Norhierridin B, a New Hierridin B-Based Hydroquinone with Improved Antiproliferative Activity
Hierridin B ( ), a methylated hydroquinone isolated from the marine picocyanobacterium sp. LEGE 06113, moderately inhibited the growth of colon adenocarcinoma HT-29 cells. Aiming to improve the potential antitumor activity of this natural product, the demethylated analogue, norhierridin B ( ), as we...
Gespeichert in:
Veröffentlicht in: | Molecules (Basel, Switzerland) Switzerland), 2020-03, Vol.25 (7), p.1578 |
---|---|
Hauptverfasser: | , , , , , , , , , , |
Format: | Artikel |
Sprache: | eng |
Schlagworte: | |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
Zusammenfassung: | Hierridin B (
), a methylated hydroquinone isolated from the marine picocyanobacterium
sp. LEGE 06113, moderately inhibited the growth of colon adenocarcinoma HT-29 cells. Aiming to improve the potential antitumor activity of this natural product, the demethylated analogue, norhierridin B (
), as well as its structurally-related quinone (
), were synthesized and evaluated for their growth inhibitory effect on a panel of human tumor cell lines, including the triple-negative breast cancer (TNBC) cells MDA-MB-231, SKBR3, and MDA-MB-468. Norhierridin B (
) showed a potent growth inhibitory effect on all cancer cell lines. Moreover, the growth inhibitory effect of compound
on MDA-MB-231 cells was associated with cell cycle arrest and apoptosis. Norhierridin B (
) interfered with several p53 transcriptional targets, increasing p21, Bax, and MDM2, while decreasing Bcl-2 protein levels, which suggested the potential activation of a p53 pathway. Altogether, these results evidenced a great improvement of the antitumor activity of hydroquinone
when compared to
and its structurally-related quinone (
). Notably, hydroquinone
displayed a prominent growth inhibitory activity against TNBC cells, which are characterized by high therapeutic resistance. |
---|---|
ISSN: | 1420-3049 1420-3049 |
DOI: | 10.3390/molecules25071578 |