Microwave-assisted synthesis and antioxidant properties of hydrazinyl thiazolyl coumarin derivatives

被引:57
|
作者
Osman, Hasnah [1 ]
Arshad, Afsheen [1 ]
Lam, Chan Kit [2 ]
Bagley, Mark C. [3 ]
机构
[1] Univ Sains Malaysia, Sch Chem Sci, George Town 11800, Malaysia
[2] Univ Sains Malaysia, Sch Pharmaceut Sci, George Town 11800, Malaysia
[3] Univ Sussex, Sch Life Sci, Dept Chem, Brighton BN1 9QJ, E Sussex, England
来源
关键词
Coumarins; Thiazoles; Antioxidant activity; Microwave synthesis; KNOEVENAGEL CONDENSATION; SCALE-UP; IRRADIATION; NICKEL(II); COMPLEXES; ANTICANCER; COBALT(II); CHEMISTRY; CAPACITY;
D O I
10.1186/1752-153X-6-32
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Background: Coumarin derivatives exhibit a wide range of biological properties including promising antioxidant activity. Furthermore, microwave-assisted organic synthesis has delivered rapid routes to N-and O-containing heterocycles, including coumarins and thiazoles. Combining these features, the use of microwave-assisted processes will provide rapid access to a targeted coumarin library bearing a hydrazino pharmacophore for evaluation of antioxidant properties Results: Microwave irradiation promoted 3 of the 4 steps in a rapid, convergent synthesis of a small library of hydrazinyl thiazolyl coumarin derivatives, all of which exhibited significant antioxidant activity comparable to that of the natural antioxidant quercetin, as established by DPPH and ABTS radical assays Conclusions: Microwave dielectric heating provides a rapid and expedient route to a series of hydrazinyl thiazolyl coumarins to investigate their radical scavenging properties. Given their favourable properties, in comparison with known antioxidants, these coumarin derivatives are promising leads for further development and optimization.
引用
收藏
页数:10
相关论文
共 50 条
  • [21] Microwave-assisted synthesis of phenothiazine and quinoline derivatives
    Gaina, Luiza
    Cristea, Castelia
    Moldovan, Claudia
    Porumb, Dan
    Surducan, Emanoil
    Deleanu, Calin
    Mahamoud, Abdalah
    Barbe, Jacques
    Silberg, Ioan A.
    INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 2007, 8 (02): : 70 - 80
  • [22] Microwave-Assisted Synthesis of Azines and their Condensed Derivatives
    Elgemeie, Galal
    Abd Elaziz, Hanaa
    CURRENT MICROWAVE CHEMISTRY, 2015, 2 (02) : 90 - 128
  • [23] Microwave-Assisted Synthesis of New Adamantyltriazine Derivatives
    Al-Qawasmeh, Raed A.
    Salameh, Bader A.
    AlRazim, Rami
    AlDamen, Murad A.
    Voelter, Wolfgang
    LETTERS IN ORGANIC CHEMISTRY, 2014, 11 (07) : 513 - 518
  • [24] Microwave-assisted rapid synthesis of thiosemicarbazide derivatives
    Zamani, K
    Faghihi, K
    Bagheri, S
    Kalhor, M
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2004, 43 (12): : 2716 - 2718
  • [25] MICROWAVE-ASSISTED SYNTHESIS OF PHENOTHIAZINE SULFOXIDE DERIVATIVES
    Gaina, Luiza
    Surducan, Mihai
    Cristea, Castelia
    Silaghi-Dumitrescu, Luminita
    STUDIA UNIVERSITATIS BABES-BOLYAI CHEMIA, 2009, 54 (02): : 65 - 71
  • [26] Microwave-assisted rapid synthesis of phthalimide derivatives
    Hajipour, AR
    Mallakpour, SE
    Imanzadeh, G
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2001, 40 (03): : 250 - 251
  • [27] Microwave-assisted Green Synthesis of β-Diketone Hydrazone Derivatives and Evaluation of their Antioxidant and Antibacterial Activities
    Ameen, Syed Tajudeen Syed
    Vilvanathan, Anbalagan
    Khader, Syed Zameer Ahmed
    Mahalingam, Gayathri
    CURRENT MICROWAVE CHEMISTRY, 2020, 7 (03) : 222 - 229
  • [28] Microwave-Assisted Synthesis of N-Substituted Maleimide Derivatives as Exogenous Antioxidant Agents
    Rammohan, Aluru
    Reddy, Guda Mallikarjuna
    Garcia, Jarem Raul
    Zyryanov, Grigory V.
    Sravya, Gundala
    Reddy, Nemallapudi Bakthavatchala
    Yuvaraja, Gutha
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2019, 56 (02) : 470 - 476
  • [29] Microwave-assisted Parallel Synthesis and Antioxidant Activity of Aryloxy-acetyl Ferrocenes Derivatives
    Wang, Wenbin
    Liu, Dan
    Pi, Danwei
    Liao, Quanbin
    Liu, Mingguo
    ADVANCES IN CHEMICAL ENGINEERING III, PTS 1-4, 2013, 781-784 : 1085 - 1088
  • [30] Microwave-Assisted Synthesis, Characterization, Antimicrobial and Antioxidant Activity of Some New Isatin Derivatives
    Kiran, G.
    Maneshwar, T.
    Rajeshwar, Y.
    Sanrangapani, M.
    JOURNAL OF CHEMISTRY, 2013, 2013