Meroindenon and Merochlorins e and F, Antibacterial Meroterpenoids from a Marine-Derived Sediment Bacterium of the Genus Streptomyces

Min Ji Ryu; Sunghoon Hwang; Sojeong Kim; Inho Yang; Dong Chan Oh; Sang Jip Nam; William Fenical

doi:10.1021/acs.orglett.9b01440

Meroindenon and Merochlorins e and F, Antibacterial Meroterpenoids from a Marine-Derived Sediment Bacterium of the Genus Streptomyces

Min Ji Ryu, Sunghoon Hwang, Sojeong Kim, Inho Yang, Dong Chan Oh, Sang Jip Nam, William Fenical

Department of Chemistry & Nanoscience

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

39 Scopus citations

Abstract

Meroterpenoids, meroindenon (1) and merochlorins E (2) and F (3), were isolated from a marine-derived bacterium belonging to the genus Streptomyces. Their chemical structures were established using extensive analysis of MS, UV, ECD, and NMR spectroscopic data. Compounds 1-3 possess a tetrahydroxynaphthalene core and a C₁₅-isoprene unit. Compounds 2 and 3 exhibited strong antibacterial activities against B. subtilis, K. rhizophila, and S. aureus, with a range of MIC values from 1 to 2 μg/mL.

Original language	English
Pages (from-to)	5779-5783
Number of pages	5
Journal	Organic Letters
Volume	21
Issue number	15
DOIs	https://doi.org/10.1021/acs.orglett.9b01440
State	Published - 2 Aug 2019

Bibliographical note

Funding Information:
The present study was supported by the Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Science, ICT & Future Planning under Grant No. NRF-2017R1D1A1B03028172 (to S.-J.N.) and in part by the US National Cancer Institute (NIH) under Grant No. R37 CA044848 (to W.F.).

Publisher Copyright:
Copyright © 2019 American Chemical Society.

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title = "Meroindenon and Merochlorins e and F, Antibacterial Meroterpenoids from a Marine-Derived Sediment Bacterium of the Genus Streptomyces",

abstract = "Meroterpenoids, meroindenon (1) and merochlorins E (2) and F (3), were isolated from a marine-derived bacterium belonging to the genus Streptomyces. Their chemical structures were established using extensive analysis of MS, UV, ECD, and NMR spectroscopic data. Compounds 1-3 possess a tetrahydroxynaphthalene core and a C15-isoprene unit. Compounds 2 and 3 exhibited strong antibacterial activities against B. subtilis, K. rhizophila, and S. aureus, with a range of MIC values from 1 to 2 μg/mL.",

author = "Ryu, {Min Ji} and Sunghoon Hwang and Sojeong Kim and Inho Yang and Oh, {Dong Chan} and Nam, {Sang Jip} and William Fenical",

note = "Funding Information: The present study was supported by the Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Science, ICT & Future Planning under Grant No. NRF-2017R1D1A1B03028172 (to S.-J.N.) and in part by the US National Cancer Institute (NIH) under Grant No. R37 CA044848 (to W.F.). Publisher Copyright: Copyright {\textcopyright} 2019 American Chemical Society.",

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doi = "10.1021/acs.orglett.9b01440",

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T1 - Meroindenon and Merochlorins e and F, Antibacterial Meroterpenoids from a Marine-Derived Sediment Bacterium of the Genus Streptomyces

AU - Ryu, Min Ji

AU - Hwang, Sunghoon

AU - Kim, Sojeong

AU - Yang, Inho

AU - Oh, Dong Chan

AU - Nam, Sang Jip

AU - Fenical, William

N1 - Funding Information: The present study was supported by the Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Science, ICT & Future Planning under Grant No. NRF-2017R1D1A1B03028172 (to S.-J.N.) and in part by the US National Cancer Institute (NIH) under Grant No. R37 CA044848 (to W.F.). Publisher Copyright: Copyright © 2019 American Chemical Society.

PY - 2019/8/2

Y1 - 2019/8/2

N2 - Meroterpenoids, meroindenon (1) and merochlorins E (2) and F (3), were isolated from a marine-derived bacterium belonging to the genus Streptomyces. Their chemical structures were established using extensive analysis of MS, UV, ECD, and NMR spectroscopic data. Compounds 1-3 possess a tetrahydroxynaphthalene core and a C15-isoprene unit. Compounds 2 and 3 exhibited strong antibacterial activities against B. subtilis, K. rhizophila, and S. aureus, with a range of MIC values from 1 to 2 μg/mL.

AB - Meroterpenoids, meroindenon (1) and merochlorins E (2) and F (3), were isolated from a marine-derived bacterium belonging to the genus Streptomyces. Their chemical structures were established using extensive analysis of MS, UV, ECD, and NMR spectroscopic data. Compounds 1-3 possess a tetrahydroxynaphthalene core and a C15-isoprene unit. Compounds 2 and 3 exhibited strong antibacterial activities against B. subtilis, K. rhizophila, and S. aureus, with a range of MIC values from 1 to 2 μg/mL.

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DO - 10.1021/acs.orglett.9b01440

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SN - 1523-7060

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JO - Organic Letters

JF - Organic Letters

IS - 15

ER -

Meroindenon and Merochlorins e and F, Antibacterial Meroterpenoids from a Marine-Derived Sediment Bacterium of the Genus Streptomyces

Abstract

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