Oleocanthal 

Oleocanthal is an orally active phenolic seciridoid compound. Oleocanthal can be extracted from olive oil. Oleocanthal inhibits COX-1 and COX-2, reduces ROS and NO, and upregulates Nrf-2 and HO-1. Oleocanthal reduces Aβ deposition. Oleocanthal exhibits anti-Leishmania activity against promastigotes and amastigotes of L. major, with IC₅₀ values of 18.7 and 87 μg/mL, respectively. Oleocanthal exhibits anticancer activity against colon, breast, liver, and melanoma cancers. Oleocanthal also exhibits anti-inflammatory and neuroprotective properties. Oleocanthal can be used in Alzheimer's disease research^{[1][2][3][4][5][6]}.

Oleocanthal (25-100 μM) reduces ROS, nitrites, and pro-inflammatory cytokines levels in LPS-stimulated murine peritoneal macrophages^[1].
Oleocanthal (1-25 μM; 12 h) decreases LPS-induced NOS2 synthesis and NO production in ATDC-5 chondrocytes^[2].
Oleocanthal (0-200 μg/mL; 48-60 h) inhibits the growth of L. major promastigotes and amastigotes, presenting IC₅₀ values of 18.7 and 87 μg/mL, respectively^[5].
Oleocanthal shows inhibitory activity against COX-1 and COX-2 enzymes^[6].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Oleocanthal (10 mg/kg/day; p.o.; daily; 3 months) improves metabolic and behavioral phenotypes, reduces Aβ deposition, and ameliorates BBB function in 5xFAD mice^[3].
Oleocanthal (5 mg/kg b.w.; i.p.; 3 times/week; 16 total doses) suppresses footpad thickness, decreases parasite load, and induces Th1-type immunity in L. major-infected BALB/c mice^[5].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

304.34

C₁₇H₂₀O₅

289030-99-5

Solid

White to off-white

C/C=C([C@H](CC(OCCC1=CC=C(C=C1)O)=O)CC=O)/C=O

Room temperature in continental US; may vary elsewhere.

-20°C, protect from light, stored under nitrogen

*In solvent : -80°C, 6 months; -20°C, 1 month (protect from light, stored under nitrogen)

• [1]. Montoya T, et al. Oleocanthal Modulates LPS-Induced Murine Peritoneal Macrophages Activation via Regulation of Inflammasome, Nrf-2/HO-1, and MAPKs Signaling Pathways. J Agric Food Chem. 2019 May 15;67(19):5552-5559.  [Content Brief]

  [2]. Iacono A, et al. Effect of oleocanthal and its derivatives on inflammatory response induced by lipopolysaccharide in a murine chondrocyte cell line. Arthritis Rheum. 2010 Jun;62(6):1675-82.  [Content Brief]

  [3]. Yang E, et al. Oleocanthal Ameliorates Metabolic and Behavioral Phenotypes in a Mouse Model of Alzheimer's Disease. Molecules. 2023 Jul 23;28(14):5592.  [Content Brief]

  [4]. Uthirapathy S. Anticancer, Anti-inflammatory, and Neuroprotective Effect of Oleocanthal from Virgin Olive Oil–A Review[J]. Integrative Biomedical Research, 2024, 8(9): 1-9.

  [5]. Karampetsou K, et al. Exploring the Immunotherapeutic Potential of Oleocanthal against Murine Cutaneous Leishmaniasis. Planta Med. 2022 Aug;88(9-10):783-793.  [Content Brief]

  [6]. Costa V, et al. Anti-Inflammatory Activity of Olive Oil Polyphenols-The Role of Oleacein and Its Metabolites. Biomedicines. 2022 Nov 21;10(11):2990.  [Content Brief]