Phytochemical Name : Oleuropein

Properties Information
PhytoCAT-ID PhytoCAT-1147
Phytochemical name or plant extracts Oleuropein
PMID 33297339
Literature evidence This compound has been shown to have potent properties in various types of cancers, including breast cancer.
IUPAC name methyl (4S,5E,6S)-4-[2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl]-5-ethylidene-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate
Phytochemicals’ class or type of plant extracts Polyphenol
Source of phytochemicals or plant Extracts Olea europaea
Geographical availability Afghanistan, Albania, Algeria, Angola, Baleares, Botswana, Burundi, Canary Is., Cape Provinces, China South-Central, Cyprus, Djibouti, East Aegean Is., Eritrea, Ethiopia, Free State, Greece, Iran, Italy, Kenya, Kriti, KwaZulu-Natal, Lesotho, Libya, Madeira, Malawi, Mauritius, Morocco, Mozambique, Namibia, Nepal, Niger, Northern Provinces, Oman, Pakistan, Palestine, Portugal, Rwanda, Réunion, Sardegna, Saudi Arabia, Sicilia, Somalia, Spain, Sudan, Swaziland, Tanzania, Tunisia, Turkey, Turkey-in-Europe, Uganda, West Himalaya, Yemen, Yugoslavia, Zambia, Zaïre, Zimbabwe
Plant parts Fruits and Leaves
Other cancers Breast cancer
Target gene or protein CASP1, CASP14, FADD, TNFRSF21, GADD45A, CYCS, BNIP2, BNIP3, BID, BCL10, CFLAR, BFAR, BRAF, IAP, BIRC3, RIPK2, TNFRSF10A, CASP4, CASP6, PYD, PAYCARD, BIRC5, TNFRSF11B, HDAC2, HDAC3
Gene or Protein evidence In MDA-MB-468 cells, OL induced a noticeable transcription activation in fourteen genes, including two members of the caspase family: caspase 1 (CASP1) and caspase 14 (CASP14), two members of the TNF receptor superfamily: Fas-associated via death domain (FADD) and TNF receptor superfamily 21 (TNFRSF21), six other proapoptotic genes: growth arrest and DNA damage-inducible 45 alpha (GADD45A), cytochrome c somatic (CYCS), BCL-2 interacting protein 2 (BNIP2), BCL-2 interacting protein 3 (BNIP3), BH3 interacting domain death agonist (BID), and B-cell lymphoma/leukemia 10 (BCL10), and the CASP8 and FADD-like apoptosis regulator (CFLAR) gene. Moreover, in MDA-MB-468 cells, OL induced a significant upregulation in two antiapoptotic genes: bifunctional apoptosis regulator (BFAR) and B-Raf proto-oncogene (BRAF) and a baculoviral inhibitor of apoptosis (IAP) repeat-containing 3 (BIRC3). On the contrary, in MDA-MB-231 cells, OL showed mixed impacts on gene expression. OL significantly upregulated the mRNA expression of four genes: BIRC3, receptor-interacting serine/threonine kinase 2 (RIPK2), TNF receptor superfamily 10A (TNFRSF10A), and caspase 4 (CASP4). Additionally, another four genes were repressed, including caspase 6 (CASP6), pyrin domain (PYD), and caspase recruitment domain (CARD)-containing (PAYCARD), baculoviral IAP repeat-containing 5 (BIRC5), and the most downregulated TNF receptor superfamily member 11B (TNFRSF11B, 16.34-fold). Downregulation of HDAC2 and HDAC3 via oleuropein as a potent prevention and therapeutic agent in MCF-7 breast cancer cells.
Target pathways OL modulates the inflammatory pathway and inhibits the Toll-like receptor (TLR) signaling by downregulating NOS, COX2, ERK1/2, JNK, and nuclear factor of kappa light polypeptide gene, as well as the pro-inflammatory cytokine interleukin 6 (IL-6), interleukin 1β (IL-1β), and the gene AP-1. In MDA-MB-468 cells, the significantly upregulated FADD receptor may be involved in the extrinsic and TRAIL-induced apoptotic pathway through caspase activation
IC50 492.45 ± 3.28 µM against MDA-MB-231 266.5 ± 5.24 µM against MDA-MB-468
Potency We confirmed that OLE, containing a quantity of oleuropein of 87 % of the total extract, shows anti-proliferative and pro-apoptotic activity on MDA-MB-231 cells. The results obtained from this study should also guide the potential utilization of oleuropein as an adjunct therapy for TNBC to increase chemotherapy effectiveness and prevent cancer progression.
Cell line/ mice model MDA-MB-468, MDA-MB-231, SKBR-3
Additional information  OL was found to reduce inflammatory angiogenesis by suppressing different MMPs family members’ expression and the vascular endothelial growth factor (VEGF) by reducing the pro-inflammatory enzyme COX2. Moreover, OL modulates the inflammatory pathway and inhibits the Toll-like receptor (TLR) signaling by downregulating NOS, COX2, ERK1/2, JNK, and nuclear factor of kappa light polypeptide gene, as well as the pro-inflammatory cytokine interleukin 6 (IL-6), interleukin 1β (IL-1β), and the gene AP-1.
PubChem ID 5281544
Additional PMIDs 33117773 26873189 32013090 31038081 33297339 30618185 23201137 18069902 18813848 19094209 23146235 29753866 33360155 18208790
Additional sources of information https://powo.science.kew.org/taxon/urn:lsid:ipni.org:names:610675-1
Safety NA