
    Denny, WA
    ANTI-CANCER DRUG DESIGN, 2000, 15 (05): : 339 - 346
  • [43] SYNTHESIS OF HEXAHYDROBENZO[F] AND HEXAHYDROBENZO[H]PYRROLO[2,1-A]-ISOQUINOLINE DERIVATIVES
    GRANDE, MT
    SOLLHUBER, MM
    CHEMICA SCRIPTA, 1988, 28 (04): : 411 - 414
  • [44] Novel approach to synthesis of [c]-condensed decahydroisoindolo[2,1-a]quinolines
    Zubkov F.I.
    Zaytsev V.P.
    Nikitina E.V.
    Mikhaylova N.M.
    Aleksandrov G.G.
    Borisov R.S.
    Varlamov A.V.
    Chemistry of Heterocyclic Compounds, 2005, 41 (2) : 273 - 274
  • [45] Synthesis of benzimidazo[2,1-A]isoquinolines and 5,6-dihydrobenzimidazo[2,1-A]isoquinolines
    Sun, Q
    LaVoie, EJ
    HETEROCYCLES, 1996, 43 (04) : 737 - 743
  • [46] Synthesis of Isoindolo[2,1-a]quinazoline Derivatives in Ionic Liquid Catalyzed by Iodine
    Lu, Lian
    Yang, Ke
    Zhang, Mei-Mei
    Wang, Xiang-Shan
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2014, 51 (03) : 630 - 634
  • [47] Novel Substituted Imidazo[2,1-b][1,3,4]Thiadiazole Derivatives: Synthesis, Characterization, Molecular Docking Study, and Investigation of Their In Vitro Antifungal Activities
    Er, Mustafa
    Tahtaci, Hakan
    Karakurt, Tuncay
    Onaran, Abdurrahman
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2019, 56 (09) : 2555 - 2570
  • [48] Recent advances in the synthesis of chromenone fused pyrrolo[2,1-a]isoquinoline derivatives
    Bera, Sonali
    Maji, Avishek
    Patra, Susanta
    Mahanty, Dibyendu Sekhar
    Samanta, Shubhankar
    Samanta, Swarna Kamal
    Biswas, Biplab
    Patra, Prasanta
    NEW JOURNAL OF CHEMISTRY, 2023, 47 (48) : 22246 - 22268
  • [49] Three-component Synthesis of Novel Highly Functionalized 2,6-dihydropyrimido[2,1-a]isoindole Derivatives
    Baharfar, Robabeh
    Abbasi, Najmeh
    ACTA CHIMICA SLOVENICA, 2011, 58 (04) : 840 - 845
  • [50] Antifungal effects of new heterocyclic compounds, 6H-pyrimido[2,1-a]isoindole derivatives
    Nesmerak, K
    Pelouchova, H
    Vsetecka, V
    Nemec, I
    Gabriel, J
    FOLIA MICROBIOLOGICA, 1998, 43 (01) : 39 - 41
12345