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Efforts Towards the Total Synthesis ...

Jones, Thane Robinson.

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Efforts Towards the Total Synthesis of Abyssomicin C and Its Derivatives.

Record Type:	Electronic resources : Monograph/item
Title/Author:	Efforts Towards the Total Synthesis of Abyssomicin C and Its Derivatives./
Author:	Jones, Thane Robinson.
Published:	Ann Arbor : ProQuest Dissertations & Theses, : 2023,
Description:	128 p.
Notes:	Source: Dissertations Abstracts International, Volume: 85-01, Section: B.
Contained By:	Dissertations Abstracts International85-01B.
Subject:	Fungi. -
Online resource:	https://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=30516411
ISBN:	9798379866372

Efforts Towards the Total Synthesis of Abyssomicin C and Its Derivatives.
Jones, Thane Robinson.

Efforts Towards the Total Synthesis of Abyssomicin C and Its Derivatives. - Ann Arbor : ProQuest Dissertations & Theses, 2023 - 128 p.

Source: Dissertations Abstracts International, Volume: 85-01, Section: B.

Thesis (Ph.D.)--North Carolina State University, 2023.

This item must not be sold to any third party vendors.

There is a recognized need for the constant development of novel antibiotic scaffolds to combat pathogenic drug-resistant bacteria. Abyssomicin C is a marine natural product isolated in 2004 from the Sea of Japan which displays activity against MRSA (MIC = 4 μg/mL) and VRSA (MIC = 14 μg/mL). Abyssomicin C is the first compound known to inhibit p-aminobenzoic acid production in bacterial folate biosynthesis, making it a potential lead for the study of new antibacterial agents targeting drug-resistant bacteria. However, the SAR of the abyssomicin scaffold is limited, largely due to the lack of known structural derivatives despite several published syntheses. Abyssomicin C is an exciting synthetic target due to its complex molecular structure. The CG-terpenoid bears 8 stereogenic centers, 5 of which are contiguous throughout a bicyclic spirotetronate core at the base of a 14-membered medium-sized ring. Herein we describe efforts toward a practical, scalable synthetic route to abyssomicin C and potential derivates in order to probe its exciting potential antibacterial lead.

ISBN: 9798379866372Subjects--Topical Terms:

571472
Fungi.

Efforts Towards the Total Synthesis of Abyssomicin C and Its Derivatives.
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520 $a There is a recognized need for the constant development of novel antibiotic scaffolds to combat pathogenic drug-resistant bacteria. Abyssomicin C is a marine natural product isolated in 2004 from the Sea of Japan which displays activity against MRSA (MIC = 4 μg/mL) and VRSA (MIC = 14 μg/mL). Abyssomicin C is the first compound known to inhibit p-aminobenzoic acid production in bacterial folate biosynthesis, making it a potential lead for the study of new antibacterial agents targeting drug-resistant bacteria. However, the SAR of the abyssomicin scaffold is limited, largely due to the lack of known structural derivatives despite several published syntheses. Abyssomicin C is an exciting synthetic target due to its complex molecular structure. The CG-terpenoid bears 8 stereogenic centers, 5 of which are contiguous throughout a bicyclic spirotetronate core at the base of a 14-membered medium-sized ring. Herein we describe efforts toward a practical, scalable synthetic route to abyssomicin C and potential derivates in order to probe its exciting potential antibacterial lead.
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