Design and synthesis of resveratrol analogs and metabolites as chemopreventive agents

Juma Hoshino, Purdue University

Abstract

Resveratrol (3,5,4'-trihydroxystilbene) is a naturally occurring phytoalexin produced by a wide range of plants, including peanuts, mulberries, blueberries, and grapes in response to environmental stress or a pathogenic attack. This natural compound started to gain considerable attention in 1997, when its cancer chemopreventive property was discovered. Some of the other salient features of resveratrol include properties as an antioxidant, anti-inflammatory, protection from infection, protection from ischemia, a neuroprotective, anti-aging, anti-obesity, antiviral, and cardio protective. The exact mechanism of how resveratrol exerts these beneficial health effects is still unclear. However, there are several biological targets where resveratrol has been shown to exert positive results. Among these molecular targets of resveratrol, cyclooxygenase (COX), lipooxygenase (LOX), nuclear factor kappa-beta (NF-kB), NAD(P)H:quinone oxidoreductase (QR), ornithine decarboxylase (ODC), and aromatase in particular will be focused on in this study to synthesize novel anticancer compounds. In addition, in order to further aid in the investigation of the active structures of resveratrol, selective synthesis of sulfated-resveratrol metabolites will also be discussed.

Degree

M.S.

Advisors

Cushman, Purdue University.

Subject Area

Pharmacology|Organic chemistry|Pharmacy sciences

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