Synthesis, immunological activities, and scavenging ability toward superoxide anion of (1-->3)-beta-D-pentaglucoside and its epoxyalkyl derivatives.
The epoxyalkyl (1-->3)-beta-D-pentaglucosides 2 and 3 were synthesized in order by acetylation, glycosidation, oxidation, and deacetylation of 1. The immunological activities (superoxide anion production activity, phagocytic activity, and lymphocyte proliferation) and scavenging ability toward superoxide anion of (1-->3)-beta-D-pentaglucoside (1) and its epoxyalkyl derivatives (2 and 3) were investigated. Superoxide anion released from human blood monocytes was measured by the reduction of ferricytochrome c. Phagocytosis by peritoneal macrophages was detected through a teal ingesting that measured the chicken red blood cells (CRBC). Lymphocyte proliferation was determined by the MTT method. The scavenging ability of 1, 2, and 3 toward superoxide anions was evaluated by means of chemiluminescence (CL). The results showed that 2 and 3 had a little higher immunological activity and scavenging ability toward superoxide anion than 1, which indicated that the reducing end of the oligoglucosides was quite important for maximum biological activity.
Huang
Gang-Liang
GL
The Key Laboratory of Biomedical Photonics of Ministry of Education, Huazhong University of Science and Technology (East Campus), 1037 Luoyu Road, Wuhan 430074, China. hgl226@126.com
Liu
Man-Xi
MX
Mei
Xin-Ya
XY
Wang
Ying
Y
D000818:Animals; D049109:Cell Proliferation / Q000187:drug effects; D002478:Cells, Cultured; D002645:Chickens; D005960:Glucosides / Q000138:chemical synthesis* / Q000276:immunology; D006801:Humans; D008213:Lymphocyte Activation / Q000187:drug effects; D017737:Macrophages, Peritoneal / Q000187:drug effects*; D009000:Monocytes / Q000187:drug effects* / Q000276:immunology; D009844:Oligosaccharides / Q000138:chemical synthesis* / Q000276:immunology / Q000494:pharmacology; D010587:Phagocytosis / Q000187:drug effects; D013329:Structure-Activity Relationship; D013481:Superoxides / Q000378:metabolism
D005960:Glucosides; D009844:Oligosaccharides; D013481:Superoxides