Mycousfurans A and B, antibacterial usnic acid congeners from the fungus Mycosphaerella sp., isolated from a marine sediment

Jihye Lee; Jusung Lee; Geum Jin Kim; Inho Yang; Weihong Wang; Joo Won Nam; Hyukjae Choi; Sang Jip Nam; Heonjoong Kang

doi:10.3390/md17070422

Mycousfurans A and B, antibacterial usnic acid congeners from the fungus Mycosphaerella sp., isolated from a marine sediment

Jihye Lee, Jusung Lee, Geum Jin Kim, Inho Yang, Weihong Wang, Joo Won Nam, Hyukjae Choi, Sang Jip Nam, Heonjoong Kang

Department of Chemistry & Nanoscience

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

14 Scopus citations

Abstract

Mycousfurans (1 and 2), two new usnic acid congeners, along with (−)-mycousnine (3), (−)-placodiolic acid (4), and (+)-usnic acid (5), were isolated using high-performance liquid chromatography-ultraviolet (HPLC-UV)-guided fractionation of extracts of Mycosphaerella sp. isolated from a marine sediment. The planar structures of 1 and 2 were elucidated using 1D and 2D NMR spectra. The relative configurations of the stereogenic carbons of 1 and 2 were established via analysis of their nuclear Overhauser spectroscopy (NOESY) spectra, and their absolute configurations were determined using a comparison of experimental and calculated electronic circular dichroism (ECD) spectra. Compounds 1 and 2 were found to have antibacterial activity, showing moderate activity against Kocuria rhizophila and Staphylococcus aureus.

Original language	English
Article number	422
Journal	Marine Drugs
Volume	17
Issue number	7
DOIs	https://doi.org/10.3390/md17070422
State	Published - 19 Jul 2019

Bibliographical note

Funding Information:
Funding: This research was funded by Basic Science Research Program through the National Research Foundation of Korea (NRF) of the Ministry of Science, ICT & Future Planning, grant number NRF-2017R1D1A1B03028172 (to S.-J.N.) and NRF-2019R1A2C2005492 (to H.K.).

Publisher Copyright:
© 2019 by the authors.

Keywords

Antibacterial activity
Mycosphaerella sp
Mycousfurans
Mycousnine
Placodiolic acid
Usnic acid

Access to Document

10.3390/md17070422

Cite this

@article{3b2fed4b26f847a79a4198c41e77aad1,

title = "Mycousfurans A and B, antibacterial usnic acid congeners from the fungus Mycosphaerella sp., isolated from a marine sediment",

abstract = "Mycousfurans (1 and 2), two new usnic acid congeners, along with (−)-mycousnine (3), (−)-placodiolic acid (4), and (+)-usnic acid (5), were isolated using high-performance liquid chromatography-ultraviolet (HPLC-UV)-guided fractionation of extracts of Mycosphaerella sp. isolated from a marine sediment. The planar structures of 1 and 2 were elucidated using 1D and 2D NMR spectra. The relative configurations of the stereogenic carbons of 1 and 2 were established via analysis of their nuclear Overhauser spectroscopy (NOESY) spectra, and their absolute configurations were determined using a comparison of experimental and calculated electronic circular dichroism (ECD) spectra. Compounds 1 and 2 were found to have antibacterial activity, showing moderate activity against Kocuria rhizophila and Staphylococcus aureus.",

keywords = "Antibacterial activity, Mycosphaerella sp, Mycousfurans, Mycousnine, Placodiolic acid, Usnic acid",

author = "Jihye Lee and Jusung Lee and Kim, {Geum Jin} and Inho Yang and Weihong Wang and Nam, {Joo Won} and Hyukjae Choi and Nam, {Sang Jip} and Heonjoong Kang",

note = "Funding Information: Funding: This research was funded by Basic Science Research Program through the National Research Foundation of Korea (NRF) of the Ministry of Science, ICT & Future Planning, grant number NRF-2017R1D1A1B03028172 (to S.-J.N.) and NRF-2019R1A2C2005492 (to H.K.). Publisher Copyright: {\textcopyright} 2019 by the authors.",

year = "2019",

month = jul,

day = "19",

doi = "10.3390/md17070422",

language = "English",

volume = "17",

journal = "Marine Drugs",

issn = "1660-3397",

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

number = "7",

}

TY - JOUR

T1 - Mycousfurans A and B, antibacterial usnic acid congeners from the fungus Mycosphaerella sp., isolated from a marine sediment

AU - Lee, Jihye

AU - Lee, Jusung

AU - Kim, Geum Jin

AU - Yang, Inho

AU - Wang, Weihong

AU - Nam, Joo Won

AU - Choi, Hyukjae

AU - Nam, Sang Jip

AU - Kang, Heonjoong

N1 - Funding Information: Funding: This research was funded by Basic Science Research Program through the National Research Foundation of Korea (NRF) of the Ministry of Science, ICT & Future Planning, grant number NRF-2017R1D1A1B03028172 (to S.-J.N.) and NRF-2019R1A2C2005492 (to H.K.). Publisher Copyright: © 2019 by the authors.

PY - 2019/7/19

Y1 - 2019/7/19

N2 - Mycousfurans (1 and 2), two new usnic acid congeners, along with (−)-mycousnine (3), (−)-placodiolic acid (4), and (+)-usnic acid (5), were isolated using high-performance liquid chromatography-ultraviolet (HPLC-UV)-guided fractionation of extracts of Mycosphaerella sp. isolated from a marine sediment. The planar structures of 1 and 2 were elucidated using 1D and 2D NMR spectra. The relative configurations of the stereogenic carbons of 1 and 2 were established via analysis of their nuclear Overhauser spectroscopy (NOESY) spectra, and their absolute configurations were determined using a comparison of experimental and calculated electronic circular dichroism (ECD) spectra. Compounds 1 and 2 were found to have antibacterial activity, showing moderate activity against Kocuria rhizophila and Staphylococcus aureus.

AB - Mycousfurans (1 and 2), two new usnic acid congeners, along with (−)-mycousnine (3), (−)-placodiolic acid (4), and (+)-usnic acid (5), were isolated using high-performance liquid chromatography-ultraviolet (HPLC-UV)-guided fractionation of extracts of Mycosphaerella sp. isolated from a marine sediment. The planar structures of 1 and 2 were elucidated using 1D and 2D NMR spectra. The relative configurations of the stereogenic carbons of 1 and 2 were established via analysis of their nuclear Overhauser spectroscopy (NOESY) spectra, and their absolute configurations were determined using a comparison of experimental and calculated electronic circular dichroism (ECD) spectra. Compounds 1 and 2 were found to have antibacterial activity, showing moderate activity against Kocuria rhizophila and Staphylococcus aureus.

KW - Antibacterial activity

KW - Mycosphaerella sp

KW - Mycousfurans

KW - Mycousnine

KW - Placodiolic acid

KW - Usnic acid

UR - http://www.scopus.com/inward/record.url?scp=85069859735&partnerID=8YFLogxK

U2 - 10.3390/md17070422

DO - 10.3390/md17070422

M3 - Article

C2 - 31331101

AN - SCOPUS:85069859735

SN - 1660-3397

VL - 17

JO - Marine Drugs

JF - Marine Drugs

IS - 7

M1 - 422

ER -

Mycousfurans A and B, antibacterial usnic acid congeners from the fungus Mycosphaerella sp., isolated from a marine sediment

Abstract

Bibliographical note

Keywords

Access to Document

Fingerprint

Cite this