New cyclic lipopeptides of the iturin class produced by saltern-derived Bacillus sp. KCB14S006

Sangkeun Son; Sung Kyun Ko; Mina Jang; Jong Won Kim; Gil Soo Kim; Jae Kyoung Lee; Eun Soo Jeon; Yushi Futamura; In Ja Ryoo; Jung Sook Lee; Hyuncheol Oh; Young Soo Hong; Bo Yeon Kim; Shunji Takahashi; Hiroyuki Osada; Jae Hyuk Jang; Jong Seog Ahn

doi:10.3390/md14040072

New cyclic lipopeptides of the iturin class produced by saltern-derived Bacillus sp. KCB14S006

Sangkeun Son, Sung Kyun Ko, Mina Jang, Jong Won Kim, Gil Soo Kim, Jae Kyoung Lee, Eun Soo Jeon, Yushi Futamura, In Ja Ryoo, Jung Sook Lee, Hyuncheol Oh, Young Soo Hong, Bo Yeon Kim, Shunji Takahashi, Hiroyuki Osada, Jae Hyuk Jang^*, Jong Seog Ahn

^*Corresponding author for this work

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

28 Citations (Scopus)

Abstract

Salterns, one of the most extreme natural hypersaline environments, are a rich source of halophilic and halotolerant microorganisms, but they remain largely underexplored ecological niches in the discovery of bioactive secondary metabolites. In continued efforts to investigate the metabolic potential of microbial populations from chemically underexplored sites, three new lipopeptides named iturin F₁, iturin F₂ and iturin A₉ (1-3), along with iturin A₈ (4), were isolated from Bacillus sp. KCB14S006 derived from a saltern. The structures of the isolated compounds were established by 1D-, 2D-NMR and HR-ESIMS, and their absolute configurations were determined by applying advanced Marfey's method and CD spectroscopy. All isolates exhibited significant antifungal activities against various pathogenic fungi and moderate cytotoxic activities toward HeLa and src^ts-NRK cell lines. Moreover, in an in vitro enzymatic assay, compound 4 showed a significant inhibitory activity against indoleamine 2,3-dioxygenase.

Original language	English
Article number	md14040072
Journal	Marine Drugs
Volume	14
Issue number	4
DOIs	https://doi.org/10.3390/md14040072
Publication status	Published - 2016 Apr
Externally published	Yes

Keywords

Antifungal
Cytotoxic
Indoleamine-2,3-dioxygenase
Iturins
Saltern-derived bacteria

ASJC Scopus subject areas

Pharmaceutical Science
Drug Discovery
Pharmacology, Toxicology and Pharmaceutics (miscellaneous)

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10.3390/md14040072

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Son, S., Ko, S. K., Jang, M., Kim, J. W., Kim, G. S., Lee, J. K., Jeon, E. S., Futamura, Y., Ryoo, I. J., Lee, J. S., Oh, H., Hong, Y. S., Kim, B. Y., Takahashi, S., Osada, H., Jang, J. H., & Ahn, J. S. (2016). New cyclic lipopeptides of the iturin class produced by saltern-derived Bacillus sp. KCB14S006. Marine Drugs, 14(4), [md14040072]. https://doi.org/10.3390/md14040072

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title = "New cyclic lipopeptides of the iturin class produced by saltern-derived Bacillus sp. KCB14S006",

abstract = "Salterns, one of the most extreme natural hypersaline environments, are a rich source of halophilic and halotolerant microorganisms, but they remain largely underexplored ecological niches in the discovery of bioactive secondary metabolites. In continued efforts to investigate the metabolic potential of microbial populations from chemically underexplored sites, three new lipopeptides named iturin F1, iturin F2 and iturin A9 (1-3), along with iturin A8 (4), were isolated from Bacillus sp. KCB14S006 derived from a saltern. The structures of the isolated compounds were established by 1D-, 2D-NMR and HR-ESIMS, and their absolute configurations were determined by applying advanced Marfey's method and CD spectroscopy. All isolates exhibited significant antifungal activities against various pathogenic fungi and moderate cytotoxic activities toward HeLa and srcts-NRK cell lines. Moreover, in an in vitro enzymatic assay, compound 4 showed a significant inhibitory activity against indoleamine 2,3-dioxygenase.",

keywords = "Antifungal, Cytotoxic, Indoleamine-2,3-dioxygenase, Iturins, Saltern-derived bacteria",

author = "Sangkeun Son and Ko, {Sung Kyun} and Mina Jang and Kim, {Jong Won} and Kim, {Gil Soo} and Lee, {Jae Kyoung} and Jeon, {Eun Soo} and Yushi Futamura and Ryoo, {In Ja} and Lee, {Jung Sook} and Hyuncheol Oh and Hong, {Young Soo} and Kim, {Bo Yeon} and Shunji Takahashi and Hiroyuki Osada and Jang, {Jae Hyuk} and Ahn, {Jong Seog}",

note = "Funding Information: We acknowledge financial support by a grant from the Global R&D Center (GRDC, NRF-2010-00719) programs of the National Research Foundation of Korea (NRF) funded by the Ministry of Science, ICT, and Future Planning of Korea (MSIFP). This research was also supported by grants from the Chungcheongbuk-do, and KRIBB Research Initiative Program. We thank Harumi Aono, Junnosuke Otaka and Kai Yamamoto in RIKEN for activity tests. We acknowledge the Korea Basic Science Institute, Ochang, Korea, for providing NMR (700, 800, and 900 MHz), CD and HR-ESIMS data.",

year = "2016",

month = apr,

doi = "10.3390/md14040072",

language = "English",

volume = "14",

journal = "Marine Drugs",

issn = "1660-3397",

publisher = "Multidisciplinary Digital Publishing Institute (MDPI)",

number = "4",

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T1 - New cyclic lipopeptides of the iturin class produced by saltern-derived Bacillus sp. KCB14S006

AU - Son, Sangkeun

AU - Ko, Sung Kyun

AU - Jang, Mina

AU - Kim, Jong Won

AU - Kim, Gil Soo

AU - Lee, Jae Kyoung

AU - Jeon, Eun Soo

AU - Futamura, Yushi

AU - Ryoo, In Ja

AU - Lee, Jung Sook

AU - Oh, Hyuncheol

AU - Hong, Young Soo

AU - Kim, Bo Yeon

AU - Takahashi, Shunji

AU - Osada, Hiroyuki

AU - Jang, Jae Hyuk

AU - Ahn, Jong Seog

N1 - Funding Information: We acknowledge financial support by a grant from the Global R&D Center (GRDC, NRF-2010-00719) programs of the National Research Foundation of Korea (NRF) funded by the Ministry of Science, ICT, and Future Planning of Korea (MSIFP). This research was also supported by grants from the Chungcheongbuk-do, and KRIBB Research Initiative Program. We thank Harumi Aono, Junnosuke Otaka and Kai Yamamoto in RIKEN for activity tests. We acknowledge the Korea Basic Science Institute, Ochang, Korea, for providing NMR (700, 800, and 900 MHz), CD and HR-ESIMS data.

PY - 2016/4

Y1 - 2016/4

N2 - Salterns, one of the most extreme natural hypersaline environments, are a rich source of halophilic and halotolerant microorganisms, but they remain largely underexplored ecological niches in the discovery of bioactive secondary metabolites. In continued efforts to investigate the metabolic potential of microbial populations from chemically underexplored sites, three new lipopeptides named iturin F1, iturin F2 and iturin A9 (1-3), along with iturin A8 (4), were isolated from Bacillus sp. KCB14S006 derived from a saltern. The structures of the isolated compounds were established by 1D-, 2D-NMR and HR-ESIMS, and their absolute configurations were determined by applying advanced Marfey's method and CD spectroscopy. All isolates exhibited significant antifungal activities against various pathogenic fungi and moderate cytotoxic activities toward HeLa and srcts-NRK cell lines. Moreover, in an in vitro enzymatic assay, compound 4 showed a significant inhibitory activity against indoleamine 2,3-dioxygenase.

AB - Salterns, one of the most extreme natural hypersaline environments, are a rich source of halophilic and halotolerant microorganisms, but they remain largely underexplored ecological niches in the discovery of bioactive secondary metabolites. In continued efforts to investigate the metabolic potential of microbial populations from chemically underexplored sites, three new lipopeptides named iturin F1, iturin F2 and iturin A9 (1-3), along with iturin A8 (4), were isolated from Bacillus sp. KCB14S006 derived from a saltern. The structures of the isolated compounds were established by 1D-, 2D-NMR and HR-ESIMS, and their absolute configurations were determined by applying advanced Marfey's method and CD spectroscopy. All isolates exhibited significant antifungal activities against various pathogenic fungi and moderate cytotoxic activities toward HeLa and srcts-NRK cell lines. Moreover, in an in vitro enzymatic assay, compound 4 showed a significant inhibitory activity against indoleamine 2,3-dioxygenase.

KW - Antifungal

KW - Cytotoxic

KW - Indoleamine-2,3-dioxygenase

KW - Iturins

KW - Saltern-derived bacteria

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U2 - 10.3390/md14040072

DO - 10.3390/md14040072

M3 - Article

C2 - 27049393

AN - SCOPUS:84964389126

SN - 1660-3397

VL - 14

JO - Marine Drugs

JF - Marine Drugs

IS - 4

M1 - md14040072

ER -

New cyclic lipopeptides of the iturin class produced by saltern-derived Bacillus sp. KCB14S006

Abstract

Keywords

ASJC Scopus subject areas

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