Structure-antitumor activity relationship of a d-manno-d-glucan from Microellobosporia grisea: Effect of periodate modification on antitumor activity
| Autor: | Kazuhiro Inoue, Shizuo Kadoya, Morihiro Kohno |
|---|---|
| Rok vydání: | 1983 |
| Předmět: |
Microellobosporia grisea
Chemical Phenomena Formates Stereochemistry Antineoplastic Agents Borohydride Biochemistry Mannoglucan Analytical Chemistry Mannans Mice Structure-Activity Relationship Hydrolysis Residue (chemistry) chemistry.chemical_compound Animals Carcinoma Ehrlich Tumor Glucans Glucan Antitumor activity chemistry.chemical_classification Chemistry Periodic Acid Organic Chemistry Periodate General Medicine carbohydrates (lipids) |
| Zdroj: | Carbohydrate Research. 123:305-314 |
| ISSN: | 0008-6215 |
| DOI: | 10.1016/0008-6215(83)88485-7 |
| Popis: | An antitumor d -manno- d -glucan from Microellobosporia grisea , an actinomycete, has a tetrasaccharide repeating-unit structure, a single α- d -mannosyl group being located at both O-3 and O-6 of every other β- d -(1→4)-glucosyl residue. The d -mannosyl groups and d -glucosyl residues of the mannoglucan were polyhydroxylated to various extents by controlled periodate oxidation followed by borohydride reduction. The derivatives (PA mannoglucans) were further subjected to mild hydrolysis with acid, to give partially debranched mannoglucans (PA-H mannoglucans). These derivatives were tested for antitumor activity against Ehrlich carcinoma solid tumor in mice. The PA mannoglucans having degrees of polyhydroxylation of less than ∼50 and 2% of the d -mannosyl groups and d -glucosyl residues, respectively, showed high antitumor activities, similar to that of the original mannoglucan, whereas further polyhydroxylation resulted in a marked decrease in, or complete loss of, the activity. The PA-H mannoglucans, lacking 5–40% of the d -mannosyl branches, still had potent antitumor activities, comparable to that of the original mannoglucan. On the basis of these results, the relationship of the structure of the mannoglucan to the antitumor activity is discussed. |
| Databáze: | OpenAIRE |
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