(-)-Epigallocatechin 3-Gallate Synthetic Analogues Inhibit Fatty Acid Synthase and Show Anticancer Activity in Triple Negative Breast Cancer

Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry
Joan Crous-MasóTeresa Puig

Abstract

(-)-Epigallocatechin 3-gallate (EGCG) is a natural polyphenol from green tea with reported anticancer activity and capacity to inhibit the lipogenic enzyme fatty acid synthase (FASN), which is overexpressed in several human carcinomas. To improve the pharmacological profile of EGCG, we previously developed a family of EGCG derivatives and the lead compounds G28, G37 and G56 were characterized in HER2-positive breast cancer cells overexpressing FASN. Here, diesters G28, G37 and G56 and two G28 derivatives, monoesters M1 and M2, were synthesized and assessed in vitro for their cytotoxic, FASN inhibition and apoptotic activities in MDA-MB-231 triple-negative breast cancer (TNBC) cells. All compounds displayed moderate to high cytotoxicity and significantly blocked FASN activity, monoesters M1 and M2 being more potent inhibitors than diesters. Interestingly, G28, M1, and M2 also diminished FASN protein expression levels, but only monoesters M1 and M2 induced apoptosis. Our results indicate that FASN inhibition by such polyphenolic compounds could be a new strategy in TNBC treatment, and highlight the potential anticancer activities of monoesters. Thus, G28, G37, G56, and most importantly M1 and M2, are anticancer candidates (alone ...Continue Reading

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Citations

Mar 17, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Ariadna Giró-PerafitaTeresa Puig
Jan 22, 2020·International Journal of Food Sciences and Nutrition·Yanli WangChunhua Song
Oct 6, 2020·Frontiers in Nutrition·Ornella I SelminDonato F Romagnolo
Aug 14, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Jie ShengYao Xu
Nov 19, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Wamidh H TalibAsma Ismail Mahmod
Apr 23, 2019·Langmuir : the ACS Journal of Surfaces and Colloids·Filipa PiresMaria Raposo

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Methods Mentioned

BETA
xenograft
NMR
Protein Assay
electrophoresis

Software Mentioned

ImageJ

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