Hexamollamide, a hexapeptide from an Okinawan ascidian Didemnum molle

Toshiaki Teruya; Hiroaki Sasaki; Kiyotake Suenaga

doi:10.1016/j.tetlet.2008.06.086

Hexamollamide, a hexapeptide from an Okinawan ascidian Didemnum molle

Toshiaki Teruya, Hiroaki Sasaki, Kiyotake Suenaga

Department of Chemistry

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

18 Citations (Scopus)

Abstract

The bioassay-guided fractionation of the cytotoxic constituents of the Okinawan ascidian Didemnum molle led to the isolation of hexamollamide (1), a hexapeptide. The gross structure and relative stereostructure of 1 were established by spectroscopic analysis including 2D NMR techniques and single-crystal X-ray diffraction analysis. The absolute stereostructure was determined by chiral HPLC analysis of acid hydrolysates of 1. Hexamollamide (1) exhibits moderate cytotoxicity against HeLa S₃ cells.

Original language	English
Pages (from-to)	5297-5299
Number of pages	3
Journal	Tetrahedron Letters
Volume	49
Issue number	36
DOIs	https://doi.org/10.1016/j.tetlet.2008.06.086
Publication status	Published - 2008 Sep 1

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2008.06.086

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title = "Hexamollamide, a hexapeptide from an Okinawan ascidian Didemnum molle",

abstract = "The bioassay-guided fractionation of the cytotoxic constituents of the Okinawan ascidian Didemnum molle led to the isolation of hexamollamide (1), a hexapeptide. The gross structure and relative stereostructure of 1 were established by spectroscopic analysis including 2D NMR techniques and single-crystal X-ray diffraction analysis. The absolute stereostructure was determined by chiral HPLC analysis of acid hydrolysates of 1. Hexamollamide (1) exhibits moderate cytotoxicity against HeLa S3 cells.",

author = "Toshiaki Teruya and Hiroaki Sasaki and Kiyotake Suenaga",

note = "Funding Information: We would like to thank Professors Akira Sekiguchi and Masaaki Ichinohe (Univ. of Tsukuba) for the measurement of X-ray crystallographic analysis and helpful discussion. We would like to thank Professor Hideo Kigoshi (Univ. of Tsukuba) for performing the ESIMS analysis. This work was supported by Grant-in-Aid for Young Scientists (B), Keio Leading-edge Laboratory of Science and Technology, Keio Gijuku Academic Development Funds, The Japan Securities Scholarship Foundation. ",

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AU - Teruya, Toshiaki

AU - Sasaki, Hiroaki

AU - Suenaga, Kiyotake

N1 - Funding Information: We would like to thank Professors Akira Sekiguchi and Masaaki Ichinohe (Univ. of Tsukuba) for the measurement of X-ray crystallographic analysis and helpful discussion. We would like to thank Professor Hideo Kigoshi (Univ. of Tsukuba) for performing the ESIMS analysis. This work was supported by Grant-in-Aid for Young Scientists (B), Keio Leading-edge Laboratory of Science and Technology, Keio Gijuku Academic Development Funds, The Japan Securities Scholarship Foundation.

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N2 - The bioassay-guided fractionation of the cytotoxic constituents of the Okinawan ascidian Didemnum molle led to the isolation of hexamollamide (1), a hexapeptide. The gross structure and relative stereostructure of 1 were established by spectroscopic analysis including 2D NMR techniques and single-crystal X-ray diffraction analysis. The absolute stereostructure was determined by chiral HPLC analysis of acid hydrolysates of 1. Hexamollamide (1) exhibits moderate cytotoxicity against HeLa S3 cells.

AB - The bioassay-guided fractionation of the cytotoxic constituents of the Okinawan ascidian Didemnum molle led to the isolation of hexamollamide (1), a hexapeptide. The gross structure and relative stereostructure of 1 were established by spectroscopic analysis including 2D NMR techniques and single-crystal X-ray diffraction analysis. The absolute stereostructure was determined by chiral HPLC analysis of acid hydrolysates of 1. Hexamollamide (1) exhibits moderate cytotoxicity against HeLa S3 cells.

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

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ER -

Hexamollamide, a hexapeptide from an Okinawan ascidian Didemnum molle

Abstract

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