Cupolamide A: A Cytotoxic Cyclic Heptapeptide from Two Samples of the Sponge Theonella cupola

Lea S. Bonnington; Junichi Tanaka; Tatsuo Higa; Junji Kimura; Yuki Yoshimura; Yoichi Nakao; Wesley Y. Yoshida; Paul J. Scheuer

doi:10.1021/jo9710285

Cupolamide A: A Cytotoxic Cyclic Heptapeptide from Two Samples of the Sponge Theonella cupola

Lea S. Bonnington, Junichi Tanaka, Tatsuo Higa, Junji Kimura, Yuki Yoshimura, Yoichi Nakao, Wesley Y. Yoshida, Paul J. Scheuer

研究成果: Article › 査読

35 被引用数 (Scopus)

抄録

A new cyclic heptapeptide cupolamide A (1) was isolated from two samples of the sponge Theonella cupola collected in Indonesia and Okinawa. It contains two L-Val, one D-Leu, and one D-Ser, and three uncommon amino acid residues, D-homoarginine (Har), trans-4-hydroxy-L-proline (Hyp), and L-2,4-diaminobutanoic acid (Dba). The structure elucidation of 1 was performed by NMR spectroscopic techniques and the stereochemistry was determined by Marfey's method. Cupolamide A (1) was active against P388 murine leukemia cells with an IC₅₀ = 7.5 μg/mL.

本文言語	English
ページ（範囲）	7765-7767
ページ数	3
ジャーナル	Journal of Organic Chemistry
巻	62
号	22
DOI	https://doi.org/10.1021/jo9710285
出版ステータス	Published - 1997 1月 1
外部発表	はい

ASJC Scopus subject areas

有機化学

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10.1021/jo9710285

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abstract = "A new cyclic heptapeptide cupolamide A (1) was isolated from two samples of the sponge Theonella cupola collected in Indonesia and Okinawa. It contains two L-Val, one D-Leu, and one D-Ser, and three uncommon amino acid residues, D-homoarginine (Har), trans-4-hydroxy-L-proline (Hyp), and L-2,4-diaminobutanoic acid (Dba). The structure elucidation of 1 was performed by NMR spectroscopic techniques and the stereochemistry was determined by Marfey's method. Cupolamide A (1) was active against P388 murine leukemia cells with an IC50 = 7.5 μg/mL.",

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AU - Bonnington, Lea S.

AU - Tanaka, Junichi

AU - Higa, Tatsuo

AU - Kimura, Junji

AU - Yoshimura, Yuki

AU - Nakao, Yoichi

AU - Yoshida, Wesley Y.

AU - Scheuer, Paul J.

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N2 - A new cyclic heptapeptide cupolamide A (1) was isolated from two samples of the sponge Theonella cupola collected in Indonesia and Okinawa. It contains two L-Val, one D-Leu, and one D-Ser, and three uncommon amino acid residues, D-homoarginine (Har), trans-4-hydroxy-L-proline (Hyp), and L-2,4-diaminobutanoic acid (Dba). The structure elucidation of 1 was performed by NMR spectroscopic techniques and the stereochemistry was determined by Marfey's method. Cupolamide A (1) was active against P388 murine leukemia cells with an IC50 = 7.5 μg/mL.

AB - A new cyclic heptapeptide cupolamide A (1) was isolated from two samples of the sponge Theonella cupola collected in Indonesia and Okinawa. It contains two L-Val, one D-Leu, and one D-Ser, and three uncommon amino acid residues, D-homoarginine (Har), trans-4-hydroxy-L-proline (Hyp), and L-2,4-diaminobutanoic acid (Dba). The structure elucidation of 1 was performed by NMR spectroscopic techniques and the stereochemistry was determined by Marfey's method. Cupolamide A (1) was active against P388 murine leukemia cells with an IC50 = 7.5 μg/mL.

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Cupolamide A: A Cytotoxic Cyclic Heptapeptide from Two Samples of the Sponge Theonella cupola

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