Mollicellins O–R, Four New Depsidones Isolated from the Endophytic Fungus Chaetomium sp. Eef-10

Ouyang, Jin-Kui; Mao, Ziling; Guo, Hui; Xie, Yunying; Cui, Ze-Hua; Sun, Jian; Wu, Huixiong; Wen, Xiaobo; Wang, Jun; Shan, Tijiang

doi:10.3390/molecules23123218

Cited by 21 publications

(20 citation statements)

References 31 publications

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“…The other signals were attributed to the lactone carbonyl at δ C 166.1 (C-11) and aldehyde function at δ C 193.9 (C-14). These data were similar to those of related depsidones previously isolated from several microorganisms [21,22,23,24] and some species of Garcinia genus [25]. The 1 H NMR spectrum (Table 1) confirmed the presence of two aromatic singlets at δ H 6.85 (1H, s , H-2) and δ H 7.08 (1H, s , H-9), suggesting two penta-substituted aromatic rings.…”

Section: Resultssupporting

confidence: 86%

Cordidepsine is A Potential New Anti-HIV Depsidone from Cordia millenii, Baker

et al. 2019

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Chemical investigation of Cordia millenii, Baker resulted in the isolation of a new depsidone, cordidepsine (1), along with twelve known compounds including cyclooctasulfur (2), lup-20(29)-en-3-triacontanoate (3), 1-(26-hydroxyhexacosanoyl)glycerol (4), glyceryl-1-hexacosanoate (5) betulinic acid (6), lupenone (7), β-amyrone (8), lupeol (9), β-amyrin (10), allantoin (11), 2′-(4-hydroxyphenyl)ethylpropanoate (12) and stigmasterol glycoside (13). Hemi-synthetic reactions were carried out on two isolated compounds (5 and 6) to afford two new derivatives, that is, cordicerol A (14) and cordicerol B (15), respectively. The chemical structures of all the compounds were established based on analysis and interpretation of spectroscopic data such as electron ionization mass spectrometry (EI–MS), high resolution electrospray ionization mass spectrometry (HR-ESI–MS), fast atom bombardment mass spectrometry (FAB–MS), one dimension and two dimension nuclear magnetic resonance (1D and 2D-NMR) spectral data as well as X-ray crystallography (XRC). Lupeol ester derivatives [Lup-20(29)-en-3-triacontanoate (3)], monoglycerol derivatives [1-(26-hydroxyhexacosanoyl)glycerol (4) and glyceryl-1 hexacosanoate (5)] were isolated for the first time from Cordia genus while sulfur allotrope [cyclooctasulfur (2)] was isolated for the first time from plant origin. Biological assays cordidepsine (1) exhibited significant anti-HIV integrase activity with IC50 = 4.65 μM; EtOAc extract of stem barks, EtOAc fraction of roots and leaves were not toxic against 3T3 cells.

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Section: Resultssupporting

confidence: 86%

Cordidepsine is A Potential New Anti-HIV Depsidone from Cordia millenii, Baker

et al. 2019

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“…In our research, ethyl acetate extracts of 15 endophytic fungi (15% of total screened) showed inhibitory activity against pathogenic microorganisms. These 15 isolates represent fungal genera previously reported to produce antimicrobial compounds (Ouyang et al, 2018;Kamdem et al, 2018;Yu et al, 2018;Deshmukh, Verekar & Bhave, 2014). However, new bioactive compounds are constantly being discovered from plant endophytes (Rateb et al, 2011;Sayed et al, 2019;Chen et al, 2019a).…”

Section: Antimicrobial Activity Screening Of the Ethyl Acetate Extracts From Endophytic Fungal Culture Filtratesmentioning

confidence: 99%

“…The goal of this study was to isolate fungal endophytes from T. chinensis Baker of Qinling Mountains region and to screen these fungi for antimicrobial activities and identify compounds using high performance liquid chromatography (HPLC) and ultraperformance liquid chromatography-quadrupole-time of flight mass spectrometry (UPLC-QTOF MS) analyses. The Qinling Mountains (32 • 30 −34 • 45 N, 104 • 30 −112 • 45 E), which is mainly located in the south of Shaanxi province in central China, is the most important natural climatic boundary between the subtropical and warm temperate zones of China, and supports an astonishingly high biodiversity (Ma et al, 2018;Yuan et al, 2017;Huang et al, 2016;Wang et al, 2018). T. chinensis Baker grows in the valleys at altitudes of 500-2,400 m in Qinling Mountains region.…”

Section: Introductionmentioning

confidence: 99%

Isolation, diversity, and antimicrobial activity of fungal endophytes from Rohdea chinensis (Baker) N.Tanaka (synonym Tupistra chinensis Baker) of Qinling Mountains, China

An¹,

Ma²,

Shi³

et al. 2020

PeerJ

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Endophytic fungi have been emerged as fruitful resources for producing structurally fascinating and biologically active secondary metabolites. However, endophytic fungi from medicinal plants of Qinling Mountains–the most important natural climatic boundary between the subtropical and warm temperate zones of China with an astonishingly high level of biodiversity–have rarely been explored as potential sources of novel fungal species and active secondary metabolites. In this study, a total of 371 fungal colonies were successfully isolated from 510 tissue segments of the medicinal Tupistra chinensis Baker collected from Qinling Mountains, China. Roots of T. chinensis Baker are used as a folk medicine to ameliorate pharyngitis and treat rheumatic diseases. A total of 100 representative morphotype strains were identified according to ITS rDNA sequence analyses and were grouped into three phyla (Ascomycota, Basidiomycota, Mucoromycota), seven classes (Dothideomycetes, Sordariomycetes, Eurotiomycetes, Microbotryomycetes, Agaricomycetes, Leotiomycetes, Mortierellomycetes), and at least 35 genera. The genera of Collectotrichum (IF, 29.92%), Fusarium (IF, 8.36%), Aspergillus (IF, 8.09%), and Dactylonectria (IF, 5.39%) were most frequently isolated from the tissues of T. chinensis Baker. The Species Richness Index (S, 65) and the Shannon-Wiener Index (H′, 3.7914) indicated that T. chinensis Baker harbored abundant fungal resources. Moreover, five isolates were potential new taxa because of low similarity of ITS sequences ranged from 95.09%∼96.61%. Fifteen out of 100 endophytic fungal ethyl acetate extracts exhibited inhibitory activities against at least one pathogenic bacterium or fungus. Two important lead compounds produced by two stains (F8047 and F8075) with high antimicrobial activities were identified using high performance liquid chromatography (HPLC) and ultra-performance liquid chromatography-quadrupole-time of flight mass spectrometry (UPLC–QTOF MS) analyses. In addition, it was noteworthy that the strain F8001, which may be a potential new species, showed antimicrobial activity and should be investigated further. Overall, these results indicated that the endophytic fungi from T. chinensis Baker could be exploited as a novel source of bioactive compounds.

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“…Amikacin was used as a positive control. The minimum inhibitory concentrations (MIC) of the compounds and positive control were determined in sterile 96-well plates using the microculture tetrazolium (MTT) assay as described previously (Ouyang et al, 2018;Zhao et al, 2010). The synergistic antibacterial effects of terphenyllin (2) with different compounds were determined by the same method.…”

Section: Antibacterial Assaymentioning

confidence: 99%

“…Radical scavenging assay was determined by a microplate spectrophotometric method based on the reduction of a methanol solution of DPPH according to our previous reports (Ouyang et al, 2018). Inhibition (%) of free radical (DPPH) in percent was determined as…”

Section: Antioxidant Assaymentioning

confidence: 99%

A new p-terphenyl derivative from the insect-derived fungus Aspergillus candidus Bdf-2 and the synergistic effects of terphenyllin

Shan

Wang

et al. 2020

PeerJ

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A new p-terphenyl derivative 4″-deoxy-2′-methoxyterphenyllin (1), along with six known p-terphenyl derivatives (2–7), a known flavonoid derivative dechlorochlorflavonin (8) and a known fellutanine A (9), were isolated from the insect-derived strain of the fungus Aspergillus candidus Bdf-2, associated with Blaptica dubia. The structure of 1 was established by the analysis of the 1D and 2D NMR and HR-ESI-MS spectra. Compounds 1–9 were evaluated for antibacterial activities against Staphylococcus aureus ATCC29213, Escherichia coli ATCC25922 and Ralstonia solanacearum, and for antioxidant activities. Synergistic effects of compound 2 with the other compounds were also investigated. As a result, compound 6 displayed the best antibacterial activities in all single compound with MIC value of 32 µg/mL against S. aureus ATCC29213 and R. solanacearum, respectively. However, no antibacterial effect against E. coli ATCC25922 was detected from any single compound. The combination of 2 + 6 exhibited obvious synergistic effect against S. aureus ATCC29213 and the MIC value was 4 µg/mL. Compound 6 also showed the best antioxidant activity as a single compound with an IC50 value of 17.62 µg/mL. Combinations of 5 + 6, 2 + 4 + 5 and 2 + 4 + 5 + 6 displayed synergistic effect and their antioxidant activities were better than that of any single compound.

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Mollicellins O–R, Four New Depsidones Isolated from the Endophytic Fungus Chaetomium sp. Eef-10

Cited by 21 publications

References 31 publications

Cordidepsine is A Potential New Anti-HIV Depsidone from Cordia millenii, Baker

Cordidepsine is A Potential New Anti-HIV Depsidone from Cordia millenii, Baker

Isolation, diversity, and antimicrobial activity of fungal endophytes from Rohdea chinensis (Baker) N.Tanaka (synonym Tupistra chinensis Baker) of Qinling Mountains, China

A new p-terphenyl derivative from the insect-derived fungus Aspergillus candidus Bdf-2 and the synergistic effects of terphenyllin

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