Inubosins A, B, and C Are Acridine Alkaloids Isolated from a Culture of Streptomyces sp. IFM 11440 with Ngn2 Promoter Activity

Three new acridine alkaloids, inubosins A (1), B (2), and C (3), were isolated from an extract of a culture of Streptomyces sp. IFM 11440 using bioassay-guided fractionation. Neurogenin2 (Ngn2) is an activator-type basic helix–loop–helix transcription factor that promotes neural stem cell differenti...

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 2015-02, Vol.78 (2), p.311-314
Main Authors: Arai, Midori A, Koryudzu, Kazune, Ishibashi, Masami
Format: Article
Language:English
Subjects:
Acridines - chemistry
Acridines - isolation & purification
Acridines - pharmacology
Alkaloids - chemistry
Alkaloids - isolation & purification
Alkaloids - pharmacology
Basic Helix-Loop-Helix Transcription Factors - drug effects
Cell Differentiation
Japan
Molecular Structure
Nerve Tissue Proteins - drug effects
Neurons - drug effects
Soil Microbiology
Streptomyces - chemistry
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Summary:Three new acridine alkaloids, inubosins A (1), B (2), and C (3), were isolated from an extract of a culture of Streptomyces sp. IFM 11440 using bioassay-guided fractionation. Neurogenin2 (Ngn2) is an activator-type basic helix–loop–helix transcription factor that promotes neural stem cell differentiation. Using cell-based Ngn2 promoter activity-guided screening, Streptomyces sp. IFM 11440 was found to induce Ngn2 promoter activity. The structures of 1–3 were established using spectroscopic methods, including 1D- and 2D-NMR measurements. Inubosin B (2) showed potent Ngn2 promoter activity. Moreover, inubosin B (2) increased mRNA expression of genes related to neural stem cell differentiation.
ISSN:0163-3864
1520-6025
DOI:10.1021/np5006218