Abstract
Vizantin, 6,6'-bis-O-(3-nonyldodecanoyl)-α,α'-trehalose, was developed as a safe immunostimulator on the basis of a structure-activity relationship (SAR) study with trehalose 6,6'-dicorynomycolate (TDCM). It was possible to synthesize vizantin on a large scale more easily than in the case of TDCM, and the compound exhibited more potent prophylactic effect on experimental lung metastasis of B16-F0 melanoma cells. Because vizantin stimulated human macrophages, it is a promising candidate for clinical application.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Adjuvants, Immunologic / chemical synthesis*
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Adjuvants, Immunologic / chemistry
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Adjuvants, Immunologic / pharmacology
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Animals
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Antineoplastic Agents / chemical synthesis*
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Antineoplastic Agents / chemistry
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Antineoplastic Agents / pharmacology
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Cell Line, Tumor
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Cord Factors / chemical synthesis*
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Cord Factors / chemistry
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Cord Factors / pharmacology
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Glycolipids / chemical synthesis*
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Glycolipids / chemistry
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Glycolipids / pharmacology
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Humans
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In Vitro Techniques
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Lung Neoplasms / prevention & control
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Lung Neoplasms / secondary
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Macrophages / drug effects
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Macrophages / immunology
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Melanoma, Experimental / pathology
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Mice
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Mice, Inbred C57BL
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Phagocytosis / drug effects
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Stereoisomerism
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Structure-Activity Relationship
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Trehalose / analogs & derivatives*
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Trehalose / chemical synthesis
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Trehalose / chemistry
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Trehalose / pharmacology
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Xenograft Model Antitumor Assays
Substances
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6,6'-bis-O-(3-nonyldodecanoyl)-alpha,alpha'-trehalose
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Adjuvants, Immunologic
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Antineoplastic Agents
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Cord Factors
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Glycolipids
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6,6'-dicorynomycolyl trehalose
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Trehalose