Secondary metabolites of the lichen-associated fungus Apiospora montagnei

Wang, Hao; Umeokoli, Blessing Ogechukwu; Eze, Peter M.; Heering, Christian; Janiak, Christoph; Müller, Werner; Orfali, Raha; Hartmann, Rudolf; Dai, Hao‐Fu; Lin, Wenhan; Liu, Zhen; Proksch, Peter

doi:10.1016/j.tetlet.2017.03.052

Cited by 31 publications

(33 citation statements)

References 31 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Until now, about twenty 4-hydroxy-2-pyridone alkaloids with a decalin ring have been reported and showed significant cytotoxicity, antimicrobial activity and AChE inhibitory activity, but only arthpyrones A–C were isolated from marine-derived fungus [ 6 , 14 , 15 , 23 , 24 , 25 , 26 , 27 , 28 , 29 , 30 ]. Our current study contributed eight new members ( 1 – 8 ) to this structural class from a deep-sea-derived fungus Arthrinium sp.…”

Section: Discussionmentioning

confidence: 99%

Bioactive Pyridone Alkaloids from a Deep-Sea-Derived Fungus Arthrinium sp. UJNMF0008

et al. 2018

View full text Add to dashboard Cite

Eight new 4-hydroxy-2-pyridone alkaloids arthpyrones D–K (1–8), along with two known analogues apiosporamide (9) and arthpyrone B (10), were isolated from a deep-sea-derived fungus Arthrinium sp. UJNMF0008. The structures of the isolated compounds were elucidated on the basis of spectroscopic methods with that of 1 being established by chemical transformation and X-ray diffraction analysis. Compounds 1 and 2 bore an ester functionality linking the pyridone and decalin moieties first reported in this class of metabolites, while 3 and 4 incorporated a rare natural hexa- or tetrahydrobenzofuro[3,2-c]pyridin-3(2H)-one motif. Compounds 3–6 and 9 exhibited moderate to significant antibacterial activity against Mycobacterium smegmatis and Staphylococcus aureus with IC50 values ranging from 1.66–42.8 μM, while 9 displayed cytotoxicity against two human osteosarcoma cell lines (U2OS and MG63) with IC50 values of 19.3 and 11.7 μM, respectively.

show abstract

Section: Discussionmentioning

confidence: 99%

Bioactive Pyridone Alkaloids from a Deep-Sea-Derived Fungus Arthrinium sp. UJNMF0008

et al. 2018

View full text Add to dashboard Cite

show abstract

“…The endolichenic fungus Apiospora montagnei isolated from the lichen Cladonia sp. was cultured on solid rice medium, yielding a new diterpenoid libertellenone L 81 ( Figure 3 ), compound 81 represented the first example of 6,7-seco-libertellenone derivative [ 37 ].…”

Section: New Metabolites Isolated From Plant Endophytesmentioning

confidence: 99%

“…The endolichenic fungus Apiospora montagnei isolated from the lichen Cladonia sp. was cultured on solid rice medium, yielding a new pyridine alkaloid, 23-O-acetyl-N-hydroxyapiosporamide 215 ( Figure 7 ) [ 37 ]. Chaetoindolin A 216 ( Figure 7 ), a new indole alkaloid derivative was isolated from the endophytic fungus Chaetomium globosum CDW7 [ 69 ].…”

Section: New Metabolites Isolated From Plant Endophytesmentioning

confidence: 99%

“…The endolichenic fungus Apiospora montagnei isolated from the lichen Cladonia sp. was cultured on solid rice medium, yielding a new xanthone derivative 8-hydroxy-3-hydroxymethyl-9-oxo-9Hxanthene-1-carboxylic acid methyl ether 275 ( Figure 10 ) [ 37 ]. One previously undescribed metabolite anthraquinone derivative acetylquestinol 276 ( Figure 10 ), was isolated from the culture of the endophytic fungus Eurotium chevalieri KUFA 0006 [ 62 ].…”

Section: New Metabolites Isolated From Plant Endophytesmentioning

confidence: 99%

See 1 more Smart Citation

Biological Activities of Some New Secondary Metabolites Isolated from Endophytic Fungi: A Review Study

Zheng

Zhang

et al. 2021

IJMS

View full text Add to dashboard Cite

Secondary metabolites isolated from plant endophytic fungi have been getting more and more attention. Some secondary metabolites exhibit high biological activities, hence, they have potential to be used for promising lead compounds in drug discovery. In this review, a total of 134 journal articles (from 2017 to 2019) were reviewed and the chemical structures of 449 new metabolites, including polyketides, terpenoids, steroids and so on, were summarized. Besides, various biological activities and structure-activity relationship of some compounds were aslo described.

show abstract

“…In addition to the pyridones, another class of metabolites with strong UV absorption was also revealed by chemical profiling (HPLC & 1 H-NMR). Further study of the remaining fractions have resulted in the isolation and structural characterization of an array of polyketide compounds, including five new chromone arthones A–E ( 1 – 5 ) and eight previously reported analogues, AGI-B4 ( 6 ) [ 16 ], 1,3,6-trihydroxy-8-methylxanthone ( 7 ) [ 17 ], 2,3,4,6,8-pentahydroxy-1-methylxanthone ( 8 ) [ 18 ], sydowinin A ( 9 ) [ 19 ], sydowinin B ( 10 ) [ 20 ], conioxanthone A ( 11 ) [ 21 ], engyodontiumone B ( 12 ) [ 22 ], and 8-hydroxy-3-hydroxymethyl-9-oxo-9 H -xanthene-1-carboxylic acid methyl ester ( 13 ) [ 23 ]. Herein, we describe the details of the isolation, structure elucidation, and biological evaluations of compounds 1 – 13 .…”

Section: Introductionmentioning

confidence: 99%

New Chromones from a Marine-Derived Fungus, Arthrinium sp., and Their Biological Activity

Bao

et al. 2018

Molecules

View full text Add to dashboard Cite

Five new chromone derivatives, arthones A–E (1–5), together with eight known biogenetically related cometabolites (6–13), were isolated from a deep-sea-derived fungus Arthrinium sp. UJNMF0008. Their structures were assigned by detailed analyses of spectroscopic data, while the absolute configurations of 1 and 5 were established by electronic circular dichroism (ECD) calculations and that of 2 was determined by modified Mosher ester method. Compounds 3 and 8 exhibited potent antioxidant property with DPPH and ABTS radical scavenging activities, with IC50 values ranging from 16.9 to 18.7 μM. Meanwhile, no compounds indicated obvious bioactivity in our antimicrobial and anti-inflammatory assays at 50.0 μM.

show abstract

Secondary metabolites of the lichen-associated fungus Apiospora montagnei

Cited by 31 publications

References 31 publications

Bioactive Pyridone Alkaloids from a Deep-Sea-Derived Fungus Arthrinium sp. UJNMF0008

Bioactive Pyridone Alkaloids from a Deep-Sea-Derived Fungus Arthrinium sp. UJNMF0008

Biological Activities of Some New Secondary Metabolites Isolated from Endophytic Fungi: A Review Study

New Chromones from a Marine-Derived Fungus, Arthrinium sp., and Their Biological Activity

Contact Info

Product

Resources

About