TY - JOUR
T1 - N-(2-ozoazepan-3-yl)-pyrrolidine-2-carboxamide, a novel Octopus vulgaris ink-derived metabolite, exhibits a pro-apoptotic effect on A549 cancer cell line and inhibits pro-inflammatory markers
AU - Hernández-Zazueta, Martín Samuel
AU - García-Romo, Joel Said
AU - Luzardo-Ocampo, Ivan
AU - Carbonell-Barrachina, Ángel Antonio
AU - Taboada-Antelo, Pablo
AU - Rosas-Burgos, Ema Carina
AU - Ezquerra-Brauer, Josafat Marina
AU - Martínez-Soto, Juan Manuel
AU - Candia-Plata, Maria del Carmen
AU - Santacruz-Ortega, Hisila del Carmen
AU - Burgos-Hernández, Armando
N1 - Publisher Copyright:
© 2023
PY - 2023/7
Y1 - 2023/7
N2 - This research aimed to chemically synthesize and evaluate the antiproliferative and anti-inflammatory potential of ozopromide (OPC), a novel compound recently isolated from O. vulgaris ink. After chemical synthesis, OPC structural characterization was confirmed by COSY2D, FTIR, and C-/H-NMR. OPC inhibited the growth of human breast (MDA-MB-231), prostate (22Rv1), cervix (HeLa), and lung (A549) cancerous cells, being the highest effect on the latter (IC50: 53.70 μM). As confirmed by flow cytometry, OPC induced typical apoptosis-derived morphological features on A549 cells, mostly at early and late apoptosis stages. OPC generated a dose-dependent effect inhibiting IL-6 and IL-8 on LPS-stimulated peripheral mononuclear cells (PBMCs). A major affinity of OPC to Akt-1 and Bcl-2 proteins in silico agreed with the observed pro-apoptotic mechanisms. Results suggested that OPC has the potential to alleviate inflammation and be further studied for anticancer activity. Marine-derived food products such as ink contains bioactive metabolites exhibiting potential health benefits.
AB - This research aimed to chemically synthesize and evaluate the antiproliferative and anti-inflammatory potential of ozopromide (OPC), a novel compound recently isolated from O. vulgaris ink. After chemical synthesis, OPC structural characterization was confirmed by COSY2D, FTIR, and C-/H-NMR. OPC inhibited the growth of human breast (MDA-MB-231), prostate (22Rv1), cervix (HeLa), and lung (A549) cancerous cells, being the highest effect on the latter (IC50: 53.70 μM). As confirmed by flow cytometry, OPC induced typical apoptosis-derived morphological features on A549 cells, mostly at early and late apoptosis stages. OPC generated a dose-dependent effect inhibiting IL-6 and IL-8 on LPS-stimulated peripheral mononuclear cells (PBMCs). A major affinity of OPC to Akt-1 and Bcl-2 proteins in silico agreed with the observed pro-apoptotic mechanisms. Results suggested that OPC has the potential to alleviate inflammation and be further studied for anticancer activity. Marine-derived food products such as ink contains bioactive metabolites exhibiting potential health benefits.
KW - Anti-inflammatory
KW - Cytokines
KW - Octopus vulgaris
KW - Ozopromide (OPC)
KW - Pro-apoptotic
UR - http://www.scopus.com/inward/record.url?scp=85160275541&partnerID=8YFLogxK
U2 - 10.1016/j.fct.2023.113829
DO - 10.1016/j.fct.2023.113829
M3 - Artículo
C2 - 37225033
AN - SCOPUS:85160275541
SN - 0278-6915
VL - 177
JO - Food and Chemical Toxicology
JF - Food and Chemical Toxicology
M1 - 113829
ER -