Isolation and Total Synthesis of Hoshinolactam, an Antitrypanosomal Lactam from a Marine Cyanobacterium.
In the search for new antiprotozoal substances, hoshinolactam, an antitrypanosomal lactam, was isolated from a marine cyanobacterium. The gross structure was elucidated by spectroscopic analyses, and the absolute configuration was determined by the first total synthesis. Hoshinolactam showed potent antitrypanosomal activity with an IC50value of 3.9 nM without cytotoxicity against human fetal lung fibroblast MRC-5 cells (IC50> 25 μM).
Department of Chemistry, Keio University , 3-14-1 Hiyoshi, Kohoku-ku, Yokohama, Kanagawa 223-8522, Japan.
Hidetoshi
H
Ogawa
Department of Chemistry, Keio University , 3-14-1 Hiyoshi, Kohoku-ku, Yokohama, Kanagawa 223-8522, Japan.
Arihiro
A
Iwasaki
Department of Chemistry, Keio University , 3-14-1 Hiyoshi, Kohoku-ku, Yokohama, Kanagawa 223-8522, Japan.
Shimpei
S
Sumimoto
Research Center for Tropical Diseases, Kitasato Institute for Life Sciences, and §Graduate School of Infection Control Sciences, Kitasato University , 5-9-1, Shirokane, Minato-ku, Tokyo 108-8641, Japan.
Masato
M
Iwatsuki
Research Center for Tropical Diseases, Kitasato Institute for Life Sciences, and §Graduate School of Infection Control Sciences, Kitasato University , 5-9-1, Shirokane, Minato-ku, Tokyo 108-8641, Japan.
Aki
A
Ishiyama
Research Center for Tropical Diseases, Kitasato Institute for Life Sciences, and §Graduate School of Infection Control Sciences, Kitasato University , 5-9-1, Shirokane, Minato-ku, Tokyo 108-8641, Japan.
Rei
R
Hokari
Research Center for Tropical Diseases, Kitasato Institute for Life Sciences, and §Graduate School of Infection Control Sciences, Kitasato University , 5-9-1, Shirokane, Minato-ku, Tokyo 108-8641, Japan.
Kazuhiko
K
Otoguro
Research Center for Tropical Diseases, Kitasato Institute for Life Sciences, and §Graduate School of Infection Control Sciences, Kitasato University , 5-9-1, Shirokane, Minato-ku, Tokyo 108-8641, Japan.
Satoshi
S
O Mura
Department of Chemistry, Keio University , 3-14-1 Hiyoshi, Kohoku-ku, Yokohama, Kanagawa 223-8522, Japan.
Kiyotake
0000-0001-5343-5890
K
Suenaga
D059001:Aquatic Organisms; D002460:Cell Line; D002470:Cell Survival / Q000187:drug effects; D000458:Cyanobacteria / Q000737:chemistry*; D005347:Fibroblasts / Q000166:cytology / Q000187:drug effects; D006801:Humans; D020128:Inhibitory Concentration 50; D007769:Lactams / Q000138:chemical synthesis* / Q000302:isolation & purification*; D008168:Lung / Q000166:cytology; D013237:Stereoisomerism; D014344:Trypanocidal Agents / Q000138:chemical synthesis* / Q000302:isolation & purification*
D007769:Lactams; D014344:Trypanocidal Agents