ICM0201, a New Inhibitor of Osteoclastogenesis from Cunninghamella sp. F-1490 II. Structure Determination and Synthesis

TETSUYA SOMENO; HIROYUKI INOUE; HIROYUKI KUMAGAI; MASAAKI ISHIZUKA; TOMIO TAKEUCHI

doi:10.7164/antibiotics.56.214

The Journal of Antibiotics

Online ISSN : 1881-1469
Print ISSN : 0021-8820
ISSN-L : 0021-8820

ICM0201, a New Inhibitor of Osteoclastogenesis from Cunninghamella sp. F-1490

II. Structure Determination and Synthesis

TETSUYA SOMENO, HIROYUKI INOUE, HIROYUKI KUMAGAI, MASAAKI ISHIZUKA, TOMIO TAKEUCHI

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JOURNAL FREE ACCESS

2003 Volume 56 Issue 3 Pages 214-218

DOI https://doi.org/10.7164/antibiotics.56.214

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Abstract

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.

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