Presentation Type
Poster
Full Name of Faculty Mentor
Bryan Wakefield, Chemistry
Major
Biochemistry
Presentation Abstract
Naturally occurring products are molecules that are found in the natural world without the aid of humans. Aspirin and opium are famous examples of this classification of molecule. Another example of natural products that are less known are the phidianidines. Phidianidines A & B were isolated from a shell-less mollusk, Phidiana militaris. These molecules are comprised of a 1,2,4-oxadiazole ring, an indole and an aminoalkylguanadio group. These compounds have exhibited striking pharmacological behavior such as that of neutralizing reactive oxygen species and acting as an agonist for the μ-opioid receptor. In recent years, the synthesis of phidianidine analogues has replaced the aminoalkylguanadio group with a biaryl ring system. The purpose of our research is to develop a synthetic route that allows for substitutions on the indole ring and the central aromatic ring. Specifically, our group will focus on a route using Fischer Indole synthesis methodology. This approach will allow us to make compounds with variation around the indole ring that will then be tested to determine their biological activity.
Start Date
12-4-2023 4:00 PM
End Date
12-4-2023 6:00 PM
Disciplines
Biochemistry
Recommended Citation
Tingler, Anna; Ghering, Trinity; and Ross, Samuel, "A Fisher Indole Synthesis approach to Phidianidine Analogues" (2023). Undergraduate Research Competition. 76.
https://digitalcommons.coastal.edu/ugrc/2023/fullconference/76
Included in
A Fisher Indole Synthesis approach to Phidianidine Analogues
Naturally occurring products are molecules that are found in the natural world without the aid of humans. Aspirin and opium are famous examples of this classification of molecule. Another example of natural products that are less known are the phidianidines. Phidianidines A & B were isolated from a shell-less mollusk, Phidiana militaris. These molecules are comprised of a 1,2,4-oxadiazole ring, an indole and an aminoalkylguanadio group. These compounds have exhibited striking pharmacological behavior such as that of neutralizing reactive oxygen species and acting as an agonist for the μ-opioid receptor. In recent years, the synthesis of phidianidine analogues has replaced the aminoalkylguanadio group with a biaryl ring system. The purpose of our research is to develop a synthetic route that allows for substitutions on the indole ring and the central aromatic ring. Specifically, our group will focus on a route using Fischer Indole synthesis methodology. This approach will allow us to make compounds with variation around the indole ring that will then be tested to determine their biological activity.