Novel prenylated and geranylated aromatic compounds isolated from Polysphondylium cellular slime molds

Haruhisa Kikuchi; Shinya Ishiko; Koji Nakamura; Yuzuru Kubohara; Yoshiteru Oshima

doi:10.1016/j.tet.2010.06.029

Novel prenylated and geranylated aromatic compounds isolated from Polysphondylium cellular slime molds

Haruhisa Kikuchi, Shinya Ishiko, Koji Nakamura, Yuzuru Kubohara, Yoshiteru Oshima

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

20 Citations (Scopus)

Abstract

We have studied the diversity of secondary metabolites of cellular slime molds to utilize them as new biological resources for natural product chemistry. From the methanol extract of fruiting bodies of Polysphondylium tenuissimum, we obtained five prenylated and geranylated aromatic compounds, Pt-1-5 (1-5). An additional aromatic compound, Ppc-1 (6), was isolated from Polysphondylium pseudo-candidum. The structures of these compounds were determined by spectral analysis, and synthetic routes to 4, 5, and 6 were developed. Compound 5 showed the glucose consumption-promotive activity on 3T3-L1 cells.

Original language	English
Pages (from-to)	6000-6007
Number of pages	8
Journal	Tetrahedron
Volume	66
Issue number	32
DOIs	https://doi.org/10.1016/j.tet.2010.06.029
Publication status	Published - 2010 Aug 7
Externally published	Yes

Keywords

Cellular slime molds
Geranylated aromatic compounds
Glucose consumption
Polysphondylium tenuissimum
Prenylated aromatic compounds

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tet.2010.06.029

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title = "Novel prenylated and geranylated aromatic compounds isolated from Polysphondylium cellular slime molds",

abstract = "We have studied the diversity of secondary metabolites of cellular slime molds to utilize them as new biological resources for natural product chemistry. From the methanol extract of fruiting bodies of Polysphondylium tenuissimum, we obtained five prenylated and geranylated aromatic compounds, Pt-1-5 (1-5). An additional aromatic compound, Ppc-1 (6), was isolated from Polysphondylium pseudo-candidum. The structures of these compounds were determined by spectral analysis, and synthetic routes to 4, 5, and 6 were developed. Compound 5 showed the glucose consumption-promotive activity on 3T3-L1 cells.",

keywords = "Cellular slime molds, Geranylated aromatic compounds, Glucose consumption, Polysphondylium tenuissimum, Prenylated aromatic compounds",

author = "Haruhisa Kikuchi and Shinya Ishiko and Koji Nakamura and Yuzuru Kubohara and Yoshiteru Oshima",

note = "Funding Information: This work was supported in part by Chugai Pharmaceutical Co., Ltd. and a Grant-in-Aid for Scientific Research (No. 21590090 ) from the Ministry of Education, Science, Sports and Culture of Japan (Y.K.) . The authors thank Ms. K. Nakata for her technical assistance. ",

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doi = "10.1016/j.tet.2010.06.029",

language = "English",

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T1 - Novel prenylated and geranylated aromatic compounds isolated from Polysphondylium cellular slime molds

AU - Kikuchi, Haruhisa

AU - Ishiko, Shinya

AU - Nakamura, Koji

AU - Kubohara, Yuzuru

AU - Oshima, Yoshiteru

N1 - Funding Information: This work was supported in part by Chugai Pharmaceutical Co., Ltd. and a Grant-in-Aid for Scientific Research (No. 21590090 ) from the Ministry of Education, Science, Sports and Culture of Japan (Y.K.) . The authors thank Ms. K. Nakata for her technical assistance.

PY - 2010/8/7

Y1 - 2010/8/7

N2 - We have studied the diversity of secondary metabolites of cellular slime molds to utilize them as new biological resources for natural product chemistry. From the methanol extract of fruiting bodies of Polysphondylium tenuissimum, we obtained five prenylated and geranylated aromatic compounds, Pt-1-5 (1-5). An additional aromatic compound, Ppc-1 (6), was isolated from Polysphondylium pseudo-candidum. The structures of these compounds were determined by spectral analysis, and synthetic routes to 4, 5, and 6 were developed. Compound 5 showed the glucose consumption-promotive activity on 3T3-L1 cells.

AB - We have studied the diversity of secondary metabolites of cellular slime molds to utilize them as new biological resources for natural product chemistry. From the methanol extract of fruiting bodies of Polysphondylium tenuissimum, we obtained five prenylated and geranylated aromatic compounds, Pt-1-5 (1-5). An additional aromatic compound, Ppc-1 (6), was isolated from Polysphondylium pseudo-candidum. The structures of these compounds were determined by spectral analysis, and synthetic routes to 4, 5, and 6 were developed. Compound 5 showed the glucose consumption-promotive activity on 3T3-L1 cells.

KW - Cellular slime molds

KW - Geranylated aromatic compounds

KW - Glucose consumption

KW - Polysphondylium tenuissimum

KW - Prenylated aromatic compounds

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DO - 10.1016/j.tet.2010.06.029

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JO - Tetrahedron

JF - Tetrahedron

IS - 32

ER -

Novel prenylated and geranylated aromatic compounds isolated from Polysphondylium cellular slime molds

Abstract

Keywords

ASJC Scopus subject areas

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