Apoptosis-inducing effect of epolactaene derivatives on BALL-1 cells.

Abstract

Epolactaene, a neuritogenic compound in human neuroblastoma SH-SY5Y, induces apoptosis in a human leukemia B-cell line, BALL-1. The apoptosis-inducing activities of 34 epolactaene derivatives, including those of the newly synthesized alpha-alkyl-alpha,beta-epoxy-gamma-lactam derivative and cyclopropane derivatives, were also tested. The structure-activity relationships of the epolactaene derivatives as an inducer of apoptosis are described. The alpha-acyl-alpha,beta-epoxy-gamma-lactam moiety as well as the hydrophobicity derived from the long alkyl side chain are both important for activity. Compound 1e displayed the strongest activity among all the synthesized compounds with an IC50 value of 0.70 microM.

• Authors: Kouji Kuramochi, Rie Matsui, Yasuaki Matsubara, Junko Nakai, Takashi Sunoki, Satoshi Arai, Seigo Nagata, Yukitoshi Nagahara, Yoshiyuki Mizushina, Masahiko Ikekita, Susumu Kobayashi
• Journal: Bioorganic & medicinal chemistry (Bioorg Med Chem) Vol. 14 Issue 7 Pg. 2151-61 (Apr 01 2006) ISSN: 0968-0896 [Print] England
• PMID: 16298530 (Publication Type: Journal Article)

Chemical References

• Epoxy Compounds
• Polyenes
• epolactaene

Topics

• Apoptosis (drug effects)
• Cell Line, Tumor
• Cell Survival (drug effects)
• Drug Screening Assays, Antitumor
• Epoxy Compounds (chemical synthesis, chemistry, pharmacology)
• Humans
• Hydrolysis
• Leukemia, B-Cell (drug therapy)
• Molecular Structure
• Polyenes (chemical synthesis, chemistry, pharmacology)
• Stereoisomerism
• Structure-Activity Relationship