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Mar. Drugs 2018, 16(10), 380; https://doi.org/10.3390/md16100380

Synthesis of Novel Chitin Derivatives Bearing Amino Groups and Evaluation of Their Antifungal Activity

1
Key Laboratory of Coastal Biology and Bioresource Utilization, Yantai Institute of Coastal Zone Research, Chinese Academy of Sciences, Yantai 264003, China
2
University of Chinese Academy of Sciences, Beijing 100049, China
3
Navigation College, Shandong Jiaotong University, Weihai 264209, China
4
Alliance Pharma, Inc., 17 Lee Boulevard, Malvern, PA 19355, USA
These authors contributed equally to this work.
*
Author to whom correspondence should be addressed.
Received: 13 September 2018 / Revised: 28 September 2018 / Accepted: 3 October 2018 / Published: 11 October 2018
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Abstract

Chemical modification is one of the most effective methods to improve the biological activity of chitin. In the current study, we modified C3-OH and C6-OH of chitin (CT) and successfully synthesized 6-amino-chitin (NCT) and 3,6-diamino-chitin (DNCT) through a series of chemical reactions. The structure of NCT and DNCT were characterized by elemental analyses, FT-IR, 13C NMR, XRD, and SEM. The inhibitory effects of CT, NCT, and DNCT against six kinds of phytopathogen (F. oxysporum f. sp. cucumerium, B. cinerea, C. lagenarium, P. asparagi, F. oxysporum f. niveum, and G. zeae) were evaluated using disk diffusion method in vitro. Meanwhile, carbendazim and amphotericin B were used as positive controls. Results revealed that 6-amino-chitin (NCT) and 3,6-diamino-chitin (DNCT) showed improved antifungal properties compared with pristine chitin. Moreover, DNCT exhibited the better antifungal property than NCT. Especially, while the inhibition zone diameters of NCT are ranged from 11.2 to 16.3 mm, DNCT are about 11.4–20.4 mm. These data demonstrated that the introduction of amino group into chitin derivatives could be key to increasing the antifungal activity of such compounds, and the greater the number of amino groups in the chitin derivatives, the better their antifungal activity was. View Full-Text
Keywords: 6-amino-chitin; 3,6-diamino-chitin; antifungal activity; chitin derivative; structure characteristics 6-amino-chitin; 3,6-diamino-chitin; antifungal activity; chitin derivative; structure characteristics
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).
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Zhang, J.; Luan, F.; Li, Q.; Gu, G.; Dong, F.; Guo, Z. Synthesis of Novel Chitin Derivatives Bearing Amino Groups and Evaluation of Their Antifungal Activity. Mar. Drugs 2018, 16, 380.

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