Penarolide sulfates A1 and A2, new α-glucosidase inhibitors from a marine sponge Penares sp.

Yoichi Nakao; Takashi Maki; Shigeki Matsunaga; Rob W.M. Van Soest; Nobuhiro Fusetani

doi:10.1016/S0040-4020(00)00750-X

Penarolide sulfates A₁ and A₂, new α-glucosidase inhibitors from a marine sponge Penares sp.

Yoichi Nakao, Takashi Maki, Shigeki Matsunaga, Rob W.M. Van Soest, Nobuhiro Fusetani^*

^*Corresponding author for this work

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

36 Citations (Scopus)

Abstract

Penarolide sulfates A₁ (1) and A₂ (2) have been isolated as α-glucosidase inhibitors from a marine sponge Penares sp.¹ Their structures including absolute stereochemistry were determined to be unique 30- and 31-membered macrolides encompassing a proline residue and three sulfate groups by interpretation of spectral data and chemical degradation. Penarolide sulfates A₁ (1) and A₂ (2) inhibit α-glucosidase with IC₅₀ values of 1.2 and 1.5 μg/mL, respectively. (C) 2000 Elsevier Science Ltd.

Original language	English
Pages (from-to)	8977-8987
Number of pages	11
Journal	Tetrahedron
Volume	56
Issue number	46
DOIs	https://doi.org/10.1016/S0040-4020(00)00750-X
Publication status	Published - 2000 Nov 10
Externally published	Yes

Keywords

Enzyme inhibitors
Macrolides
Marine metabolites
Mass spectrometry
Sponge

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

Access to Document

10.1016/S0040-4020(00)00750-X

Cite this

@article{7fa5bfb0ef63418e9b5969efa4d6d980,

title = "Penarolide sulfates A1 and A2, new α-glucosidase inhibitors from a marine sponge Penares sp.",

abstract = "Penarolide sulfates A1 (1) and A2 (2) have been isolated as α-glucosidase inhibitors from a marine sponge Penares sp.1 Their structures including absolute stereochemistry were determined to be unique 30- and 31-membered macrolides encompassing a proline residue and three sulfate groups by interpretation of spectral data and chemical degradation. Penarolide sulfates A1 (1) and A2 (2) inhibit α-glucosidase with IC50 values of 1.2 and 1.5 μg/mL, respectively. (C) 2000 Elsevier Science Ltd.",

keywords = "Enzyme inhibitors, Macrolides, Marine metabolites, Mass spectrometry, Sponge",

author = "Yoichi Nakao and Takashi Maki and Shigeki Matsunaga and {Van Soest}, {Rob W.M.} and Nobuhiro Fusetani",

note = "Funding Information: We are thank Ms Miho Izumikawa, Dr Keiichi Konoki, and Professor Kazuo Tachibana of the University of Tokyo for measuring CD spectra. This research was partly supported by Grants-in-Aids from the Ministry of Education, Science, Sports, and Culture of Japan and Research for the Future Program from JSPS (JSPS-RFTF96I00301).",

year = "2000",

month = nov,

day = "10",

doi = "10.1016/S0040-4020(00)00750-X",

language = "English",

volume = "56",

pages = "8977--8987",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier Limited",

number = "46",

}

TY - JOUR

T1 - Penarolide sulfates A1 and A2, new α-glucosidase inhibitors from a marine sponge Penares sp.

AU - Nakao, Yoichi

AU - Maki, Takashi

AU - Matsunaga, Shigeki

AU - Van Soest, Rob W.M.

AU - Fusetani, Nobuhiro

N1 - Funding Information: We are thank Ms Miho Izumikawa, Dr Keiichi Konoki, and Professor Kazuo Tachibana of the University of Tokyo for measuring CD spectra. This research was partly supported by Grants-in-Aids from the Ministry of Education, Science, Sports, and Culture of Japan and Research for the Future Program from JSPS (JSPS-RFTF96I00301).

PY - 2000/11/10

Y1 - 2000/11/10

N2 - Penarolide sulfates A1 (1) and A2 (2) have been isolated as α-glucosidase inhibitors from a marine sponge Penares sp.1 Their structures including absolute stereochemistry were determined to be unique 30- and 31-membered macrolides encompassing a proline residue and three sulfate groups by interpretation of spectral data and chemical degradation. Penarolide sulfates A1 (1) and A2 (2) inhibit α-glucosidase with IC50 values of 1.2 and 1.5 μg/mL, respectively. (C) 2000 Elsevier Science Ltd.

AB - Penarolide sulfates A1 (1) and A2 (2) have been isolated as α-glucosidase inhibitors from a marine sponge Penares sp.1 Their structures including absolute stereochemistry were determined to be unique 30- and 31-membered macrolides encompassing a proline residue and three sulfate groups by interpretation of spectral data and chemical degradation. Penarolide sulfates A1 (1) and A2 (2) inhibit α-glucosidase with IC50 values of 1.2 and 1.5 μg/mL, respectively. (C) 2000 Elsevier Science Ltd.

KW - Enzyme inhibitors

KW - Macrolides

KW - Marine metabolites

KW - Mass spectrometry

KW - Sponge

UR - http://www.scopus.com/inward/record.url?scp=0034634641&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0034634641&partnerID=8YFLogxK

U2 - 10.1016/S0040-4020(00)00750-X

DO - 10.1016/S0040-4020(00)00750-X

M3 - Article

AN - SCOPUS:0034634641

SN - 0040-4020

VL - 56

SP - 8977

EP - 8987

JO - Tetrahedron

JF - Tetrahedron

IS - 46

ER -