A Methodology For The Synthesis Of Bioactive Butenolides - OpenRiver

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Presentation Title

A Methodology for the Synthesis of Bioactive Butenolides

Presenter Information

Mekhi F. Besseck, Winona State University

Abstract

Butenolides are a class of lactones with a four-carbon heterocyclic ring structure that can be synthesized and derivatized with different R groups. The compounds show important biological activities such as antibacterial and antimicrobial. Candida infections, which are the most common types of yeast, show a 15 potential response to the butenolides chemical. The complications with using the butenolide chemicals is that many are not stable. The objective of this research is to be able to find a way to use and synthesize a compound of butenolides that is a potentially useful yeast infections treatment. Past research done by other students at Winona State University on butenolides suggested that ring-closing metathesis (RCM) could be employed in the future. This was bypassed by purchasing an⍺-angelica lactone and starting from this compound to continue the synthesis scheme. From the⍺-angelica lactone starting material five schemes were implemented to synthesize the butenolide to create a final testable product of C9H12O2. TLC and1H NMR spectroscopy was used to monitor the reaction. The final C9H12O2 product will then be tested for bio activity.

College

College of Science & Engineering

Department

Chemistry

Location

Kryzsko Commons Ballroom

Start Date

4-20-2022 10:00 AM

End Date

4-20-2022 11:00 AM

Presentation Type

Poster Presentation

Session

1b=10am-11am

Poster Number

2

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COinS Apr 20th, 10:00 AM Apr 20th, 11:00 AM

A Methodology for the Synthesis of Bioactive Butenolides

Kryzsko Commons Ballroom

Butenolides are a class of lactones with a four-carbon heterocyclic ring structure that can be synthesized and derivatized with different R groups. The compounds show important biological activities such as antibacterial and antimicrobial. Candida infections, which are the most common types of yeast, show a 15 potential response to the butenolides chemical. The complications with using the butenolide chemicals is that many are not stable. The objective of this research is to be able to find a way to use and synthesize a compound of butenolides that is a potentially useful yeast infections treatment. Past research done by other students at Winona State University on butenolides suggested that ring-closing metathesis (RCM) could be employed in the future. This was bypassed by purchasing an⍺-angelica lactone and starting from this compound to continue the synthesis scheme. From the⍺-angelica lactone starting material five schemes were implemented to synthesize the butenolide to create a final testable product of C9H12O2. TLC and1H NMR spectroscopy was used to monitor the reaction. The final C9H12O2 product will then be tested for bio activity.

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