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biosynthetic production of marine-derived anti-tumor ecteinascidins and the aquaculture of the marine tunicate Ecteinascidia turbinata

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Date Issued:
1997
Summary:
A family of tetrahydroisoquinoline alkaloids, the ecteinascidins, are a group of biologically active secondary metabolites produced by the marine tunicate Ecteinascidia turbinata. Ecteinascidins have shown in vivo anti-tumor activity against P388 lymphoma, B16 melanoma, M5076 ovarian sarcoma, Lewis lung carcinoma, and LX-1 human lung and MX-1 human mammary carcinoma xenografts in laboratory mice. Because ecteinascidins are produced in low yields, 1x10^-4%, supply for clinical development is a significant problem. The ultimate goal of this study is to develop an enzyme-based synthesis of the ecteinascidins. In this regard, the biosynthesis of these alkaloids has been investigated. Optimal conditions for in vitro ecteinascidin biosynthesis were found. The origin of the C22-C1 two-carbon unit was identified as pyruvate and the tyrosine and DOPA diketopiperazines were identified as key intermediates. Methods were developed for an in-the-sea aquaculture of the colonal marine ascidian Ecteinascidia turbinata.
Title: The biosynthetic production of marine-derived anti-tumor ecteinascidins and the aquaculture of the marine tunicate Ecteinascidia turbinata.
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Name(s): Krenisky, Joann Mary
Florida Atlantic University, Degree grantor
Kerr, Russell G., Thesis advisor
Charles E. Schmidt College of Science
Department of Chemistry and Biochemistry
Type of Resource: text
Genre: Electronic Thesis Or Dissertation
Issuance: monographic
Date Issued: 1997
Publisher: Florida Atlantic University
Place of Publication: Boca Raton, FL
Physical Form: application/pdf
Extent: 86 p.
Language(s): English
Summary: A family of tetrahydroisoquinoline alkaloids, the ecteinascidins, are a group of biologically active secondary metabolites produced by the marine tunicate Ecteinascidia turbinata. Ecteinascidins have shown in vivo anti-tumor activity against P388 lymphoma, B16 melanoma, M5076 ovarian sarcoma, Lewis lung carcinoma, and LX-1 human lung and MX-1 human mammary carcinoma xenografts in laboratory mice. Because ecteinascidins are produced in low yields, 1x10^-4%, supply for clinical development is a significant problem. The ultimate goal of this study is to develop an enzyme-based synthesis of the ecteinascidins. In this regard, the biosynthesis of these alkaloids has been investigated. Optimal conditions for in vitro ecteinascidin biosynthesis were found. The origin of the C22-C1 two-carbon unit was identified as pyruvate and the tyrosine and DOPA diketopiperazines were identified as key intermediates. Methods were developed for an in-the-sea aquaculture of the colonal marine ascidian Ecteinascidia turbinata.
Identifier: 9780591455434 (isbn), 15454 (digitool), FADT15454 (IID), fau:12218 (fedora)
Degree granted: Thesis (M.S.)--Florida Atlantic University, 1997.
Collection: FAU Electronic Theses and Dissertations Collection
Note(s): Charles E. Schmidt College of Science
Subject(s): Sea squirts
Tetrahydroisoquinolines
Alkaloids--Synthesis
Held by: Florida Atlantic University Libraries
Persistent Link to This Record: http://purl.flvc.org/fcla/dt/15454
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.
Use and Reproduction: http://rightsstatements.org/vocab/InC/1.0/
Host Institution: FAU
Is Part of Series: Florida Atlantic University Digital Library Collections.