Isolation of streptonigrin and its novel derivative from Micromonospora as inducing agents of p53-dependent cell apoptosis.
Streptonigrin (1) and its novel natural derivative 7-(1-methyl-2-oxopropyl)streptonigrin (2) were isolated from an actinomycete strain, Micromonospora sp. IM 2670. The inductions for 1 and 2 are more potent in the human neuroblastoma SH-SY5Y cells that contain wild-type p53 than in SH-SY5Y-5.6 cells that overexpress a dominant negative mutant of p53, thus suggesting that they induce apoptosis through a p53-dependent pathway.
Wang
Haishan
H
Medicinal and Combinatorial Chemistry Laboratory, Lead Discovery Group, Microbial Collection, Institute of Molecular and Cell Biology, 30 Medical Drive, Singapore 117609, Singapore.
Yeo
Su Ling
SL
Xu
Jin
J
Xu
Xiaoli
X
He
Hong
H
Ronca
Francesca
F
Ting
Anthony E
AE
Wang
Yue
Y
Yu
Victor C
VC
Sim
Mui Mui
MM
D017209:Apoptosis / Q000187:drug effects*; D002467:Cell Nucleus / Q000378:metabolism; D002851:Chromatography, High Pressure Liquid; D016158:Genes, p53 / Q000235:genetics / Q000502:physiology*; D006801:Humans; D020128:Inhibitory Concentration 50; D008847:Micromonospora / Q000737:chemistry*; D008968:Molecular Conformation; D015394:Molecular Structure; D009447:Neuroblastoma / Q000473:pathology*; D019906:Nuclear Magnetic Resonance, Biomolecular; D013308:Streptonigrin / Q000031:analogs & derivatives / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D014407:Tumor Cells, Cultured / Q000187:drug effects; D016159:Tumor Suppressor Protein p53 / Q000378:metabolism*
C461041:7-(1-methyl-2-oxopropyl)streptonigrin; D016159:Tumor Suppressor Protein p53; D013308:Streptonigrin