Synthesis, identification, and study of the biological activity of some new pyrimidine, oxazine, and thiazine derivatives through reactive chalcones

被引:1
作者
Abdulhussein, Nooralhuda M. [1 ]
Abood, Zeid Hassan [2 ]
机构
[1] Univ Kerbala, Coll Educ Pure Sci, Dept Chem, Kerbala, Iraq
[2] Univ Kerbala, Coll Sci, Dept Chem, Kerbala, Iraq
来源
MOROCCAN JOURNAL OF CHEMISTRY | 2024年 / 12卷 / 01期
关键词
2-Aminobenzothiazole; Chalcone; Pyrimidine; Oxazines; Thiazine; ANTIOXIDANT; DOCKING; STEEL;
D O I
10.48317/IMIST.PRSM/morjchem-v12i1.44754
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The synthesis of novel chalcone derivatives [C1-C5] using the ClaisenSchmidt condensation method is part of this work. Subsequently, chalcones were treated with guanidine hydrochloride, urea, thiourea, and thioacetamide, respectively, in the presence of ethanolic sodium hydroxide to create new heterocyclic derivatives, including pyrimidines [Ca1-Ca5], 2-amino-1,3-oxazines [Cb1-Cb5], 2-amino-1,3thiazines [Cd1-Cd5], and 2-methyl-1,3-thiazines [Cd6-Cd10]. The target compounds' synthetic chemical structures have been inferred through the use of mass spectral, 1H NMR, 13C NMR, and FT-IR data. The antioxidant and antibacterial properties of each recently created compound have been examined. The novel-produced compounds' antioxidant activity was assessed using the DPPH. Compounds Ca3, Ca4, Ca5, and Cd5 have DPPH radical scavenging properties that are especially potent and equivalent to ascorbic acid. In an antibacterial study, it was found that the synthetic compounds C2, C5, Cb1, Cb2, Cb4, Cd1, Cd2, Cd6, Cd8, and Cd9 were more effective than Gentamycin as a control medicine against Staphylococcus aureus.
引用
收藏
页码:376 / 393
页数:18
相关论文
共 46 条
  • [1] New pyrimidine/thiazole hybrids endowed with analgesic, anti-inflammatory, and lower cardiotoxic activities: Design, synthesis, and COX-2/sEH dual inhibition
    Abdel-Aziz, Salah A.
    Taher, Ehab S.
    Lan, Ping
    El-Koussi, Nawal A.
    Salem, Ola I. A.
    Gomaa, Hesham A. M.
    Youssif, Bahaa G. M.
    [J]. ARCHIV DER PHARMAZIE, 2022, 355 (07)
  • [2] Ananthula S, 2014, ANTICANCER RES, V34, P2715
  • [3] Awale A. G., 2013, IOSR JPBS, V6, P1
  • [4] Synthesis of Polyheterocyclic Ring Systems Included Triazolo[1,5-a]Pyrimidine as Antioxidant Agents
    Bayazeed, Abrar A.
    Alnoman, Rua B.
    [J]. POLYCYCLIC AROMATIC COMPOUNDS, 2022, 42 (03) : 735 - 748
  • [5] Bohm BA., 1998, INTRO FLAVONOIDS
  • [6] BRAND-WILLIAMS W, 1995, FOOD SCI TECHNOL-LEB, V28, P25
  • [7] Synthesis and anti-bacterial activities of some novel pyrazolobenzothiazine-based chalcones and their pyrimidine derivatives
    Bukhari, Mujahid Hussain
    Siddiqui, Hamid Latif
    Ahmad, Matloob
    Hussain, Tanvir
    Moloney, Mark G.
    [J]. MEDICINAL CHEMISTRY RESEARCH, 2012, 21 (10) : 2885 - 2895
  • [8] Iridoid glucosides with free radical scavenging properties from Fagraea blumei
    Cuendet, M
    Hostettmann, K
    Potterat, O
    Dyatmiko, W
    [J]. HELVETICA CHIMICA ACTA, 1997, 80 (04) : 1144 - 1152
  • [9] Novel thieno oxazine analogues as antihyperglycemic and lipid modulating agents
    Das, SK
    Reddy, KA
    Abbineni, C
    Iqbal, J
    Suresh, J
    Premkumar, M
    Chakrabarti, R
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2003, 13 (03) : 399 - 403
  • [10] Flavonoids: Old and new aspects of a class of natural therapeutic drugs
    Di Carlo, G
    Mascolo, N
    Izzo, AA
    Capasso, F
    [J]. LIFE SCIENCES, 1999, 65 (04) : 337 - 353