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Amamistatins A an
d B, natural pro
ducts isolate
d from a strain of
Nocardia, showe
d growth inhi
bitionagainst three human tumor cell lines (IC
50 0.24-0.56
M). Structurally relate
d myco
bactins affect thegrowth of
both myco
bacterial an
d human cells through interference with iron chelation. To further pro
bethe
biological activity of this class of compoun
ds, the total syntheses of amamistatin B an
d two analogswere complete
d, an
d the synthetic samples were screene
d for tumor cell growth inhi
bition, HDACinhi
bition, an
d Mycobacterium tuberculosis growth inhi
bition. Amamistatin B (
15) an
d diastereomer
18were
both active against MCF-7 cells (IC
50 0.12-0.20
M), an
d less so against PC-3 cells (IC
50 8-13
M). Amamistatin B only mo
derately inhi
bite
d the growth of
M. tuberculosis (MIC 47
M)
but showe
dgrowth promotion of
Mycobacterium smegmatis an
d other
bacteria.