Two acyclic kahalalides from the sacoglossan mollusk Elysia rufescens

Gilles Goetz, Youichi Nakao, Paul J. Scheuer

研究成果: Article

39 引用 (Scopus)

抄録

The sacoglossan mollusk Elysia rufescens elaborates six cyclic depsipeptides, kahalalides A- F. Its green algal diet (Bryopsis sp.) contains kahalalide G, which is an acyclic analogue of kahalalide F. Further analysis of the molluskan extract revealed two new acyclic peptides, kahalalide H (1) and kahalalide J (2), which share only four amino acids (leucine, phenylalanine, serine, and valine) with kahalalide F. Both contain aspartic acid and 4-hydroxyproline residues, and kahalalide J (2) also contains lysine. They have in common a β-hydroxy fatty acid, 3-hydroxy-9- methyldecanoic, previously encountered in kahalalide E. For kahalalide H (1) we succeeded in determining the sequential positions of the antipodal D- and L-phenylalanine. In common with the acyclic constituent of the alga, kahalalide G, the new compounds lack significant cytotoxicity.

元の言語English
ページ(範囲)562-567
ページ数6
ジャーナルJournal of Natural Products
60
発行部数6
DOI
出版物ステータスPublished - 1997 6
外部発表Yes

Fingerprint

Mollusca
Phenylalanine
algae
phenylalanine
molluscs
depsipeptides
Bryopsis
Depsipeptides
hydroxy fatty acids
Hydroxy Acids
hydroxyproline
Hydroxyproline
Valine
aspartic acid
Cytotoxicity
Algae
Nutrition
valine
Aspartic Acid
Leucine

ASJC Scopus subject areas

  • Plant Science
  • Chemistry (miscellaneous)
  • Organic Chemistry
  • Drug Discovery
  • Pharmacology

これを引用

Two acyclic kahalalides from the sacoglossan mollusk Elysia rufescens. / Goetz, Gilles; Nakao, Youichi; Scheuer, Paul J.

:: Journal of Natural Products, 巻 60, 番号 6, 06.1997, p. 562-567.

研究成果: Article

Goetz, Gilles ; Nakao, Youichi ; Scheuer, Paul J. / Two acyclic kahalalides from the sacoglossan mollusk Elysia rufescens. :: Journal of Natural Products. 1997 ; 巻 60, 番号 6. pp. 562-567.
@article{58f05c904fc64fca94302cc73006ccc5,
title = "Two acyclic kahalalides from the sacoglossan mollusk Elysia rufescens",
abstract = "The sacoglossan mollusk Elysia rufescens elaborates six cyclic depsipeptides, kahalalides A- F. Its green algal diet (Bryopsis sp.) contains kahalalide G, which is an acyclic analogue of kahalalide F. Further analysis of the molluskan extract revealed two new acyclic peptides, kahalalide H (1) and kahalalide J (2), which share only four amino acids (leucine, phenylalanine, serine, and valine) with kahalalide F. Both contain aspartic acid and 4-hydroxyproline residues, and kahalalide J (2) also contains lysine. They have in common a β-hydroxy fatty acid, 3-hydroxy-9- methyldecanoic, previously encountered in kahalalide E. For kahalalide H (1) we succeeded in determining the sequential positions of the antipodal D- and L-phenylalanine. In common with the acyclic constituent of the alga, kahalalide G, the new compounds lack significant cytotoxicity.",
author = "Gilles Goetz and Youichi Nakao and Scheuer, {Paul J.}",
year = "1997",
month = "6",
doi = "10.1021/np970045m",
language = "English",
volume = "60",
pages = "562--567",
journal = "Journal of Natural Products",
issn = "0163-3864",
publisher = "American Chemical Society",
number = "6",

}

TY - JOUR

T1 - Two acyclic kahalalides from the sacoglossan mollusk Elysia rufescens

AU - Goetz, Gilles

AU - Nakao, Youichi

AU - Scheuer, Paul J.

PY - 1997/6

Y1 - 1997/6

N2 - The sacoglossan mollusk Elysia rufescens elaborates six cyclic depsipeptides, kahalalides A- F. Its green algal diet (Bryopsis sp.) contains kahalalide G, which is an acyclic analogue of kahalalide F. Further analysis of the molluskan extract revealed two new acyclic peptides, kahalalide H (1) and kahalalide J (2), which share only four amino acids (leucine, phenylalanine, serine, and valine) with kahalalide F. Both contain aspartic acid and 4-hydroxyproline residues, and kahalalide J (2) also contains lysine. They have in common a β-hydroxy fatty acid, 3-hydroxy-9- methyldecanoic, previously encountered in kahalalide E. For kahalalide H (1) we succeeded in determining the sequential positions of the antipodal D- and L-phenylalanine. In common with the acyclic constituent of the alga, kahalalide G, the new compounds lack significant cytotoxicity.

AB - The sacoglossan mollusk Elysia rufescens elaborates six cyclic depsipeptides, kahalalides A- F. Its green algal diet (Bryopsis sp.) contains kahalalide G, which is an acyclic analogue of kahalalide F. Further analysis of the molluskan extract revealed two new acyclic peptides, kahalalide H (1) and kahalalide J (2), which share only four amino acids (leucine, phenylalanine, serine, and valine) with kahalalide F. Both contain aspartic acid and 4-hydroxyproline residues, and kahalalide J (2) also contains lysine. They have in common a β-hydroxy fatty acid, 3-hydroxy-9- methyldecanoic, previously encountered in kahalalide E. For kahalalide H (1) we succeeded in determining the sequential positions of the antipodal D- and L-phenylalanine. In common with the acyclic constituent of the alga, kahalalide G, the new compounds lack significant cytotoxicity.

UR - http://www.scopus.com/inward/record.url?scp=0030982131&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0030982131&partnerID=8YFLogxK

U2 - 10.1021/np970045m

DO - 10.1021/np970045m

M3 - Article

AN - SCOPUS:0030982131

VL - 60

SP - 562

EP - 567

JO - Journal of Natural Products

JF - Journal of Natural Products

SN - 0163-3864

IS - 6

ER -