Schulzeines A-C, New α-Glucosidase Inhibitors from the Marine Sponge Penares schulzei

Kentaro Takada, Taisuke Uehara, Youichi Nakao, Shigeki Matsunaga, Rob W M Van Soest, Nobuhiro Fusetani

Research output: Contribution to journalArticle

78 Citations (Scopus)

Abstract

Three new α-glucosidase inhibitors, schulzeines A-C (1-3), were isolated from the marine sponge Penares schulzei. Their structures were elucidated by spectral analysis and chemical degradations to be the isoquinoline alkaloids, encompassing two amino acids, and C28 fatty acid, the last of which was sulfated. Absolute stereochemistry of schulzeines was determined by application of the modified Mosher analysis to fragments obtained by chemical degradation. Schulzeines A-C inhibit α-glucosidase with IC50 values of 48-170 nM.

Original languageEnglish
Pages (from-to)187-193
Number of pages7
JournalJournal of the American Chemical Society
Volume126
Issue number1
Publication statusPublished - 2004 Jan 14
Externally publishedYes

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Glucosidases
Porifera
Degradation
Alkaloids
Stereochemistry
Fatty acids
Spectrum analysis
Inhibitory Concentration 50
Amino acids
Fatty Acids
Amino Acids
isoquinoline

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Takada, K., Uehara, T., Nakao, Y., Matsunaga, S., Van Soest, R. W. M., & Fusetani, N. (2004). Schulzeines A-C, New α-Glucosidase Inhibitors from the Marine Sponge Penares schulzei. Journal of the American Chemical Society, 126(1), 187-193.

Schulzeines A-C, New α-Glucosidase Inhibitors from the Marine Sponge Penares schulzei. / Takada, Kentaro; Uehara, Taisuke; Nakao, Youichi; Matsunaga, Shigeki; Van Soest, Rob W M; Fusetani, Nobuhiro.

In: Journal of the American Chemical Society, Vol. 126, No. 1, 14.01.2004, p. 187-193.

Research output: Contribution to journalArticle

Takada, K, Uehara, T, Nakao, Y, Matsunaga, S, Van Soest, RWM & Fusetani, N 2004, 'Schulzeines A-C, New α-Glucosidase Inhibitors from the Marine Sponge Penares schulzei', Journal of the American Chemical Society, vol. 126, no. 1, pp. 187-193.
Takada K, Uehara T, Nakao Y, Matsunaga S, Van Soest RWM, Fusetani N. Schulzeines A-C, New α-Glucosidase Inhibitors from the Marine Sponge Penares schulzei. Journal of the American Chemical Society. 2004 Jan 14;126(1):187-193.
Takada, Kentaro ; Uehara, Taisuke ; Nakao, Youichi ; Matsunaga, Shigeki ; Van Soest, Rob W M ; Fusetani, Nobuhiro. / Schulzeines A-C, New α-Glucosidase Inhibitors from the Marine Sponge Penares schulzei. In: Journal of the American Chemical Society. 2004 ; Vol. 126, No. 1. pp. 187-193.
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