The induced cryptic metabolites and antifungal activities from culture of Penicillium chrysogenum by supplementing with host Ziziphus jujuba extract

Li, Shiyu; Yang, Xue‐Qiong; Chen, Jingxin; Wu, Ya-Mei; Yang, Ya‐Bin; Zhang, Ding

doi:10.1016/j.phytochem.2022.113391

Cited by 4 publications

(13 citation statements)

References 22 publications

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“…The 1 H‐NMR spectrum of 13 ( Table 3) displayed signals attributable to three methyl groups at δ H 2.17 (3H, s, H‐13), 2.74 (3H, s, H‐12), and 3.91 (3H, s, H‐14); and three benzene protons at δ H 6.62 (1H, s, H‐15), 6.98 (1H, s, H‐3), and 8.73 (1H, s, H‐10). The 13 C‐NMR spectrum ( Table 3) provided a total of 14 carbon resonances, and classified them into three methyl groups, three methine groups, and eight quaternary carbons, which was similar to that of monaspurpurone isolated from Penicillium chrysogenum in our previous work [8] . The HMBCs from H‐3 to C‐1, C‐5, and C‐9; H‐10 to C‐2, C‐4, C‐8 and C‐11; H‐12 to C‐1 and C‐11; H‐13 to C‐6, C‐7 and C‐8; H‐14 to C‐6, and the NOESY correlation of H‐5/OCH 3 confirmed the structure ( Figure 6).…”

Section: Resultssupporting

confidence: 66%

“…The 13 C-NMR spectrum (Table 3) provided a total of 14 carbon resonances, and classified them into three methyl groups, three methine groups, and eight quaternary carbons, which was similar to that of monaspurpurone isolated from Penicillium chrysogenum in our previous work. [8] The HMBCs The other compounds were determined as monasone B ( 14), [14] monasone A (15), [14] and monaspurpurone (16). [8] Based on HPLC analysis, most compounds from coculture of P. chrysogenum and N. primolutea except for 4 were produced from N. primolutea (Figure 7).…”

Section: Resultsmentioning

confidence: 99%

“…Although fungus P. chrysogenum inhibited the growth of A. fumigatus , the coculture activated the production of cryptic metabolites. Because the monaspurpurone ( 16 ) were isolated from P. chrysogenum in our previous work, [8] the coculture with A. fumigatus induced the productions of 13 – 16 from P. chrysogenum by the culture‐driven metabolism.…”

Section: Resultsmentioning

confidence: 99%

“…Penicichrins A–B were the novel spiro β ‐lactone drimane‐type sesquiterpenes isolated from wild P. chrysogenum in our previous work. The two cryptic compounds were only found by the induction of host Ziziphus jujuba medium [8] . In the research, the induced P. chrysogenum was isolated from the culture of wild P. chrysogenum by supplementing with host Z. jujuba extract.…”

Section: Resultsmentioning

confidence: 99%

“…The two cryptic compounds were only found by the induction of host Ziziphus jujuba medium. [8] In the research, the induced P. chrysogenum was isolated from the culture of wild P. chrysogenum by supplementing with host Z. jujuba extract. Penicichrins A -B were also found from induced P. chrysogenum cultured in ordinary medium (PDB) (Figure 9).…”

Section: Resultsmentioning

confidence: 99%

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Novel Antifungal and Antifeedant Metabolites from Penicillium chrysogenum Co‐Cultured with Nemania primolutea and Aspergillus fumigatus

Yang

Cen

et al. 2023

Chemistry & Biodiversity

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The endophyte Nemania primolutea, inhibited the growth of Penicillium chrysogenum in the coculture system. Four new compounds, nemmolutines A -B (1 -2), and penigenumin (3) from N. primolutea, penemin (4) from P. chrysogenum were isolated from the coculture. On the other hand, P. chrysogenum inhibited the Aspergillus fumigatus in the coculture. Induced metabolites (13-16) with monasone naphthoquinone scaffolds including a new one from P. chrysogenum were produced by the coculture of P. chrysogenum, and A. fumigatus. Interesting, cryptic metabolites penicichrins A -B isolated from wild P. chrysogenum induced by host Ziziphus jujuba medium were also found in induced P. chrysogenum cultured in PDB ordinary medium. So the induction of penicichrin production by supplementing with host extract occurred in the fungus P. chrysogenum not the host medium. The productions of penicichrins were the spontaneous metabolism, and the metabolites (13 -16) were the culture driven. Compounds 4, 6, 8, 10, 11, 14, and 15 showed significant antifungal activities against the phytopathogen Alternaria alternata with MIC S of 1 -8 μg/mL, and compounds 7, 9, and 12 indicated significant antifeedant activities against silkworms with feeding deterrence indexes (FDIs) of 92 %, 66 %, and 64 %. The carboxy group in 4-(2-hydroxybutynoxy)benzoic acid derivatives, and xylabisboeins; the hydroxy group in mellein derivatives; and the quinoid in monasone naphthoquinone increased the antifungal activities.

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Section: Resultssupporting

confidence: 66%

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

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Novel Antifungal and Antifeedant Metabolites from Penicillium chrysogenum Co‐Cultured with Nemania primolutea and Aspergillus fumigatus

Yang

Cen

et al. 2023

Chemistry & Biodiversity

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Penicillium chrysogenum: Beyond the penicillin

Barreiro,

Albillos,

García-Estrada

2024

Advances in Applied Microbiology

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Proteomics ofPenicillium chrysogenumfor a Deeper Understanding of Lead (Pb) Metal Bioremediation

Algahmadi,

Mohammed,

Alfadda

et al. 2024

ACS Omega

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Penicillium chrysogenum (P. chrysogenum), a ubiquitous filamentous fungus, has demonstrated remarkable potential in the bioremediation of lead-contaminated environments. Its inherent tolerance and bioaccumulation capacity for lead (Pb), coupled with its relatively rapid growth rate, make it an attractive candidate for bioremediation applications. This study aims to identify the proteomic changes in P. chrysogenuminduced by Pb metal stress and unravel the roles of identified proteins in molecular mechanisms and cellular responses. Untargeted proteomic analysis was carried out using a twodimensional difference in gel electrophoresis (2D-DIGE) coupled with matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF-MS). This study reported the identification of 43 statistically significant proteins (24 upregulated and 19 downregulated, ANOVA, p ≤ 0.05; fold change ≥1.5) in P. chrysogenum as a consequence of Pb treatment. Proteins were grouped according to their function into 18 groups from which 13 proteins were related to metabolism, 11 were related to cellular process and signaling, and 19 proteins were related to information storage and processing. The current study is considered the first report about the proteomics study of P. chrysogenum under Pb stress conditions, where upregulated proteins could better explain the mechanism of tolerance and Pb toxicity removal. Our research has provided a thorough understanding of the molecular and cellular processes involved in fungal−metal interactions, paving the way for the development of innovative molecular markers for heavy metal myco-remediation. To the best of our knowledge, this study of P. chrysogenum provides valuable insights toward growing research in comprehending the metal−microbe interactions. This will facilitate development of novel molecular markers for metal bioremediation.

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The induced cryptic metabolites and antifungal activities from culture of Penicillium chrysogenum by supplementing with host Ziziphus jujuba extract

Cited by 4 publications

References 22 publications

Novel Antifungal and Antifeedant Metabolites from Penicillium chrysogenum Co‐Cultured with Nemania primolutea and Aspergillus fumigatus

Novel Antifungal and Antifeedant Metabolites from Penicillium chrysogenum Co‐Cultured with Nemania primolutea and Aspergillus fumigatus

Penicillium chrysogenum: Beyond the penicillin

Proteomics ofPenicillium chrysogenumfor a Deeper Understanding of Lead (Pb) Metal Bioremediation

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