An Effective and Promising Strategy for Plant Protection: Synthesis of L-Carvone-Based Thiazolinone–Hydrazone/Nanochitosan Complexes with Antifungal Activity and Sustained Releasing Performance
Abstract
:1. Introduction
2. Results and Discussion
2.1. Discovery of Antifungal Compounds
2.2. Design and Synthesis of an L-Carvone-Based Nanochitosan Carrier Bearing the 1,3,4-Thiadiazole-Amide Group
2.3. Characterization of the L-Carvone-Based Nanochitosan Carrier Bearing the 1,3,4-Thiadiazole-Amide Group
2.4. Fabrication and Sustained Releasing Behavior of the L-Carvone-Based Thiazolinone–Hydrazone/Nanochitosan Complexes
3. Materials and Methods
3.1. Materials
3.2. Chemical Synthesis and Structural Characterization of the Target Compounds
3.2.1. Synthesis of L-Carvone 4-Methyl-thiosemicarbazone 2
3.2.2. Synthesis of L-Carvone-Based Intermediate 3
3.2.3. Synthesis of L-Carvone-Based Thiazolinone–Hydrazone Compounds 4a~4y
3.2.4. Structural Characterization of L-Carvone-Based Compounds 2, 3, and 4a~4y
3.3. Antifungal Activity Evaluation of the Target Compounds
3.4. Synthesis and Characterization of L-Carvone-Based Nanochitosan Carrier Bearing the 1,3,4-Thiadiazole-Amide Group
3.4.1. Synthesis of L-Carvone-Based 1,3,4-Thiadiazole-Amide Intermediate 6
3.4.2. Synthesis of L-Carvone-Based Nanochitosan Carrier 7 Bearing the 1,3,4-Thiadiazole-Amide Group
3.4.3. Structural Characterization of L-Carvone-Based Nanochitosan Carrier 7 Bearing the 1,3,4-Thiadiazole-Amide Group
3.5. Fabrication and Sustained Releasing Behavior of L-Carvone-Based Thiazolinone–Hydrazone/Nanochitosan Complexes
3.5.1. Fabrication of L-Carvone-Based Thiazolinone–Hydrazone/Nanochitosan Complexes
3.5.2. Sustained Releasing Behavior of L-Carvone-Based Thiazolinone–Hydrazone/Nanochitosan Complexes
4. Conclusions
Supplementary Materials
Author Contributions
Funding
Institutional Review Board Statement
Informed Consent Statement
Data Availability Statement
Acknowledgments
Conflicts of Interest
References
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Entry | Mass Ratio of Carrier to Compound 4h | EE/% | Complexes |
---|---|---|---|
1 | 1:1 | 73.37 | 7/4h-1 |
2 | 2:1 | 90.13 | 7/4h-2 |
3 | 3:1 | 80.52 | 7/4h-3 |
4 | 2:1 | 70.89 | Cs/4h |
5 | 2:1 | 79.37 | 9/4h |
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Li, B.; Duan, W.; Lin, G.; Ma, X.; Wen, R.; Zhang, Z. An Effective and Promising Strategy for Plant Protection: Synthesis of L-Carvone-Based Thiazolinone–Hydrazone/Nanochitosan Complexes with Antifungal Activity and Sustained Releasing Performance. Int. J. Mol. Sci. 2024, 25, 4595. https://doi.org/10.3390/ijms25094595
Li B, Duan W, Lin G, Ma X, Wen R, Zhang Z. An Effective and Promising Strategy for Plant Protection: Synthesis of L-Carvone-Based Thiazolinone–Hydrazone/Nanochitosan Complexes with Antifungal Activity and Sustained Releasing Performance. International Journal of Molecular Sciences. 2024; 25(9):4595. https://doi.org/10.3390/ijms25094595
Chicago/Turabian StyleLi, Baoyu, Wengui Duan, Guishan Lin, Xianli Ma, Rongzhu Wen, and Zhaolei Zhang. 2024. "An Effective and Promising Strategy for Plant Protection: Synthesis of L-Carvone-Based Thiazolinone–Hydrazone/Nanochitosan Complexes with Antifungal Activity and Sustained Releasing Performance" International Journal of Molecular Sciences 25, no. 9: 4595. https://doi.org/10.3390/ijms25094595