Gene/Protein
Disease
Symptom
Drug
Enzyme
Compound
Pivot Concepts:
Gene/Protein
Disease
Symptom
Drug
Enzyme
Compound
Target Concepts:
Gene/Protein
Disease
Symptom
Drug
Enzyme
Compound
Query: UNIPROT:P04637 (
p53
)
77,613
document(s) hit in 31,850,051 MEDLINE articles (0.00 seconds)
In this study, we report the synthesis, antibacterial and anticancer evaluation of 38 novel phenanthridines that were designed as analogs of the benzo[
c
]phenanthridine alkaloids. The prepared phenanthridines differ from the benzo[
c
]phenanthridines in the absence of a benzene A-ring. All novel compounds were prepared from
6-bromo-2-hydroxy-3-methoxybenzaldehyde
in several synthetic steps through reduction of Schiff bases and accomplished by radical cyclization. Twelve derivatives showed high antibacterial activity against
Bacillus
subtilis
,
Micrococcus
luteus
and/or
Mycobacterium
vaccae
at single digit micromolar concentrations. Some compounds also displayed cytotoxicity against the K-562 and MCF-7 cancer cell lines at as low as single digit micromolar concentrations and were more potent than chelerythrine and sanguinarine. The active compounds caused cell-cycle arrest in cancer cells, increased levels of
p53 protein
and caused apoptosis-specific fragmentation of PARP-1. Biological activity was connected especially with the presence of the
N
-methyl quaternary nitrogen and 7-benzyloxy substitution (compounds
7i
,
7j
,
7k
, and
7l
) of phenanthridine.
...
PMID:Synthesis, Bacteriostatic and Anticancer Activity of Novel Phenanthridines Structurally Similar to Benzo[c]phenanthridine Alkaloids. 3015 May 91
