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Mono- and Dimeric Naphthalenones from the Marine-Derived Fungus Leptosphaerulina chartarum 3608.


ABSTRACT: Five new naphthalenones, two enantiomers (−)-1 and (+)-1 leptothalenone A, (−)-4,8-dihydroxy-7-(2-hydroxy-ethyl)-6-methoxy-3,4-dihydro-2H-naphthalen-1-one ((−)-2), (4S, 10R, 4’S)-leptotha-lenone B (5), (4R, 10S, 4’S)-leptothalenone B (6), and a new isocoumarine, 6-hydroxy-5,8-dimethoxy-3-methyl-1H-isochromen-1-one (4), along with two known compounds (+)-4,8-dihydroxy-7-(2-hydroxy-ethyl)-6-methoxy-3,4-dihydro-2H-naphthalen-1-one ((+)-2) and (+)-10-norparvulenone (3) were isolated from the marine-derived fungus Leptosphaerulina chartarum 3608. The structures of new compounds were elucidated by HR-ESIMS, NMR, and ECD analysis. All compounds were evaluated for cytotoxicity and anti-inflammatory activity. Compound 6 showed moderate anti-inflammatory activity by inhibiting the production of nitric oxide (NO) in lipopolysaccharide-stimulated RAW264.7 cells, with an IC50 value of 44.5 μM.

SUBMITTER: Zhang P 

PROVIDER: S-EPMC5983304 | biostudies-literature | 2018 May

REPOSITORIES: biostudies-literature

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Mono- and Dimeric Naphthalenones from the Marine-Derived Fungus <i>Leptosphaerulina chartarum</i> 3608.

Zhang Panpan P   Jia Chunxiu C   Lang Jiajia J   Li Jing J   Luo Guangyuan G   Chen Senhua S   Yan Sujun S   Liu Lan L  

Marine drugs 20180521 5


Five new naphthalenones, two enantiomers (&minus;)-<b>1</b> and (+)-<b>1</b> leptothalenone A, (&minus;)-4,8-dihydroxy-7-(2-hydroxy-ethyl)-6-methoxy-3,4-dihydro-2<i>H</i>-naphthalen-1-one ((&minus;)-<b>2</b>), (4<i>S</i>, 10<i>R</i>, 4&rsquo;<i>S</i>)-leptotha-lenone B (<b>5</b>), (4<i>R</i>, 10<i>S</i>, 4&rsquo;<i>S</i>)-leptothalenone B (<b>6</b>), and a new isocoumarine, 6-hydroxy-5,8-dimethoxy-3-methyl-1<i>H</i>-isochromen-1-one (<b>4</b>), along with two known compounds (+)-4,8-dihydroxy-7-  ...[more]

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