Chemical Synthesis of Lipid Mediator 22-HDoHE and Structural Analogs

Tech ID: 27634 / UC Case 2017-111-0

Abstract

Researchers at the University of California, Davis have developed an efficient method to chemically synthesize the endogenous lipid mediator, 22-hydroxydocosahexaenoic acid (22-HDoHE) which can be applied to related natural mediators and analogs.

Full Description

Although effective, current FDA approved angiogenesis inhibitors to treat angiogenic diseases, like macular degeneration, or to inhibit tumor growth in cancer have various limitations. Several of these drugs, which utilize synthetic compounds, are associated with adverse side effects such as issues with wound healing, heart and kidney function, fetal development, and reproduction. In some cases the effects can include problems with bleeding, clots in the arteries (resulting in stroke or heart attack), hypertension, and protein in the urine.

Researchers at the University of California, Davis have developed a method to chemically synthesize the natural endogenous lipid mediator, 22-hydroxydocosahexaenoic acid (22-HDoHE), with demonstrated anti-angiogenic and anti-tumor activity. 22-HDoHE is an endogenous ω-hydroxylated polyunsaturated fatty acid (PUFA) produced by cytochrome P450 omega-hydroxylase enzyme. Because it occurs in many tissues such as brain, lung, kidney and liver tissue, it has demonstrated anti-angiogenic activity in primary endothelial cells and can inhibit tumor growth in vivo. In addition, 22-HDoHE is endogenously present in the human body, meaning that this compound or its structural analogs has the potential to produce less adverse side-effects.

Applications

  • Inhibit tumor growth, angiogenesis, and lymphangiogenesis

Features/Benefits

  • Anti-angiogenic and anti-tumor activity in vitro and in vivo
  • Potentially fewer side-effects
  • Chemical synthesis

Related Materials

Patent Status

Country Type Number Dated Case
Patent Cooperation Treaty Reference for National Filings 2018035208A1 02/22/2018 2017-111
 

Patent Pending

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Inventors

  • Hammock, Bruce D.
  • Hwang, Sung Hee

Other Information

Keywords

oncology, 22-HDoHE, 20-HEPE, 20-HETE, angiogenesis, cancer, natural, lipid mediator, omega-hydrox PUFA

Categorized As