Preparation of 1,3,5-thiadiazine-2-thione derivatives of chitosan and their potential antioxidant activity in vitro

被引:43
|
作者
Ji, Xia [1 ]
Zhong, Zhimei
Chen, Xiaolin
Xing, Ronge
Liu, Song
Wang, Lin
Li, Pengcheng
机构
[1] Chinese Acad Sci, Inst Oceanol, Qingdao 266071, Peoples R China
[2] Chinese Acad Sci, Grad Univ, Beijing 100039, Peoples R China
关键词
1,3,5-thiadiazine-2-thione derivatives of chitosan; radical scavenging effect; reducing power;
D O I
10.1016/j.bmcl.2007.05.020
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Three new kinds of 1,3,5-thiadiazine-2-thi one derivatives of chitosan with two different molecular weight (SATTCS1, SATTCS2, TITTCS1, TITTCS2, CITTCS1 and CITTCS2) have been prepared. Their structures were characterized by IR spectroscopy. The substitution degree of derivatives calculated by elemental analyses was 0.47, 0.42, 0.41, 0.38, 0.41 and 0.36, respectively. The result shows that substitution degree of derivatives was higher with lower molecular weight. The antioxidant activity was studied using an established system, such as bydroxyl radical scavenging, superoxide radical scavenging and reducing power. Antioxidant activity of the 1,3,5-thiadiazine-2-thione derivatives of chitosan were stronger than that of chitosans and antioxiclant activity of low molecular weight derivatives were stronger than that of high molecular weight derivatives. It is a potential antioxidant in vitro. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4275 / 4279
页数:5
相关论文
共 50 条
  • [1] New tetrahydro-2H-1,3,5-thiadiazine-2-thione derivatives as potential antimicrobial agents
    El-Shorbagi, AN
    ARCHIV DER PHARMAZIE, 2000, 333 (09) : 281 - 286
  • [2] Synthesis and antimicrobial activity of new tetrahydro-2H-1,3,5-thiadiazine-2-thione derivatives
    Ilhan, E
    Capan, G
    Ergenc, N
    Uzun, M
    Kiraz, M
    Kaya, D
    FARMACO, 1995, 50 (11): : 787 - 790
  • [3] Synthesis, degradation kinetics and in vitro antimicrobial activity of tetrahydro-2H-1,3,5-thiadiazine-2-thione derivatives of some β-amino acids
    Aboul-Fadl, T
    Khallil, AR
    ARZNEIMITTELFORSCHUNG-DRUG RESEARCH, 2003, 53 (07): : 526 - 531
  • [4] SYNTHESIS AND ANTIMICROBIAL ACTIVITIES OF SOME NEW TETRAHYDRO-2H-1,3,5-THIADIAZINE-2-THIONE DERIVATIVES OF CEFADROXIL
    SARAC, S
    ERTAN, M
    BALKAN, A
    YULUG, N
    ARCHIV DER PHARMAZIE, 1991, 324 (07) : 449 - 453
  • [5] Novel 1,3,5-thiadiazine-2-thione derivatives containing a hydrazide moiety:Design, synthesis and bioactive evaluation against phytopathogenic fungi in vitro and in vivo
    Xiaobin Wang
    Xincan Fu
    Min Chen
    An Wang
    Jinghua Yan
    Yudong Mei
    Mengqi Wang
    Chunlong Yang
    Chinese Chemical Letters, 2019, 30 (07) : 1419 - 1422
  • [6] Novel 1,3,5-thiadiazine-2-thione derivatives containing a hydrazide moiety: Design, synthesis and bioactive evaluation against phytopathogenic fungi in vitro and in vivo
    Wang, Xiaobin
    Fu, Xincan
    Chen, Min
    Wang, An
    Yan, Jinghua
    Mei, Yudong
    Wang, Mengqi
    Yang, Chunlong
    CHINESE CHEMICAL LETTERS, 2019, 30 (07) : 1419 - 1422
  • [7] SYNTHESIS AND ANTIMICROBIAL ACTIVITIES OF SOME NEW TETRAHYDRO-2H-1,3,5-THIADIAZINE-2-THIONE DERIVATIVES OF AMOXICILLIN
    ERTAN, M
    SARAC, S
    YULUG, N
    ARZNEIMITTEL-FORSCHUNG/DRUG RESEARCH, 1990, 40-2 (07): : 790 - 795
  • [8] SYNTHESIS AND ANTIMICROBIAL ACTIVITIES OF SOME NEW TETRAHYDRO-2H-1,3,5-THIADIAZINE-2-THIONE DERIVATIVES OF AMPICILLIN
    ERTAN, M
    TAYHAN, AB
    YULUG, N
    ARCHIV DER PHARMAZIE, 1990, 323 (09) : 605 - 609
  • [9] SYNTHESIS AND ANTIMICROBIAL ACTIVITIES OF SOME NEW TETRAHYDRO-2H-1,3,5-THIADIAZINE-2-THIONE DERIVATIVES OF CEPHALEXIN
    BALKAN, A
    ERTAN, M
    SARAC, S
    YULUG, N
    ARZNEIMITTEL-FORSCHUNG/DRUG RESEARCH, 1990, 40-2 (11): : 1246 - 1249
  • [10] Design, synthesis and antimicrobial activities of novel 1,3,5-thiadiazine-2-thione derivatives containing a 1,3,4-thiadiazole group
    Yan, Jinghua
    Si, Weijie
    Hu, Haoran
    Zhao, Xu
    Chen, Min
    Wang, Xiaobin
    PEERJ, 2019, 7