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Elucidation of pseudopterosin biosynthesis: Oxidations of erogorgiaene and the intermediacy of seco-pseudopterosins

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Date Issued:
2005
Summary:
The pseudopterosins and seco-pseudopterosins are diterpene glycosides isolated from the marine octocoral Pseudopterogorgia elisabethae . These compounds exhibit potent anti-inflammatory and analgesic properties superior to the industrial standard indomethacin. The overall goal of this work was to complete biosynthetic studies for the development of a biotechnological production method of the pseudopterosins and seco-pseudopterosins. The aim of this project was to identify all intermediates involved in pseudopterosin biosynthesis. Previously, the Kerr lab has shown that elisabetatriene and erogorgiaene are the first two committed steps in pseudopterosin biosynthesis. In a continuation of those metabolic studies, the isolation and utilization of 7-hydroxyerogorgiaene, 7,8-dihydroxyerogorgiaene, seco-pseudopterosin J, amphilectosins A and B in pseudopterosin biosynthesis is reported. The utilization of these compounds in pseudopterosin biosynthesis was assessed by incubating these compounds in radiolabeled form with viable cell-free extracts of P. elisabethae and monitoring for the incorporation of a radiolabel in the pseudopterosins. We also report the isolation of the pseudopterosin aglycone from extracts of P. elisabethae and identified the aglycone as the end product of this metabolic pathway.
Title: Elucidation of pseudopterosin biosynthesis: Oxidations of erogorgiaene and the intermediacy of seco-pseudopterosins.
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Name(s): Ferns, Tyrone A.
Florida Atlantic University, Degree Grantor
Kerr, Russell G., Thesis Advisor
Type of Resource: text
Genre: Electronic Thesis Or Dissertation
Issuance: monographic
Date Issued: 2005
Publisher: Florida Atlantic University
Place of Publication: Boca Raton, Fla.
Physical Form: application/pdf
Extent: 158 p.
Language(s): English
Summary: The pseudopterosins and seco-pseudopterosins are diterpene glycosides isolated from the marine octocoral Pseudopterogorgia elisabethae . These compounds exhibit potent anti-inflammatory and analgesic properties superior to the industrial standard indomethacin. The overall goal of this work was to complete biosynthetic studies for the development of a biotechnological production method of the pseudopterosins and seco-pseudopterosins. The aim of this project was to identify all intermediates involved in pseudopterosin biosynthesis. Previously, the Kerr lab has shown that elisabetatriene and erogorgiaene are the first two committed steps in pseudopterosin biosynthesis. In a continuation of those metabolic studies, the isolation and utilization of 7-hydroxyerogorgiaene, 7,8-dihydroxyerogorgiaene, seco-pseudopterosin J, amphilectosins A and B in pseudopterosin biosynthesis is reported. The utilization of these compounds in pseudopterosin biosynthesis was assessed by incubating these compounds in radiolabeled form with viable cell-free extracts of P. elisabethae and monitoring for the incorporation of a radiolabel in the pseudopterosins. We also report the isolation of the pseudopterosin aglycone from extracts of P. elisabethae and identified the aglycone as the end product of this metabolic pathway.
Identifier: 9780542189548 (isbn), 12164 (digitool), FADT12164 (IID), fau:9071 (fedora)
Note(s): Thesis (Ph.D.)--Florida Atlantic University, 2005.
Subject(s): Marine pharmacology
Aquaculture
Biological products
Natural products
Pharmacognosy
Held by: Florida Atlantic University Libraries
Persistent Link to This Record: http://purl.flvc.org/fcla/dt/12164
Sublocation: Digital Library
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.
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Host Institution: FAU
Is Part of Series: Florida Atlantic University Digital Library Collections.