More Peptides and Other Diverse Constituents of the Marine Mollusk Philinopsis speciosa

Yoichi Nakao; Wesley Y. Yoshida; Christina M. Szabo; Bill J. Baker; Paul J. Scheuer

doi:10.1021/jo9719867

More Peptides and Other Diverse Constituents of the Marine Mollusk Philinopsis speciosa

Yoichi Nakao, Wesley Y. Yoshida, Christina M. Szabo, Bill J. Baker, Paul J. Scheuer^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

61 Citations (Scopus)

Abstract

In addition to five new depsipeptides related to kulolide-1 (1), further examination of the mollusk Philinopsis speciosa has yielded a linear peptide, pupukeamide (14), and an unprecedented macrolide, tolytoxin-23-acetate (7). Chemical makeup suggested that the compounds originate from blue-green algae and are transmitted via herbivorous mollusks to P. speciosa. This could be verified by laboratory experiment. The structures were determined largely by spectroscopic techniques and the stereochemistry by hydrolysis of the peptides followed by chiral chromatography.

Original language	English
Pages (from-to)	3272-3280
Number of pages	9
Journal	Journal of Organic Chemistry
Volume	63
Issue number	10
DOIs	https://doi.org/10.1021/jo9719867
Publication status	Published - 1998 May 15
Externally published	Yes

ASJC Scopus subject areas

Organic Chemistry

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10.1021/jo9719867

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title = "More Peptides and Other Diverse Constituents of the Marine Mollusk Philinopsis speciosa",

abstract = "In addition to five new depsipeptides related to kulolide-1 (1), further examination of the mollusk Philinopsis speciosa has yielded a linear peptide, pupukeamide (14), and an unprecedented macrolide, tolytoxin-23-acetate (7). Chemical makeup suggested that the compounds originate from blue-green algae and are transmitted via herbivorous mollusks to P. speciosa. This could be verified by laboratory experiment. The structures were determined largely by spectroscopic techniques and the stereochemistry by hydrolysis of the peptides followed by chiral chromatography.",

author = "Yoichi Nakao and Yoshida, {Wesley Y.} and Szabo, {Christina M.} and Baker, {Bill J.} and Scheuer, {Paul J.}",

year = "1998",

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AU - Nakao, Yoichi

AU - Yoshida, Wesley Y.

AU - Szabo, Christina M.

AU - Baker, Bill J.

AU - Scheuer, Paul J.

PY - 1998/5/15

Y1 - 1998/5/15

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AB - In addition to five new depsipeptides related to kulolide-1 (1), further examination of the mollusk Philinopsis speciosa has yielded a linear peptide, pupukeamide (14), and an unprecedented macrolide, tolytoxin-23-acetate (7). Chemical makeup suggested that the compounds originate from blue-green algae and are transmitted via herbivorous mollusks to P. speciosa. This could be verified by laboratory experiment. The structures were determined largely by spectroscopic techniques and the stereochemistry by hydrolysis of the peptides followed by chiral chromatography.

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ER -

More Peptides and Other Diverse Constituents of the Marine Mollusk Philinopsis speciosa

Abstract

ASJC Scopus subject areas

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