Saccharomonopyrones A–C, new α-pyrones from a marine sediment-derived bacterium Saccharomonospora sp. CNQ-490

Chae Yoon Yim; Tu Cam Le; Tae Gu Lee; Inho Yang; Hansol Choi; Jusung Lee; Kyung Yun Kang; Jin Sil Lee; Kyung Min Lim; Sung Tae Yee; Heonjoong Kang; Sang Jip Nam; William Fenical

doi:10.3390/md15080239

Saccharomonopyrones A–C, new α-pyrones from a marine sediment-derived bacterium Saccharomonospora sp. CNQ-490

Chae Yoon Yim, Tu Cam Le, Tae Gu Lee, Inho Yang, Hansol Choi, Jusung Lee, Kyung Yun Kang, Jin Sil Lee, Kyung Min Lim, Sung Tae Yee, Heonjoong Kang, Sang Jip Nam, William Fenical

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24 Scopus citations

Abstract

Intensive study of the organic extract of the marine-derived bacterium Saccharomonospora sp. CNQ-490 has yielded three new α-pyrones, saccharomonopyrones A–C (1–3). The chemical structures of these compounds were assigned from the interpretation of 1D, 2D NMR and mass spectrometry data. Saccharomonopyrone A (1) is the first α-pyrone microbial natural product bearing the ethyl-butyl ether chain in the molecule, while saccharomonopyrones B and C possess unusual 3-methyl and a 6-alkyl side-chain within a 3,4,5,6-tetrasubstituted α-pyrone moiety. Saccharomonopyrone A exhibited weak antioxidant activity using a cation radical scavenging activity assay with an IC₅₀ value of 140 µM.

Original language	English
Article number	239
Journal	Marine Drugs
Volume	15
Issue number	8
DOIs	https://doi.org/10.3390/md15080239
State	Published - Aug 2017

Bibliographical note

Publisher Copyright:
© 2017 by the authors. Licensee MDPI.

Keywords

Marine natural products
Saccharomonospora sp.
α-pyrones

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10.3390/md15080239

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title = "Saccharomonopyrones A–C, new α-pyrones from a marine sediment-derived bacterium Saccharomonospora sp. CNQ-490",

abstract = "Intensive study of the organic extract of the marine-derived bacterium Saccharomonospora sp. CNQ-490 has yielded three new α-pyrones, saccharomonopyrones A–C (1–3). The chemical structures of these compounds were assigned from the interpretation of 1D, 2D NMR and mass spectrometry data. Saccharomonopyrone A (1) is the first α-pyrone microbial natural product bearing the ethyl-butyl ether chain in the molecule, while saccharomonopyrones B and C possess unusual 3-methyl and a 6-alkyl side-chain within a 3,4,5,6-tetrasubstituted α-pyrone moiety. Saccharomonopyrone A exhibited weak antioxidant activity using a cation radical scavenging activity assay with an IC50 value of 140 µM.",

keywords = "Marine natural products, Saccharomonospora sp., α-pyrones",

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note = "Publisher Copyright: {\textcopyright} 2017 by the authors. Licensee MDPI.",

year = "2017",

month = aug,

doi = "10.3390/md15080239",

language = "English",

volume = "15",

journal = "Marine Drugs",

issn = "1660-3397",

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T1 - Saccharomonopyrones A–C, new α-pyrones from a marine sediment-derived bacterium Saccharomonospora sp. CNQ-490

AU - Yim, Chae Yoon

AU - Le, Tu Cam

AU - Lee, Tae Gu

AU - Yang, Inho

AU - Choi, Hansol

AU - Lee, Jusung

AU - Kang, Kyung Yun

AU - Lee, Jin Sil

AU - Lim, Kyung Min

AU - Yee, Sung Tae

AU - Kang, Heonjoong

AU - Nam, Sang Jip

AU - Fenical, William

PY - 2017/8

Y1 - 2017/8

N2 - Intensive study of the organic extract of the marine-derived bacterium Saccharomonospora sp. CNQ-490 has yielded three new α-pyrones, saccharomonopyrones A–C (1–3). The chemical structures of these compounds were assigned from the interpretation of 1D, 2D NMR and mass spectrometry data. Saccharomonopyrone A (1) is the first α-pyrone microbial natural product bearing the ethyl-butyl ether chain in the molecule, while saccharomonopyrones B and C possess unusual 3-methyl and a 6-alkyl side-chain within a 3,4,5,6-tetrasubstituted α-pyrone moiety. Saccharomonopyrone A exhibited weak antioxidant activity using a cation radical scavenging activity assay with an IC50 value of 140 µM.

AB - Intensive study of the organic extract of the marine-derived bacterium Saccharomonospora sp. CNQ-490 has yielded three new α-pyrones, saccharomonopyrones A–C (1–3). The chemical structures of these compounds were assigned from the interpretation of 1D, 2D NMR and mass spectrometry data. Saccharomonopyrone A (1) is the first α-pyrone microbial natural product bearing the ethyl-butyl ether chain in the molecule, while saccharomonopyrones B and C possess unusual 3-methyl and a 6-alkyl side-chain within a 3,4,5,6-tetrasubstituted α-pyrone moiety. Saccharomonopyrone A exhibited weak antioxidant activity using a cation radical scavenging activity assay with an IC50 value of 140 µM.

KW - Marine natural products

KW - Saccharomonospora sp.

KW - α-pyrones

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DO - 10.3390/md15080239

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SN - 1660-3397

VL - 15

JO - Marine Drugs

JF - Marine Drugs

IS - 8

M1 - 239

ER -

Saccharomonopyrones A–C, new α-pyrones from a marine sediment-derived bacterium Saccharomonospora sp. CNQ-490

Abstract

Bibliographical note

Keywords

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