Hepatocellular carcinoma (HCC) is the second leading cause of cancer death worldwide with an estimated incidence of half a mimon new cases per year around the world.Nowadays, there is no definitive curative treatment for HCC, hence novel therapeutics are urgently needed. Naturally-occurring polyphenols are a wide class of plant secondary metabolites, which promote reproduction and protect the plant against hexogen agents and radiations.2 Among them, hydroxylated biphenyls have animporiant role due to their unknown pharmacophore structure formed of two aromatic rings bridged by a single C-C bond. It is generally recognised that hydroxylated biphenyls are privileged structures able to contrast oxidative stress, a natural phenomenon of the cellular metabolism, often better than their corresponding parental mono-phenols. Wthin this context magnolol 1 and honokiol 2, two C2-symmetry biphenyls, are signfficant bioactive constituents isolated from the bark of Magnolia officinals which possess potent anti-oxidative, anti-inflammatory and anti-cancer activities.4 The aim of the work was to synthetize derivatives of magnolol 1 and honokiol 2 more water fsoluble and have potent in low doses compared to the parental compounds against tumoural hepatocytes prolifferation. The structure of magnolol 1 and honokiol 2 was transfomed at the phenolic OH qroup into ester derivatives using an acetyl or a butyryl group and tested h w;mo assay against hepatocarcinoma cells.5 Compounds 10 and 11 resulted to be more potent than the parental honokiol 2 at concentratbn down to 1 uM with complete viability of treated fibroblast cells up to concentrations of 80 uM. The combination of a butyrate ester and a bare phenol-OH group in the honokiol structure seemed to play a significant role in the antiproliferactive activity.
SYNTHETIC BIPHENYL DERIVATIVES OF BIO-ANTIOXIDANTS MAGNOLOL AND HONOKIOL AND THEIR EVALUATION IN VITRO ASSAY AGAINST HEPATOCARCINOMA CELLS
Paola CARTA;
2018
Abstract
Hepatocellular carcinoma (HCC) is the second leading cause of cancer death worldwide with an estimated incidence of half a mimon new cases per year around the world.Nowadays, there is no definitive curative treatment for HCC, hence novel therapeutics are urgently needed. Naturally-occurring polyphenols are a wide class of plant secondary metabolites, which promote reproduction and protect the plant against hexogen agents and radiations.2 Among them, hydroxylated biphenyls have animporiant role due to their unknown pharmacophore structure formed of two aromatic rings bridged by a single C-C bond. It is generally recognised that hydroxylated biphenyls are privileged structures able to contrast oxidative stress, a natural phenomenon of the cellular metabolism, often better than their corresponding parental mono-phenols. Wthin this context magnolol 1 and honokiol 2, two C2-symmetry biphenyls, are signfficant bioactive constituents isolated from the bark of Magnolia officinals which possess potent anti-oxidative, anti-inflammatory and anti-cancer activities.4 The aim of the work was to synthetize derivatives of magnolol 1 and honokiol 2 more water fsoluble and have potent in low doses compared to the parental compounds against tumoural hepatocytes prolifferation. The structure of magnolol 1 and honokiol 2 was transfomed at the phenolic OH qroup into ester derivatives using an acetyl or a butyryl group and tested h w;mo assay against hepatocarcinoma cells.5 Compounds 10 and 11 resulted to be more potent than the parental honokiol 2 at concentratbn down to 1 uM with complete viability of treated fibroblast cells up to concentrations of 80 uM. The combination of a butyrate ester and a bare phenol-OH group in the honokiol structure seemed to play a significant role in the antiproliferactive activity.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
