Saccharobisindole, neoasterric methyl ester, and 7‐chloro‐4(1h)‐quinolone: Three new compounds isolated from the marine bacterium saccharomonospora sp.

Sohee Kim; Tu Cam Le; Sang Ah Han; Prima F. Hillman; Ahreum Hong; Sunghoon Hwang; Young Eun Du; Hiyoung Kim; Dong Chan Oh; Sun Shin Cha; Jihye Lee; Sang Jip Nam; William Fenical

doi:10.3390/md20010035

Saccharobisindole, neoasterric methyl ester, and 7‐chloro‐4(1h)‐quinolone: Three new compounds isolated from the marine bacterium saccharomonospora sp.

Sohee Kim, Tu Cam Le, Sang Ah Han, Prima F. Hillman, Ahreum Hong, Sunghoon Hwang, Young Eun Du, Hiyoung Kim, Dong Chan Oh, Sun Shin Cha, Jihye Lee, Sang Jip Nam, William Fenical

Chemistry & Nanoscience

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

Abstract

Analysis of the chemical components from the culture broth of the marine bacterium Saccharomonospora sp. CNQ‐490 has yielded three novel compounds: saccharobisindole (1), neoasterric methyl ester (2), and 7‐chloro‐4(1H)‐quinolone (3), in addition to acremonidine E (4), pinselin (5), penicitrinon A (6), and penicitrinon E (7). The chemical structures of the three novel compounds were elucidated by the interpretation of 1D, 2D nuclear magnetic resonance (NMR), and high‐resolution mass spectrometry (HRMS) data. Compound 2 generated weak inhibition activity against Bacillus subtilis KCTC2441 and Staphylococcus aureus KCTC1927 at concentrations of 32 μg/mL and 64 μg/mL, respectively, whereas compounds 1 and 3 did not have any observable effects. In addition, compound 2 displayed weak anti‐quorum sensing (QS) effects against S. aureus KCTC1927 and Micrococcus luteus SCO560.

Original language	English
Article number	35
Journal	Marine Drugs
Volume	20
Issue number	1
DOIs	https://doi.org/10.3390/md20010035
State	Published - Jan 2022

Keywords

Antibacterial activity
Marine natural products
Saccharomonospora sp

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10.3390/md20010035

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Kim, S., Le, T. C., Han, S. A., Hillman, P. F., Hong, A., Hwang, S., Du, Y. E., Kim, H., Oh, D. C., Cha, S. S., Lee, J., Nam, S. J., & Fenical, W. (2022). Saccharobisindole, neoasterric methyl ester, and 7‐chloro‐4(1h)‐quinolone: Three new compounds isolated from the marine bacterium saccharomonospora sp. Marine Drugs, 20(1), [35]. https://doi.org/10.3390/md20010035

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title = "Saccharobisindole, neoasterric methyl ester, and 7‐chloro‐4(1h)‐quinolone: Three new compounds isolated from the marine bacterium saccharomonospora sp.",

abstract = "Analysis of the chemical components from the culture broth of the marine bacterium Saccharomonospora sp. CNQ‐490 has yielded three novel compounds: saccharobisindole (1), neoasterric methyl ester (2), and 7‐chloro‐4(1H)‐quinolone (3), in addition to acremonidine E (4), pinselin (5), penicitrinon A (6), and penicitrinon E (7). The chemical structures of the three novel compounds were elucidated by the interpretation of 1D, 2D nuclear magnetic resonance (NMR), and high‐resolution mass spectrometry (HRMS) data. Compound 2 generated weak inhibition activity against Bacillus subtilis KCTC2441 and Staphylococcus aureus KCTC1927 at concentrations of 32 μg/mL and 64 μg/mL, respectively, whereas compounds 1 and 3 did not have any observable effects. In addition, compound 2 displayed weak anti‐quorum sensing (QS) effects against S. aureus KCTC1927 and Micrococcus luteus SCO560.",

keywords = "Antibacterial activity, Marine natural products, Saccharomonospora sp",

author = "Sohee Kim and Le, {Tu Cam} and Han, {Sang Ah} and Hillman, {Prima F.} and Ahreum Hong and Sunghoon Hwang and Du, {Young Eun} and Hiyoung Kim and Oh, {Dong Chan} and Cha, {Sun Shin} and Jihye Lee and Nam, {Sang Jip} and William Fenical",

note = "Funding Information: Funding: This research was supported by National Research Foundation of Korea Grants funded by the Korean Government (Ministry of Science and ICT; 2021R1A4A2001251 to S.‐J.N.), in part by the Korea Polar Research Institute Grant PM21030 (15250103 to S.‐S.C.) and funded by the Ministry of Oceans and Fisheries, Korea grant numbers and in part by the U.S. NIH National Cancer Institute under grant R37 CA044848 to W.F. Publisher Copyright: {\textcopyright} 2021 by the authors. Licensee MDPI, Basel, Switzerland.",

year = "2022",

month = jan,

doi = "10.3390/md20010035",

language = "English",

volume = "20",

journal = "Marine Drugs",

issn = "1660-3397",

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TY - JOUR

T1 - Saccharobisindole, neoasterric methyl ester, and 7‐chloro‐4(1h)‐quinolone

T2 - Three new compounds isolated from the marine bacterium saccharomonospora sp.

AU - Kim, Sohee

AU - Le, Tu Cam

AU - Han, Sang Ah

AU - Hillman, Prima F.

AU - Hong, Ahreum

AU - Hwang, Sunghoon

AU - Du, Young Eun

AU - Kim, Hiyoung

AU - Oh, Dong Chan

AU - Cha, Sun Shin

AU - Lee, Jihye

AU - Nam, Sang Jip

AU - Fenical, William

N1 - Funding Information: Funding: This research was supported by National Research Foundation of Korea Grants funded by the Korean Government (Ministry of Science and ICT; 2021R1A4A2001251 to S.‐J.N.), in part by the Korea Polar Research Institute Grant PM21030 (15250103 to S.‐S.C.) and funded by the Ministry of Oceans and Fisheries, Korea grant numbers and in part by the U.S. NIH National Cancer Institute under grant R37 CA044848 to W.F. Publisher Copyright: © 2021 by the authors. Licensee MDPI, Basel, Switzerland.

PY - 2022/1

Y1 - 2022/1

N2 - Analysis of the chemical components from the culture broth of the marine bacterium Saccharomonospora sp. CNQ‐490 has yielded three novel compounds: saccharobisindole (1), neoasterric methyl ester (2), and 7‐chloro‐4(1H)‐quinolone (3), in addition to acremonidine E (4), pinselin (5), penicitrinon A (6), and penicitrinon E (7). The chemical structures of the three novel compounds were elucidated by the interpretation of 1D, 2D nuclear magnetic resonance (NMR), and high‐resolution mass spectrometry (HRMS) data. Compound 2 generated weak inhibition activity against Bacillus subtilis KCTC2441 and Staphylococcus aureus KCTC1927 at concentrations of 32 μg/mL and 64 μg/mL, respectively, whereas compounds 1 and 3 did not have any observable effects. In addition, compound 2 displayed weak anti‐quorum sensing (QS) effects against S. aureus KCTC1927 and Micrococcus luteus SCO560.

AB - Analysis of the chemical components from the culture broth of the marine bacterium Saccharomonospora sp. CNQ‐490 has yielded three novel compounds: saccharobisindole (1), neoasterric methyl ester (2), and 7‐chloro‐4(1H)‐quinolone (3), in addition to acremonidine E (4), pinselin (5), penicitrinon A (6), and penicitrinon E (7). The chemical structures of the three novel compounds were elucidated by the interpretation of 1D, 2D nuclear magnetic resonance (NMR), and high‐resolution mass spectrometry (HRMS) data. Compound 2 generated weak inhibition activity against Bacillus subtilis KCTC2441 and Staphylococcus aureus KCTC1927 at concentrations of 32 μg/mL and 64 μg/mL, respectively, whereas compounds 1 and 3 did not have any observable effects. In addition, compound 2 displayed weak anti‐quorum sensing (QS) effects against S. aureus KCTC1927 and Micrococcus luteus SCO560.

KW - Antibacterial activity

KW - Marine natural products

KW - Saccharomonospora sp

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U2 - 10.3390/md20010035

DO - 10.3390/md20010035

M3 - Article

C2 - 35049890

AN - SCOPUS:85121995406

VL - 20

JO - Marine Drugs

JF - Marine Drugs

SN - 1660-3397

IS - 1

M1 - 35

ER -

Saccharobisindole, neoasterric methyl ester, and 7‐chloro‐4(1h)‐quinolone: Three new compounds isolated from the marine bacterium saccharomonospora sp.

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Keywords

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