Note
Includes bibliography.
Member of
Contributors
Publisher
Florida Atlantic University
Date Issued
2016
EDTF Date Created
2016
Description
The projects described in this dissertation are focused on compounds derived
from marine organisms collected from the western Atlantic marine environment.
Chapter 1 provides an introduction to the study of natural products chemistry,
marine natural products, and overview of the research undertaken from natural product
chemists.
Chapter 2 describes the isolation and structure elucidation of a series of rare
diterpenoids from the gorgonian Briareum asbestinum, together with their conformational
analysis and biosynthetic interconversions. These rare diterpenes from Briareum
asbestinum are linked by an unusual transannular oxa-6π electrocyclization which is
described in detail and this work demonstates the biomimetic hemisynthesis of
briareolate esters L (19) to B (22) achieved via an intermediary, briareolate ester G (2),
through a controlled set of photoinduced isomerizations and a unique photochromic
transannular oxa-6π electrocyclization. This work focuses largely on the mechanistic understanding of the photochemical production of these briarane diterpenoids and
illustrates a unique UVA/UVC, photochromic switch which induces a transannular oxa-
6π electrocyclization.
Chapter 3 describes the assay-guided isolation of marine antioxidants. This
chapter focuses on the screening of marine organism extracts using the Ferric Reducing
Antioxidant Power (FRAP) assay for antioxidant activity guided isolation of marine
natural products. The chapter concludes with the activity guided isolation and structural
elucidation of 1-O-palmitoyl-2-O-myristoyl-3-O-(6-sulfo-α-D-quinovopyranosyl)-
glycerol (40) to show direct antioxidant potential through FRAP analysis.
Chapter 4 describes the isolation, structural elucidation and pharmacological
evaluation of the novel secondary metabolites iso-PsA(45), Iso-PsC (46), iso-PsD (47) as
well as known Pseudopterosins A(41), B(42), C(43), D(44), K(48), K2’OAc(49),
K2’OAc(50). These secondary metabolites were evaluated for both cytotoxicity. The
chapter concludes with the screening of these compounds as αβ-amyloid fibril modulators
utilizing atomic force microcopy (AFM).
from marine organisms collected from the western Atlantic marine environment.
Chapter 1 provides an introduction to the study of natural products chemistry,
marine natural products, and overview of the research undertaken from natural product
chemists.
Chapter 2 describes the isolation and structure elucidation of a series of rare
diterpenoids from the gorgonian Briareum asbestinum, together with their conformational
analysis and biosynthetic interconversions. These rare diterpenes from Briareum
asbestinum are linked by an unusual transannular oxa-6π electrocyclization which is
described in detail and this work demonstates the biomimetic hemisynthesis of
briareolate esters L (19) to B (22) achieved via an intermediary, briareolate ester G (2),
through a controlled set of photoinduced isomerizations and a unique photochromic
transannular oxa-6π electrocyclization. This work focuses largely on the mechanistic understanding of the photochemical production of these briarane diterpenoids and
illustrates a unique UVA/UVC, photochromic switch which induces a transannular oxa-
6π electrocyclization.
Chapter 3 describes the assay-guided isolation of marine antioxidants. This
chapter focuses on the screening of marine organism extracts using the Ferric Reducing
Antioxidant Power (FRAP) assay for antioxidant activity guided isolation of marine
natural products. The chapter concludes with the activity guided isolation and structural
elucidation of 1-O-palmitoyl-2-O-myristoyl-3-O-(6-sulfo-α-D-quinovopyranosyl)-
glycerol (40) to show direct antioxidant potential through FRAP analysis.
Chapter 4 describes the isolation, structural elucidation and pharmacological
evaluation of the novel secondary metabolites iso-PsA(45), Iso-PsC (46), iso-PsD (47) as
well as known Pseudopterosins A(41), B(42), C(43), D(44), K(48), K2’OAc(49),
K2’OAc(50). These secondary metabolites were evaluated for both cytotoxicity. The
chapter concludes with the screening of these compounds as αβ-amyloid fibril modulators
utilizing atomic force microcopy (AFM).
Language
Type
Form
Extent
159 p.
Subject (Topical)
Identifier
FA00004666
Additional Information
Includes bibliography.
Dissertation (Ph.D.)--Florida Atlantic University, 2016.
FAU Electronic Theses and Dissertations Collection
Date Backup
2016
Date Created Backup
2016
Date Text
2016
Date Created (EDTF)
2016
Date Issued (EDTF)
2016
Extension
FAU
IID
FA00004666
Organizations
Attributed name: Florida Atlantic University
Attributed name: Charles E. Schmidt College of Science
Attributed name: Department of Chemistry and Biochemistry
Person Preferred Name
Hall, Andrew
author
Graduate College
Physical Description
application/pdf
159 p.
Title Plain
Natural Product Studies of Marine Organisms from the Western Atlantic
Use and Reproduction
Copyright © is held by the author, with permission granted to Florida Atlantic University to digitize, archive and distribute this item for non-profit research and educational purposes. Any reuse of this item in excess of fair use or other copyright exemptions requires permission of the copyright holder.
http://rightsstatements.org/vocab/InC/1.0/
Origin Information
2016
2016
Florida Atlantic University
Boca Raton, Fla.
Physical Location
Florida Atlantic University Libraries
Place
Boca Raton, Fla.
Sub Location
Digital Library
Title
Natural Product Studies of Marine Organisms from the Western Atlantic
Other Title Info
Natural Product Studies of Marine Organisms from the Western Atlantic