ICM0201, a new inhibitor of osteoclastogenesis from Cunninghamella sp. F-1490. II. Structure determination and synthesis.
ICM0201 (1), a new inhibitor of murine osteoclastogenesis in culture was isolated from a fermentation broth of Cunninghamella sp. F-1490. The structure of ICM0201 was determined to be (3S,10aR)-3,4a-dihydroxy-2,3,4,4a-tetrahydro-2H-pyrano[3,2-b]benzo[e]morpholine-9-carboxylic acid by spectroscopic analyses and chemical studies. The structure of 1 is unique in that the tricycle ring system is composed of aminal and hemiacetal bonds.
Someno
Tetsuya
T
Institute for Chemotherapy, M.C.R.F., 18-24 Miyamoto, Numazu-shi, Shizuoka, 410-0301, Japan.
Inoue
Hiroyuki
H
Kumagai
Hiroyuki
H
Ishizuka
Masaaki
M
Takeuchi
Tomio
T
D000818:Animals; D000900:Anti-Bacterial Agents / Q000096:biosynthesis* / Q000737:chemistry* / Q000494:pharmacology; D002455:Cell Division / Q000187:drug effects*; D020093:Cunninghamella / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D051379:Mice; D015394:Molecular Structure; D010010:Osteoclasts / Q000166:cytology / Q000187:drug effects*; D016339:Spectrometry, Mass, Fast Atom Bombardment
D000900:Anti-Bacterial Agents