Citation: Wang Yubao, Zhang Yuchun, Sun Lin, Wen Quanwu, Liu Gang, Liu Fang. Syntheses and Antifungal Activities of Biquinazoline Diselenides Compounds[J]. Chemistry, ;2019, 82(3): 264-269. shu

Syntheses and Antifungal Activities of Biquinazoline Diselenides Compounds

Wang Yubao ¹ ,
Zhang Yuchun ¹ ,
Sun Lin ¹ ,
Wen Quanwu ¹ ,
Liu Gang ^1,, ,
Liu Fang ^2,,

1.
School of Chemistry and Materials Science, Ludong University, Yantai 264025
2.
Department of Pharmacy, Bengbu Medical College, Bengbu 233030

Corresponding author: Liu Gang, shdliugang@163.com Liu Fang, qiulilf@126.com
Received Date: 31 August 2018
Accepted Date: 14 November 2018

Figures(1)

A series of novel biquinazoline diselenide compounds were designed and synthesized with substituted 4-chloroquinazoline and sodium diselenide based on bioisosterism. Their structures were confirmed by IR, ¹H NMR, ¹³C NMR, and elemental analyses. The antifungal activities of as-prepared compounds were evaluated by growth-rate method in vitro. Compound 1b, 1c, 1d, 1h, 1i and 1j were found to have good antibacterial activities against nine kinds of phytopathogenic fungi cell lines such as G. zeae, F. oxysporum, C. mandshurica, R. solani, T. cucumeris, S. sclerotiorum, B. cinerea, P. infestans and C. gloeosporioides. Moreover, compared with the commercial antifungal drugs Hymexazol, 1b exerted better antifungal effects on corresponding bacterial lines at 50 μg/mL.
- Quinazoline,
- Biquinazoline diselenide,
- Synthesis,
- Antifungal activities
1. [1]
  E S Komarova, I A Osterman, P I Pletnev et al. Biochimie, 2017, 133:45~55.
2. [2]
  G Liu, W Q Ma, H G Chen et al. Asian J. Chem., 2013, 25:9957~9960.
3. [3]
  G Kedarnath, V K Jain. Coordin. Chem. Rev., 2013, 257:1409~1035.
4. [4]
  J Wei, Y Yang, Z X Wang et al. Med. Chem. Res., 2017, 26:841~848.
5. [5]
  Y J Huang, Y Y Zhang, G Liu et al. Asian Pac. J. Cancer Prev., 2014, 15:6301~6306.
6. [6]
  G Liu, Y J Huang, K Cao et al. Afinidad, 2016, 73:75~79.
7. [7]
  M M Endicott, E Wick, M L Mercury et al. J. Am. Chem. Soc., 1946, 68:1299~1301.
8. [8]
  M M Endicott, B W Aldcn. M L Sherrill. J. Am. Chem. Soc., 1946, 68:1303~1304.
9. [9]
  H C Scarborough, B C Lawes, J L Minielli et al. J. Org. Chem., 1962, 27:957~961.
10. [10]
  A B Sen, P R Singh. J. Indian Chem. Soc., 1959, 36:787~791.
11. [11]
  M T Bogert, G Scatchard. J. Am. Chem. Soc., 1919, 41:2052~2068.
12. [12]
  I Y Postovskii, N N Vereshchagina, S L Mertsalov. Chem. Heterocycl. Compd., 1966, 2:180~185.
13. [13]
  P M Chandrika, T Yakaiah, B Narsaiah. Indian J. Chem., 2009, 48:840~847.
14. [14]
  W L F Armarego. J. Chem. Soc. 1962:561~572.
15. [15]
  F H S Curd, J K Landquist, F L Rose. J. Chem. Soc., 1948, 1759~1766.
16. [16]
  D K Pandey, N N Tripathi, R D Tripathi et al. J. Plant Dis. Protect., 1982, 89:344~349.
17. [17]
  S G Edwards, B Seddon. J. Appl. Microbiol., 2001, 91:652~659.
1. [1]
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沈阳化工大学材料科学与工程学院沈阳 110142