High-efficient synthesis and biological activities of allosamidins

• Published in: Journal of enzyme inhibition and medicinal chemistry Vol. 30; no. 6; pp. 863 - 866
• Main Authors: Huang, Gangliang, Peng, Daquan, Mei, Xinya, Chen, Xin, Xiao, Feng, Tang, Qilin
• Format: Journal Article
• Language: English
• Published: England Informa Healthcare 02.11.2015
• Subjects: Acetylglucosamine - analogs & derivatives; Acetylglucosamine - chemical synthesis; Acetylglucosamine - chemistry; Acetylglucosamine - pharmacology; Allosamidins; Animals; Antifungal Agents - chemical synthesis; Antifungal Agents - chemistry; Antifungal Agents - pharmacology; Bombyx - drug effects; Carbohydrate Conformation; chitinase inhibitory activities; Chitinases - antagonists & inhibitors; Chitinases - metabolism; Enzyme Inhibitors - chemical synthesis; Enzyme Inhibitors - chemistry; Enzyme Inhibitors - pharmacology; Fungi - drug effects; insecticidal and antifungal activities; Insecticides - chemical synthesis; Insecticides - chemistry; Insecticides - pharmacology; Spodoptera - drug effects; synthesis; Trisaccharides - chemical synthesis; Trisaccharides - chemistry; Trisaccharides - pharmacology; synthesis; Allosamidins; chitinase inhibitory activities; insecticidal and antifungal activities
• DOI: 10.3109/14756366.2014.987137
• ISSN: 1475-6366; 1475-6374

The pseudo-trisaccharide allosamidin 1 is a potent inhibitor of all family-18 chitinases, and it is confirmed to have insecticidal and antifungal activities. But the synthesis of allosamidins is very difficult, and it is a challengeable subject. Allosamidins were synthesized in solid-liquid phase, total solid-phase and total liquid-phase, respectively. Solid-liquid phase method realizes the partial solid-phase synthesis of allosamidins. Total solid-phase method greatly simplifies the purification process. Total liquid-phase method shortens the synthetic steps of allosamidins. The insecticidal and antifungal activities of allosamidins were also reported herein.