Design, Synthesis and Characterization of Novel Isoxazole Tagged Indole Hybrid Compounds

被引:6
作者
Al-Qawasmeh, Raed A. [1 ,2 ]
Al-Nazer, Louy A. [2 ]
Dawlat-Kari, Sarah A. [2 ]
Abu-Qatouseh, Luay [4 ]
Sabri, Salim S. [2 ]
AlDamen, Murad A. [2 ]
Sinnokrot, Mutasem [3 ]
机构
[1] Univ Sharjah, Coll Sci, Dept Chem, Sharjah 27272, U Arab Emirates
[2] Univ Jordan, Dept Chem, Amman 11942, Jordan
[3] Khalifa Univ Sci & Technol, Coll Arts & Sci, Dept Chem, Abu Dhabi 127788, U Arab Emirates
[4] Univ Petra, Med Microbiol & Immunol, Amman, Jordan
来源
OPEN CHEMISTRY | 2020年 / 18卷 / 01期
关键词
isoxazole; indole; click chemistry; 1,3-dipolar cycloaddition; Alkyne; Copper (I); CLICK CHEMISTRY; DERIVATIVES; ANTICANCER; MOLECULE;
D O I
10.1515/chem-2020-0017
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Sixteen new isoxazole tagged indole compounds have been synthesized via copper (I) catalyzed click chemistry of the aryl hydroxamoyl chloride and an indole containing alkyne moiety. The chemical structure of the synthesized compounds has been established using various physicochemical techniques. X-ray single crystal analysis of Ethyl 1-((3-phenylisoxazol-5-yl) methyl)-1H-indole-2-carboxylate (8a) has been analyzed. All compounds were tested for their antibacterial and anticancer activities. The activities for the new compounds were weak against both bacterial strains and the cancer cell lines.
引用
收藏
页码:138 / 148
页数:11
相关论文
共 38 条
[1]  
Abu-Qatouseh L., 2017, PYLORI MOL, V22, P71
[2]  
Agilent, 2014, AG CRYSALIS PRO
[3]   In-silico identification of the binding mode of synthesized adamantyl derivatives inside cholinesterase enzymes [J].
Al-Aboudi, Amal ;
Al-Qawasmeh, Raed A. ;
Shahwan, Alaa ;
Mahmood, Uzma ;
Khalid, Asaad ;
Ul-Haq, Zaheer .
ACTA PHARMACOLOGICA SINICA, 2015, 36 (07) :879-886
[4]   DESIGN AND SYNTHESIS OF NEW HYBRID TRIAZINE-INDOLE DERIVATIVES AS POTENTIAL ANTIMICROBIAL AGENTS AGAINST HOSPITAL RESISTANT STRAINS [J].
Al-Qawasmeh, Raed A. ;
Khanfar, Monther A. ;
Semreen, Mohamad H. ;
Abu Odeh, Raed ;
Al-Tel, Taleb H. .
HETEROCYCLES, 2013, 87 (11) :2385-2394
[5]   Potent antimicrobial activity of 3-(4,5-diaryl-1H-imidazol-2-yl)-1H-indole derivatives against methicillin-resistant Staphylococcus aureus [J].
Al-Qawasmeh, Raed A. ;
Huesca, Mario ;
Nedunuri, Venkata ;
Peralta, Robert ;
Wright, Jim ;
Lee, Yoon ;
Young, Aiping .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2010, 20 (12) :3518-3520
[6]   Nucleoside and nucleotide analogues by catalyst free Huisgen nitrile oxide-alkyne 1,3-dipolar cycloaddition [J].
Algay, Virginie ;
Singh, Ishwar ;
Heaney, Frances .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2010, 8 (02) :391-397
[7]   Enantioselective organocatalytic indole alkylations. Design of a new and highly effective chiral amine for iminium catalysis [J].
Austin, JF ;
MacMillan, DWC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (07) :1172-1173
[8]   New catalytic approaches in the stereoselective Friedel-Crafts alkylation reaction [J].
Bandini, M ;
Melloni, A ;
Umani-Ronchi, A .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (05) :550-556
[9]   'Click' chemistry in polymer and materials science [J].
Binder, Wolfgang H. ;
Sachsenhofer, Robert .
MACROMOLECULAR RAPID COMMUNICATIONS, 2007, 28 (01) :15-54
[10]  
Chandraiah MR, 2013, LIQUID CHROMATOGRAPH, V3, P4