Synthesis of a water-soluble vitamin D derivative
Location
D.P. Culp Center Ballroom
Start Date
4-5-2024 9:00 AM
End Date
4-5-2024 11:30 AM
Poster Number
61
Name of Project's Faculty Sponsor
Mary Andreae
Faculty Sponsor's Department
Rehabilitative Sciences
Competition Type
Competitive
Type
Poster Presentation
Presentation Category
Health
Abstract or Artist's Statement
Vitamin D deficiency is a global health problem that affects approximately 50% of the world’s population. This is problematic because individuals with a vitamin D deficiency have an increased risk for developing and dying from cancer. Since vitamin D is a fat-soluble vitamin, a person’s ability to absorb vitamin D is largely based on their ability to absorb dietary fat. Therefore, for people with gastrointestinal (GI) diseases, such as Celiac or Chron’s disease, their ability to absorb vitamin D will be impaired. Because of this, a water-soluble vitamin D derivative was synthesized by linking vitamin D to polyethylene glycol (PEG). Vitamin D was reacted with pyridine and cooled until 0 ℃. 4-Dimethylaminopyridine (DMAP) and succinic anhydride were then added mixed continuously overnight. The following day the reaction beaker was washed with acetone and then left under a bench hood for five days to allow the acetone to fully evaporate. Next an extraction was done with dichloromethane (DCM) and hydrochloric acid (HCl), and then the product was reacted with DCM, ethylene dichloride (EDC), DMAP, and PEG for 4 days and then quenched with deionized water and filtered. The reaction was monitored with TLC. The result of this synthesis was approximately 34 grams of crude product. In addition to helping people with GI diseases increase their vitamin D absorption, this research has potential in cancer prevention. Previous studies from this lab have shown that in a CACO-2 cell model the vitamin D-PEG derivative absorption increased by 1083% when compared to 1,25-dihydroxyvitamin D. This research can also be applied to studies involving chemotherapy drugs, as research has shown that vitamin D combined with chemo drugs have an increased effectiveness, most likely due to vitamin D’s inhibitory action on p-glycoprotein (a protein that functions as a barrier by keeping toxins and xenobiotics out of cells), as well as its involvement in the regulation of the cell cycle. Future research goals for the vitamin D-PEG product include a dissolution study (for supplemental delivery) and testing in an animal model. This research shows promise not only in treating vitamin D deficiencies but in terms of an additional cancer treatment option for patients.
Synthesis of a water-soluble vitamin D derivative
D.P. Culp Center Ballroom
Vitamin D deficiency is a global health problem that affects approximately 50% of the world’s population. This is problematic because individuals with a vitamin D deficiency have an increased risk for developing and dying from cancer. Since vitamin D is a fat-soluble vitamin, a person’s ability to absorb vitamin D is largely based on their ability to absorb dietary fat. Therefore, for people with gastrointestinal (GI) diseases, such as Celiac or Chron’s disease, their ability to absorb vitamin D will be impaired. Because of this, a water-soluble vitamin D derivative was synthesized by linking vitamin D to polyethylene glycol (PEG). Vitamin D was reacted with pyridine and cooled until 0 ℃. 4-Dimethylaminopyridine (DMAP) and succinic anhydride were then added mixed continuously overnight. The following day the reaction beaker was washed with acetone and then left under a bench hood for five days to allow the acetone to fully evaporate. Next an extraction was done with dichloromethane (DCM) and hydrochloric acid (HCl), and then the product was reacted with DCM, ethylene dichloride (EDC), DMAP, and PEG for 4 days and then quenched with deionized water and filtered. The reaction was monitored with TLC. The result of this synthesis was approximately 34 grams of crude product. In addition to helping people with GI diseases increase their vitamin D absorption, this research has potential in cancer prevention. Previous studies from this lab have shown that in a CACO-2 cell model the vitamin D-PEG derivative absorption increased by 1083% when compared to 1,25-dihydroxyvitamin D. This research can also be applied to studies involving chemotherapy drugs, as research has shown that vitamin D combined with chemo drugs have an increased effectiveness, most likely due to vitamin D’s inhibitory action on p-glycoprotein (a protein that functions as a barrier by keeping toxins and xenobiotics out of cells), as well as its involvement in the regulation of the cell cycle. Future research goals for the vitamin D-PEG product include a dissolution study (for supplemental delivery) and testing in an animal model. This research shows promise not only in treating vitamin D deficiencies but in terms of an additional cancer treatment option for patients.