Abstract |
Epolactaene, isolated from cultured Penicillium sp. BM 1689-P mycelium, induces neurite outgrowth and arrests the cell cycle of the human neuroblastoma cell line, SH-SY5Y, at the G1 phase. We have found that epolactaene and its derivatives induce apoptosis in the human leukemia B-cell line, BALL-1. In this study, we prepared fluorescent and biotinylated epolactaene derivatives. We characterized the cellular location and the identification of BALL-1 proteins that reacted with these compounds. The results obtained from the reaction of epolactaene or its derivative with N-acetylcysteine methyl ester indicate that these compounds induce the disulfide formation and the alpha-position of the epoxylactam core is the reactive site.
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Authors | Kouji Kuramochi, Shunsuke Yukizawa, Seiki Ikeda, Takashi Sunoki, Satoshi Arai, Rie Matsui, Akinori Morita, Yoshiyuki Mizushina, Kengo Sakaguchi, Fumio Sugawara, Masahiko Ikekita, Susumu Kobayashi |
Journal | Bioorganic & medicinal chemistry
(Bioorg Med Chem)
Vol. 16
Issue 9
Pg. 5039-49
(May 01 2008)
ISSN: 1464-3391 [Electronic] England |
PMID | 18375133
(Publication Type: Journal Article)
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Chemical References |
- Disulfides
- Epoxy Compounds
- Polyenes
- epolactaene
- Biotin
- Acetylcysteine
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Topics |
- Acetylcysteine
(analogs & derivatives, chemistry)
- Biotin
(chemistry)
- Biotinylation
- Cell Death
(drug effects)
- Disulfides
(chemistry)
- Drug Screening Assays, Antitumor
- Epoxy Compounds
(chemical synthesis, chemistry, pharmacology)
- Fluorescence
- Humans
- Molecular Structure
- Polyenes
(chemical synthesis, chemistry, pharmacology)
- Stereoisomerism
- Tumor Cells, Cultured
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