Methodology of Inuloxins A

Start Date

29-4-2022 3:00 PM

Location

Alter Hall 207

Abstract

The Inuloxins family A-D are four phytotoxic bi- and tri- cyclic sesquiterpene lactones. They were isolated from the aerial parts of Inula vicosa, a widespread Mediterranean plant that is known for its content of pharmacological active metabolic. The Inuloxin that I am interested in is Inuloxin A. It has displayed properties applicable in the medical and agricultural industry. Thus far, Inuloxins A has been studied for its potential use as an herbicide against parasitic plats, as well as its biological activities against the brain-eating amoeba (Naegleria fowleri). Inuloxin A structure is determined to be a (4E,7R, 8R,10S)-3-oxo-germacra-4,11(13)-dien-8β-12-olide.

My research focuses on a methodology that can synthesize Inuloxin A. The methodology consists of a smaller molecule to ensure the process is successful, then using it to synthesize that actual Inuloxin A. The methodology utilizes a furan oxidation, addition of the Evans Auxiliary, and the 1,4-conjugate addition. The furan oxidation and the addition of the Evans Auxiliary was successful. The 1,4-conjugate addition method has been successful, but it has been altered for achieving better yield of the product. The lasts steps of the methodology have been shown to work in some conditions and have not completely worked in other conditions. Once the methodology is perfected, the goal will be to synthesize Inuloxin A.

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Apr 29th, 3:00 PM Apr 29th, 3:20 PM

Methodology of Inuloxins A

Alter Hall 207

The Inuloxins family A-D are four phytotoxic bi- and tri- cyclic sesquiterpene lactones. They were isolated from the aerial parts of Inula vicosa, a widespread Mediterranean plant that is known for its content of pharmacological active metabolic. The Inuloxin that I am interested in is Inuloxin A. It has displayed properties applicable in the medical and agricultural industry. Thus far, Inuloxins A has been studied for its potential use as an herbicide against parasitic plats, as well as its biological activities against the brain-eating amoeba (Naegleria fowleri). Inuloxin A structure is determined to be a (4E,7R, 8R,10S)-3-oxo-germacra-4,11(13)-dien-8β-12-olide.

My research focuses on a methodology that can synthesize Inuloxin A. The methodology consists of a smaller molecule to ensure the process is successful, then using it to synthesize that actual Inuloxin A. The methodology utilizes a furan oxidation, addition of the Evans Auxiliary, and the 1,4-conjugate addition. The furan oxidation and the addition of the Evans Auxiliary was successful. The 1,4-conjugate addition method has been successful, but it has been altered for achieving better yield of the product. The lasts steps of the methodology have been shown to work in some conditions and have not completely worked in other conditions. Once the methodology is perfected, the goal will be to synthesize Inuloxin A.