Synthesis and in vitro anticancer activity of some novel tetrahydroquinoline derivatives bearing pyrazol and hydrazide moiety

被引:10
|
作者
Fathy, Usama [1 ]
Azzam, Mariam A. [1 ]
Mahdy, Fathia [1 ]
El-Maghraby, Somia [1 ]
Allam, Rasha M. [2 ]
机构
[1] Natl Res Ctr, Appl Organ Chem Dept, 33 El Bohouth St,PO 12622, Giza, Egypt
[2] Natl Res Ctr, Dept Pharmacol, Giza, Egypt
关键词
CYTOTOXICITY; OPTIMIZATION; DESIGN;
D O I
10.1002/jhet.3930
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new series of tetrahydroquinoline derivatives having pyrazol and hydrazide moieties were synthesized for the purpose of anticancer cell line evaluation. Syntheses of these compounds were firstly achieved by one pot four reactions. The reaction of 3-amino-tetrahydro-1H-pyrazolo [3,4-b]quinolin with aldehydes, indoline-2,3-dione derivatives to give 9a-c, 11a-c, and 13a,b, respectively. In similar manner for biological comparison, the reactions of compound 5 with the same aldehydes and indoline-2,3-dione derivatives to give 19a-c and 20a-c. The newly synthesized compounds were examined in vitro for their cytotoxic activity against HepG-2 and A549 cancer cells. The compounds 11a-c and 20a-c showed promising activity as anticancer agents against HepG-2 and A549 cancer cells.
引用
收藏
页码:2108 / 2120
页数:13
相关论文
共 50 条
  • [1] Synthesis and anticancer activity of novel tetrahydroquinoline and tetrahydropyrimidoquinoline derivatives
    Gedawy, Ehab M.
    Kassab, Asmaa E.
    El-Malah, Afaf A.
    MEDICINAL CHEMISTRY RESEARCH, 2015, 24 (09) : 3387 - 3397
  • [2] Synthesis and anticancer activity of novel tetrahydroquinoline and tetrahydropyrimidoquinoline derivatives
    Ehab M. Gedawy
    Asmaa E. Kassab
    Afaf A. El-Malah
    Medicinal Chemistry Research, 2015, 24 : 3387 - 3397
  • [3] Synthesis and anticancer activity of new tetrahydroquinoline hybrid derivatives tethered to isoxazoline moiety
    Bernal, Cristian C.
    Vesga, Luis C. Z.
    Carolina Mendez-Sanchez, Stelia
    Romero Bohorquez, Arnold R.
    MEDICINAL CHEMISTRY RESEARCH, 2020, 29 (04) : 675 - 689
  • [4] Synthesis and anticancer activity of new tetrahydroquinoline hybrid derivatives tethered to isoxazoline moiety
    Cristian C. Bernal
    Luis C. Vesga
    Stelia Carolina Mendez-Sánchez
    Arnold R. Romero Bohórquez
    Medicinal Chemistry Research, 2020, 29 : 675 - 689
  • [5] Design, synthesis and anticancer evaluation of novel tetrahydroquinoline derivatives containing sulfonamide moiety
    Ghorab, Mostafa M.
    Ragab, Fatma A.
    Hamed, Mostafa M.
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2009, 44 (10) : 4211 - 4217
  • [6] Synthesis and in vitro anticancer evaluation of some novel hexahydroquinoline derivatives having a benzenesulfonamide moiety
    Al-Said, Mansour S.
    Ghorab, Mostafa M.
    Al-Dosari, Mohammed S.
    Hamed, Mostafa M.
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2011, 46 (01) : 201 - 207
  • [7] Synthesis and Antioxidant Activity of Some Novel Nicotinonitrile Derivatives Bearing a Furan Moiety
    Gouda, Moustafa A.
    Abd El-Ggani, Ghada E.
    Berghot, Moged A.
    Khalil, Abd El-Galil M.
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2019, 56 (07) : 2036 - 2045
  • [8] Synthesis and in vitro anticancer activity of some novel cyclohepta[b]thiophene-3-carboxamides bearing pyrazole moiety
    Al-Ghorbani, Mohammed
    Gouda, Moustafa A.
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2020, 57 (08) : 3213 - 3221
  • [9] Synthesis and evaluation of in vitro anticancer activity of some novel isopentenyladenosine derivatives
    Ottria, Roberta
    Casati, Silvana
    Manzocchi, Ada
    Baldoli, Erika
    Mariotti, Massimo
    Maier, Jeanette A. M.
    Ciuffreda, Pierangela
    BIOORGANIC & MEDICINAL CHEMISTRY, 2010, 18 (12) : 4249 - 4254
  • [10] Synthesis and anticancer activity of new carbohydrazide derivatives bearing furan moiety
    Tok, Fatih
    Kaya Tilki, Elif
    Dikmen, Miris
    Kocyigit-Kaymakcioglu, Bedia
    JOURNAL OF RESEARCH IN PHARMACY, 2022, 26 (01): : 13 - 19