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Synthesis and Antibacterial Evaluation of Derivatives of Natural Product
Denbinobin

Abstract

Antibiotic resistant bacteria pose a serious and growing threat to human health. Over the past decade, the number of resistant strains of bacteria has increased while the introduction of new antibiotics has stagnated, exacerbating this health crisis. The discovery and synthesis of novel antibacterial compounds is a crucial step towards inhibiting the rise of drug resistant bacteria. This study represents an initial investigation of the potential antibacterial properties of denbinobin, a substituted phenanthrenequinone commonly extracted from the orchid genus Dendrobium. Denbinobin has numerous bioactive properties including anticancer, anti-inflammatory, anti-HIV, and antioxidant effects. A sister compound of denbinobin, denbinobin B, has displayed inhibition against Staphylococcus aureus, leading to the identification of denbinobin as target molecule for antibacterial analysis. Stilbene precursor compounds denbinobin were produced via Perkin Condensation chemistry. Investigation into the production of phenanthrene denbinobin analogs via Lewis Acid-mediated oxidative ring closures is ongoing. A cis stilbene analog of denbinobin was found to have some activity against Staphylococcus aureus (1 μg/mL

How to Cite

Wasserman, S., (2020) “Synthesis and Antibacterial Evaluation of Derivatives of Natural Product Denbinobin”, Capstone, The UNC Asheville Journal of Undergraduate Scholarship 33(1).

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