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

Record Type:	Language materials, manuscript : Monograph/item
Title/Author:	Efforts Towards the Total Synthesis of Abyssomicin C and Its Derivatives./
Author:	Jones, Thane Robinson.
Description:	1 online resource (128 pages)
Notes:	Source: Dissertations Abstracts International, Volume: 85-01, Section: B.
Contained By:	Dissertations Abstracts International85-01B.
Subject:	Fungi. -
Online resource:	click for full text (PQDT)
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. - 1 online resource (128 pages)

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

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

Includes bibliographical references

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.

Electronic reproduction.
Ann Arbor, Mich. :
ProQuest,
2024

Mode of access: World Wide Web

ISBN: 9798379866372Subjects--Topical Terms:

580161
Fungi.
Index Terms--Genre/Form:

554714
Electronic books.

Efforts Towards the Total Synthesis of Abyssomicin C and Its Derivatives.
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245 1 0 $a Efforts Towards the Total Synthesis of Abyssomicin C and Its Derivatives.
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300 $a 1 online resource (128 pages)
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500 $a Source: Dissertations Abstracts International, Volume: 85-01, Section: B.
500 $a Advisor: Bruno-Barcena, Jose;Pierce, Joshua G.
502 $a Thesis (Ph.D.)--North Carolina State University, 2023.
504 $a Includes bibliographical references
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.
533 $a Electronic reproduction. $b Ann Arbor, Mich. : $c ProQuest, $d 2024
538 $a Mode of access: World Wide Web
650 4 $a Fungi. $3 580161
650 4 $a Cytotoxicity. $3 1465447
650 4 $a Biosynthesis. $3 674536
650 4 $a Chemical reactions. $3 564196
650 4 $a Vitamin B. $3 1437767
650 4 $a Bacteria. $3 600016
650 4 $a Staphylococcus infections. $3 1464711
650 4 $a Chemistry. $3 593913
650 4 $a Hydration. $3 778453
650 4 $a Biological activity. $3 1465448
650 4 $a Lithium. $3 904879
650 4 $a Drug resistance. $3 872072
650 4 $a Aqueous solutions. $3 1465449
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650 4 $a Oxidation. $3 902839
650 4 $a Antibiotics. $3 582863
650 4 $a Carbon. $3 557161
650 4 $a Bacterial infections. $3 1465450
650 4 $a Design. $3 595500
650 4 $a Alcohol. $3 654366
650 4 $a Natural products. $3 568969
650 4 $a Metabolites. $3 677719
650 4 $a Cellular biology. $3 1148666
650 4 $a Civil engineering. $3 561339
650 4 $a Organic chemistry. $3 1148722
650 4 $a Pathology. $3 668553
650 4 $a Pharmaceutical sciences. $3 1180569
650 4 $a Pharmacology. $3 583819
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710 2 $a North Carolina State University. $3 845424
773 0 $t Dissertations Abstracts International $g 85-01B.
856 4 0 $u http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=30516411 $z click for full text (PQDT)