Absolute configuration of pterocidin, a potent inhibitor of tumor cell invasion from a marine-derived Streptomyces

Yasuhiro Igarashi; Daisuke Asano; Kazuo Furihata; Naoya Oku; Satoshi Miyanaga; Hiroaki Sakurai; Ikuo Saiki

doi:10.1016/j.tetlet.2011.11.115

Absolute configuration of pterocidin, a potent inhibitor of tumor cell invasion from a marine-derived Streptomyces

Yasuhiro Igarashi^*, Daisuke Asano, Kazuo Furihata, Naoya Oku, Satoshi Miyanaga, Hiroaki Sakurai, Ikuo Saiki

^*Corresponding author for this work

Cancer Cell Biology

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

17 Scopus citations

Abstract

During the course of screening natural products for the inhibitors of tumor cell invasion, pterocidin, a linear polyketide with a δ-lactone terminus, was rediscovered from a Streptomyces strain of a marine sediment-origin. A series of J-based configuration analyses and NOESY analysis, coupled with chemical derivatization and chiral anisotropy analysis, established the absolute stereochemistry of five asymmetric centers in this compound.

Original language	English
Pages (from-to)	654-656
Number of pages	3
Journal	Tetrahedron Letters
Volume	53
Issue number	6
DOIs	https://doi.org/10.1016/j.tetlet.2011.11.115
State	Published - 2012/02/08

Keywords

Absolute configuration
Invasion inhibitor
Pterocidin
Streptomyces

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

UN SDGs

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

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10.1016/j.tetlet.2011.11.115

Cite this

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title = "Absolute configuration of pterocidin, a potent inhibitor of tumor cell invasion from a marine-derived Streptomyces",

abstract = "During the course of screening natural products for the inhibitors of tumor cell invasion, pterocidin, a linear polyketide with a δ-lactone terminus, was rediscovered from a Streptomyces strain of a marine sediment-origin. A series of J-based configuration analyses and NOESY analysis, coupled with chemical derivatization and chiral anisotropy analysis, established the absolute stereochemistry of five asymmetric centers in this compound.",

keywords = "Absolute configuration, Invasion inhibitor, Pterocidin, Streptomyces",

author = "Yasuhiro Igarashi and Daisuke Asano and Kazuo Furihata and Naoya Oku and Satoshi Miyanaga and Hiroaki Sakurai and Ikuo Saiki",

note = "Funding Information: We acknowledge the Atmosphere and Ocean Research Institute, the University of Tokyo and Dr. C. Imada at Tokyo University of Marine Science and Technology for assistance to sediment sampling. This research was supported in part by a research Grant from the Atmosphere and Ocean Research Institute, University of Tokyo to Y.I. ",

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language = "英語",

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T1 - Absolute configuration of pterocidin, a potent inhibitor of tumor cell invasion from a marine-derived Streptomyces

AU - Igarashi, Yasuhiro

AU - Asano, Daisuke

AU - Furihata, Kazuo

AU - Oku, Naoya

AU - Miyanaga, Satoshi

AU - Sakurai, Hiroaki

AU - Saiki, Ikuo

N1 - Funding Information: We acknowledge the Atmosphere and Ocean Research Institute, the University of Tokyo and Dr. C. Imada at Tokyo University of Marine Science and Technology for assistance to sediment sampling. This research was supported in part by a research Grant from the Atmosphere and Ocean Research Institute, University of Tokyo to Y.I.

PY - 2012/2/8

Y1 - 2012/2/8

N2 - During the course of screening natural products for the inhibitors of tumor cell invasion, pterocidin, a linear polyketide with a δ-lactone terminus, was rediscovered from a Streptomyces strain of a marine sediment-origin. A series of J-based configuration analyses and NOESY analysis, coupled with chemical derivatization and chiral anisotropy analysis, established the absolute stereochemistry of five asymmetric centers in this compound.

AB - During the course of screening natural products for the inhibitors of tumor cell invasion, pterocidin, a linear polyketide with a δ-lactone terminus, was rediscovered from a Streptomyces strain of a marine sediment-origin. A series of J-based configuration analyses and NOESY analysis, coupled with chemical derivatization and chiral anisotropy analysis, established the absolute stereochemistry of five asymmetric centers in this compound.

KW - Absolute configuration

KW - Invasion inhibitor

KW - Pterocidin

KW - Streptomyces

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U2 - 10.1016/j.tetlet.2011.11.115

DO - 10.1016/j.tetlet.2011.11.115

M3 - 学術論文

AN - SCOPUS:84855422082

SN - 0040-4039

VL - 53

SP - 654

EP - 656

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 6

ER -

Absolute configuration of pterocidin, a potent inhibitor of tumor cell invasion from a marine-derived Streptomyces

Abstract

Keywords

ASJC Scopus subject areas

UN SDGs

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