Synthesis of New Carbazole-Thiazole Analogues and Evaluating their Anticancer Activity

被引:1
|
作者
Elmorsy, Mohamed R. [1 ]
Eltoukhi, Mariam [1 ]
Fadda, Ahmed A. [1 ]
Abdel-Latif, Ehab [1 ]
Abdelmoaz, Miral A. [2 ]
机构
[1] Mansoura Univ, Fac Sci, Dept Chem, Mansoura 35516, Egypt
[2] Sinai Univ, Fac Pharm, Dept Pharmaceut Chem, Kantra, Egypt
关键词
Carbazole; thiazole; Knoevenagel reaction; anticancer activity; MTT assay; KNOEVENAGEL REACTION; CANCER; DERIVATIVES; INHIBITORS; ALKALOIDS;
D O I
10.1080/10406638.2022.2144909
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Medicinal research has focused on the discovery and progress of anticancer drugs. Carbazole and thiazole are organic heterocyclic compounds that are the building blocks for synthetic and natural pharmaceutical compounds. Thus, this research article involves the synthesis of nine carbazole linked thiazolidinone derivatives from the Knoevenagel reaction of 9-ethylcarbazole-3-carbaldehyde with several thiazolidine-5-one and thiazolin-4-one derivatives. The structures of these compounds were confirmed by spectroscopic tools such as IR, H-1 and C-13 NMR, and mass spectrometry. The MTT assay, using Cisplatin as a reference drug, was used to test the cytotoxicity of the synthesized carbazole-thiazole analogous against three different cell lines: breast cancer (MCF-7), hepatocellular carcinoma (HepG-2), and colon carcinoma (HCT-116). The 3b and 5c molecules were the most effective antitumor drugs against the three cell lines. Compound 3b has IC50 values of (0.0304 +/- 0.001, 0.058 +/- 0.002 and 0.047 +/- 0.002 mu M) for HepG-2, MCF-7, and HCT-116, respectively. When examined on HepG-2, MCF-7, and HCT-116 cell lines, the IC50 values revealed by component 5c were (0.048 +/- 0.002, 0.086 +/- 0.0025 and 0.06 +/- 0.007 mu M), respectively.
引用
收藏
页码:8048 / 8064
页数:17
相关论文
共 50 条
  • [21] Synthesis, Docking, and Anticancer Activity of New Thiazole Clubbed Thiophene, Pyridine, or Chromene Scaffolds
    Radwan, Ahmed S.
    Khalid, Mohamed A. A.
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2019, 56 (03) : 1063 - 1074
  • [22] Synthesis and Anticancer Activity Assessment of Zelkovamycin Analogues
    Xie, Xinrong
    Huang, Hongshun
    Jaiswal, Yogini S.
    Su, Shaoyang
    Yang, Linxia
    Fan, Yu
    Guan, Yifu
    Williams, Leonard L.
    Bian, Hedong
    MOLECULES, 2024, 29 (18):
  • [23] Synthesis and anticancer activity studies of indolylisoxazoline analogues
    Chaitanya, M. V. S. K.
    Reddy, P. O. Venkataramana
    Nikhil, Kumar
    Kumar, Anil
    Shah, Kavita
    Kumar, Dalip
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2018, 28 (17) : 2842 - 2845
  • [24] Synthesis and characterization of methotrexate analogues for anticancer activity
    Prakash, A.
    Sundar, A. Shayam
    Kumar, Suresh K.
    Swastika, Ganguly
    INDIAN JOURNAL OF PHARMACOLOGY, 2008, 40 : 193 - 193
  • [25] Trachycladines and Analogues: Synthesis and Evaluation of Anticancer Activity
    Peitsinis, Zisis V.
    Mitrakas, Achilleas G.
    Nakiou, Eirini A.
    Melidou, Dafni A.
    Kalamida, Dimitra
    Kakouratos, Christos
    Koukourakis, Michael I.
    Koumbis, Alexandros E.
    CHEMMEDCHEM, 2017, 12 (06) : 448 - 455
  • [26] Synthesis and anticancer activity of a series of norcantharidin analogues
    Tarleton, Mark
    Gilbert, Jayne
    Sakoff, Jennette A.
    McCluskey, Adam
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2012, 54 : 573 - 581
  • [27] Stereoselective synthesis and anticancer activity of broussonetine analogues
    Jackova, Dominika
    Martinkova, Miroslava
    Gonda, Jozef
    Vilkova, Maria
    Pilatova, Martina Bago
    Takac, Peter
    TETRAHEDRON-ASYMMETRY, 2017, 28 (09) : 1175 - 1182
  • [28] Synthesis, anticancer activity and mechanism of action of new phthalimido-1,3-thiazole derivatives
    Oliveira, Arsenio Rodrigues
    dos Santos, Flaviana Alves
    de Lima Ferreira, Larissa Pelagia
    da Rocha Pitta, Maira Galdino
    de Oliveira Silva, Marcius Vinicius
    de Oliveira Cardoso, Marcos Verissimo
    Pinto, Aline Ferreira
    Marchand, Pascal
    Barreto de Melo Rego, Moacyr Jesus
    Lima Leite, Ana Cristina
    CHEMICO-BIOLOGICAL INTERACTIONS, 2021, 347
  • [29] Synthesis and Anticancer Activity of New Substituted Piperidinones Linked to Pyrimidine, Thiazole, and Triazole Glycoside Derivatives
    M. N. M. Yousif
    I. F. Nassar
    N. M. Yousif
    H. M. Awad
    W. A. El-Sayed
    Russian Journal of General Chemistry, 2019, 89 : 1673 - 1682
  • [30] Heterocycles 44. Synthesis, characterization and anticancer activity of new thiazole ortho-hydroxychalcones
    Coman, Fana-Maria
    Mbaveng, Armelle T.
    Leonte, Denisa
    Bencze, Laszlo Csaba
    Vlase, Laurian
    Imre, Silvia
    Kuete, Victor
    Efferth, Thomas
    Zaharia, Valentin
    MEDICINAL CHEMISTRY RESEARCH, 2018, 27 (05) : 1396 - 1407