Development of anticancer and antidiabetic polyhydroquinoline derivatives by solvent-free heterocyclization

被引:0
|
作者
Patil, K. S. [1 ]
Mane, S. T. [1 ]
Mohite, S. S. [2 ]
Kanase, D. G. [1 ]
机构
[1] Bharati Vidyapeeths Dr Patangrao Kadam Mahavidyala, Dept Chem, Sangli 416416, Maharashtra, India
[2] Yashwantrao Mohite Coll, Dept Chem, Pune 411038, Maharashtra, India
关键词
Anticancer agents; Antidiabetic agents; Multicomponent synthesis; Nanoparticle; Polyhydroquinoline derivatives; Polyphosphoric acid; CATALYSTS; GROWTH;
D O I
10.1007/s11051-024-06136-7
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Herein we have developed a heterogeneous catalyst for synthesizing various anticancer and antidiabetic polyhydroquinoline derivatives via heterocyclic synthesis under solvent-free conditions at mild temperatures. This approach eliminates the need for complex cleanup or column chromatography, thus minimizing waste production. Moreover, the catalyst can be recovered and reused up to multiple times without compromising product yields, demonstrating its sustainability and environmental friendliness. Additionally, we evaluated each synthetic derivative for anticancer and antidiabetic activities. Initial assays revealed that certain derivatives exhibit promising inhibition against human breast cancer cells, suggesting their potential as lead structures for future anticancer agents. Furthermore, the synthesized derivatives were assessed for antidiabetic activity, showing superior efficacy. Notably, derivatives containing -H, -CH3, and -OCH3 substituents demonstrated excellent anticancer activity, while derivatives containing -H and -Br substituents showed notable antidiabetic activities, highlighting their therapeutic potential. Thus, our study presents an effective and sustainable approach for synthesizing polyhydroquinoline derivatives, emphasizing the catalyst's dual benefits in organic synthesis and medicinal chemistry applications.
引用
收藏
页数:11
相关论文
共 50 条
  • [41] Michael additions on isoxazole derivatives under solvent-free conditions
    Rajanarendar, E
    Ramesh, P
    Karunakar, D
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2003, 42 (08): : 1994 - 1996
  • [42] Eco-friendly solvent-free synthesis of thiazolylpyrazole derivatives
    Bondock, Samir
    El-Azap, Hossam
    Kandeel, Ez-Eldin M.
    Metwally, Mohamed A.
    MONATSHEFTE FUR CHEMIE, 2008, 139 (11): : 1329 - 1335
  • [43] Microwave enhanced solvent-free synthesis of a library of quinoline derivatives
    Song, SJ
    Cho, SJ
    Park, DK
    Kwon, TW
    Jenekhe, SA
    TETRAHEDRON LETTERS, 2003, 44 (02) : 255 - 257
  • [44] A new solvent-free method for the synthesis of olanzapine and its derivatives
    Jaskowska, Jolanta
    Kulaga, Damian
    Majka, Zbigniew
    PRZEMYSL CHEMICZNY, 2016, 95 (10): : 1918 - 1920
  • [45] 1, 3-Disulfonic acid imidazolium hydrogen sulphate as an efficient and reusable ionic liquid for the multicomponent synthesis of polyhydroquinoline derivatives under solvent-free conditions
    Mohammadi, Kamal
    Shirini, Farhad
    Yahyazadeh, Asieh
    RESEARCH ON CHEMICAL INTERMEDIATES, 2016, 42 (03) : 2047 - 2054
  • [46] Green and catalyst-free synthesis of aminoanthraquinone derivatives in solvent-free conditions
    Sardashti-Birjandi, Arezoo
    Mollashahi, Ebrahim
    Maghsoodlou, Malek Taher
    Yazdani-Elah-Abadi, Afshin
    RESEARCH ON CHEMICAL INTERMEDIATES, 2021, 47 (09) : 3597 - 3608
  • [47] Green and catalyst-free synthesis of aminoanthraquinone derivatives in solvent-free conditions
    Arezoo Sardashti-Birjandi
    Ebrahim Mollashahi
    Malek Taher Maghsoodlou
    Afshin Yazdani-Elah-Abadi
    Research on Chemical Intermediates, 2021, 47 : 3597 - 3608
  • [48] Introduction of a novel nanosized N-sulfonated Bronsted acidic catalyst for the promotion of the synthesis of polyhydroquinoline derivatives via Hantzsch condensation under solvent-free conditions
    Goli-Jolodar, Omid
    Shirini, Farhad
    Seddighi, Mohadeseh
    RSC ADVANCES, 2016, 6 (31) : 26026 - 26037
  • [49] ONE-POT SYNTHESIS OF HANTZSCH ESTERS AND POLYHYDROQUINOLINE DERIVATIVES CATALYZED BY γ-Al2O3-NANOPARTICLES UNDER SOLVENT-FREE THERMAL CONDITIONS
    Kiasat, Ali Reza
    Almasi, Hossein
    Saghanezhad, Seyyed Jafar
    REVUE ROUMAINE DE CHIMIE, 2014, 59 (01) : 61 - 66
  • [50] 1, 3-Disulfonic acid imidazolium hydrogen sulphate as an efficient and reusable ionic liquid for the multicomponent synthesis of polyhydroquinoline derivatives under solvent-free conditions
    Kamal Mohammadi
    Farhad Shirini
    Asieh Yahyazadeh
    Research on Chemical Intermediates, 2016, 42 : 2047 - 2054