Development of vizantin, a safe immunostimulant, based on the structure-activity relationship of trehalose-6,6'-dicorynomycolate.

Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Yamashiro-cho, Tokushima 770-8514, Japan. hirofumi@ph.bunri-u.ac.jp

Journal of medicinal chemistry 2013 Jan 10

filter terms:

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.

Citation

Hirofumi Yamamoto, Masataka Oda, Mayo Nakano, Naoyuki Watanabe, Kenta Yabiku, Masahiro Shibutani, Masahisa Inoue, Hiroshi Imagawa, Masahiro Nagahama, Seiichiro Himeno, Kojun Setsu, Jun Sakurai, Mugio Nishizawa. Development of vizantin, a safe immunostimulant, based on the structure-activity relationship of trehalose-6,6'-dicorynomycolate. Journal of medicinal chemistry. 2013 Jan 10;56(1):381-5