Kakeromamide A, a new cyclic pentapeptide inducing astrocyte differentiation isolated from the marine cyanobacterium Moorea bouillonii

[Display omitted] •A new cyclic pentapeptide isolated from the marine cyanobacterium.•Moderately cytotoxic against HeLa cells.•Induced differentiation of neural stem cells into astrocytes. Kakeromamide A (1), a new cyclic pentapeptide encompassing a thiazole ring moiety and a β-amino acid, was isola...

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Bibliographic Details
Published in:Bioorganic & medicinal chemistry letters 2018-07, Vol.28 (12), p.2206-2209
Main Authors: Nakamura, Fumiaki, Maejima, Hiroshi, Kawamura, Midori, Arai, Daisuke, Okino, Tatsufumi, Zhao, Meng, Ye, Tao, Lee, Jungyeol, Chang, Young-Tae, Fusetani, Nobuhiro, Nakao, Yoichi
Format: Article
Language:English
Subjects:
Animals
Antineoplastic Agents - chemistry
Antineoplastic Agents - isolation & purification
Antineoplastic Agents - pharmacology
Astrocyte differentiation
Astrocytes - drug effects
Cell Differentiation - drug effects
Cell Line, Tumor
Cell Proliferation - drug effects
Cell Survival - drug effects
Cyanobacteria - chemistry
Cyanobacterium
Dose-Response Relationship, Drug
Drug Screening Assays, Antitumor
Humans
Marine natural products
Mice
Molecular Conformation
Neural stem cells
Oligopeptides - chemistry
Oligopeptides - isolation & purification
Oligopeptides - pharmacology
Pentapeptide
Structure-Activity Relationship
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Summary:[Display omitted] •A new cyclic pentapeptide isolated from the marine cyanobacterium.•Moderately cytotoxic against HeLa cells.•Induced differentiation of neural stem cells into astrocytes. Kakeromamide A (1), a new cyclic pentapeptide encompassing a thiazole ring moiety and a β-amino acid, was isolated from the marine cyanobacterium Moorea bouillonii. Its structure was elucidated by the spectral analysis and the modified Marfey’s method. Compound 1 induced differentiation of neural stem cells into astrocytes at the concentration of 10 µM.
ISSN:0960-894X
1464-3405
DOI:10.1016/j.bmcl.2018.04.067