Production of Terretonin N and Butyrolactone I by Thermophilic Aspergillus terreus TM8 Promoted Apoptosis and Cell Death in Human Prostate and Ovarian Cancer Cells

Ghfar, Ayman A.; El-Metwally, Mohammad Magdy; Shaaban, Mohamed; Gabr, Sami A.; Gabr, Nada S; Diab, Marwa S.M.; Aqel, Ahmad; Habila, Mohamed A.; Al‐Qahtani, Wahidah H.; Alfaifi, Mohammad Y.; Elbehairi, Serag Eldin I.; Ghfar, Ayman A.

doi:10.3390/molecules26092816

Cited by 20 publications

(10 citation statements)

References 27 publications

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“…Besides being a selective cdk2 kinase inhibitor on human lung cancer cell lines, [31] butyrolactone I have been found to possess anti‐inflammation, [32] antioxidant activities [33] and anti‐neuro‐inflammatory effect on LPS‐induced BV‐2 cells [34] . In the recent report, it was revealed to show potent cytotoxicity towards ovarian adenocarcinoma cells (SKOV3) lines and human metastatic prostate cells (PC‐3) with IC 50 of 0.6 and 4.5 μg/mL, respectively [35] . So, it becomes important to produce these molecules via commercially viable process and therefore, the simple method demonstrated here could give scope for its industrial production.…”

Section: Resultsmentioning

confidence: 94%

“…[34] In the recent report, it was revealed to show potent cytotoxicity towards ovarian adenocarcinoma cells (SKOV3) lines and human metastatic prostate cells (PC-3) with IC 50 of 0.6 and 4.5 μg/mL, respectively. [35] So, it becomes important to produce these molecules via commercially viable process and therefore, the simple method demonstrated here could give scope for its industrial production.…”

Section: Chemistryselectmentioning

confidence: 99%

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Investigation of Secondary Metabolites from Marine‐Derived FungiAspergillus

Tilvi

Parvatkar²,

Awashank

et al. 2022

ChemistrySelect

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Marine fungi Aspergillus flavipes and A. terreus were investigated for secondary metabolites using electrospray ionization‐quadrupole time‐of‐flight mass spectrometry (ESI‐QTOF MS) analysis. The ESI‐MS analysis showed that A. flavipes showed molecular ion peaks for compounds, terrein (1), butyrolactone I (2), butyrolactone I‐carboxylic acid (3), butyrolactone III (4), while, A. terreus had additional presence of new compound aspernolide Q (5) with absence of compound (3). By using tandem mass spectrometry data, the prominent fragment ions helped in the establishing the structure of compounds (2‐5). Further, chemical transformation of butyrolactone I to butyrolactone III and aspernolide Q were carried out followed by NMR analysis which strongly suggested their structures. The evaluation of salt stress experiment of A. terreus culture medium affected the production of major bioactive metabolites, terrein and butyrolactone I (2). The HPLC analysis showed that culture produces high amount of terrein at 35 ‰, while, maximum production of butyrolactone I was observed in fresh water i. e. 0‰. The study highlighted an importance of salinity in producing these metabolites where, terrein and butyrolactone I could be produced in equal ratio at 18‰. Importantly, we have demonstrated that using this fungal strain and by growing in medium at specific salinity could be way forward for commercial production of these bioactive compounds.

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Section: Resultsmentioning

confidence: 94%

Section: Chemistryselectmentioning

confidence: 99%

Investigation of Secondary Metabolites from Marine‐Derived FungiAspergillus

Tilvi

Parvatkar²,

Awashank

et al. 2022

ChemistrySelect

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“…In a humidified, 5% (v/v) CO 2 condition, cells were incubated in RPMI‐1640 enriched with (100 g/ml); penicillin (100 units/L); and heat‐inactivated fetal bovine serum (10% v/v) at 37°C. [ 53 ]…”

Section: Methodsmentioning

confidence: 99%

“…The American type culture collection (ATCC) provided human cell lines, breast adenocarcinoma (MCF-7), colon adenocarcinoma (HCT116), ovarian adenocarcinoma (SKOV3) and Human normal endothelial somatic cell hybrid (EA.hy926). In a humidified, 5% (v/v) CO 2 condition, cells were incubated in RPMI-1640 enriched with (100 g/ml); penicillin (100 units/L); and heat-inactivated fetal bovine serum (10% v/v) at 37 C. [53] 4.2.2 | Cytotoxicity assay (assay for cellular toxicity)…”

Section: Cell Culturesmentioning

confidence: 99%

Efficient synthesis and biological evaluation of some new series of pyridine derivatives: Promising and potent new class of anticancer agents

Abbas

Zeina

Radwan

et al. 2022

Journal of Heterocyclic Chem

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In an attempt to develop potent anticancer agents, we have synthesized some substituted pyridine derivatives. Alkylation of the pyridine-3-carbonitrile 1a by chloroacetonitrile or methyl iodide and ethyl iodide produced the O-alkylated nicotinonitrile derivatives (2-4), respectively. The reaction of nicotinonitrile 1a with acetic anhydride furnished the N-acetyl derivative 5. In addition, the reaction of 1a with concentrated sulfuric acid yielded compound 6 whereas its reaction with chloroacetone gave the corresponding 2-alkoxy-pyridine derivative 7 which then refluxed with sodium methoxide to give compound 8. Furthermore, alkylation of 1a-c with methyl bromoacetate and ethyl bromoacetate produced the corresponding methyl, ethyl ester derivatives 9,

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“…In addition to plants, fungi were also shown to be an important source of bioactive compounds, as in the case of terretonin N and butyrolactone I, which are metabolites isolated from the thermophilic fungus Aspergillus terreus TM8. Both compounds were cytotoxic on prostate adenocarcinoma (PC-3) and ovary adenocarcinoma (SKOV3) human cell lines by promoting apoptosis [3].…”

mentioning

confidence: 99%