Synthesis and free radical scavenging activity of a novel metabolite from the fungus Colletotrichum gloeosporioides

Femenia‐Rios, Marienca; García-Pajón, Carlos Mario; Hernández-Galán, Rosario; Macı́as-Sánchez, Antonio J.; Collado, Isidro G.

doi:10.1016/j.bmcl.2006.08.071

Cited by 31 publications

(9 citation statements)

References 32 publications

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“…Many synthetic analogs of natural compounds show potent antioxidant activity. The synthetic analog of the metabolite derived from fungus Colletotrichum gloeosporioides exhibits excellent free radical scavenging activity which is comparable to protocatechuic acid (Femenía-Ríos et al, 2006). Various biotic and abiotic stresses in plants generate ROS and adversely affect plant growth.…”

Section: Discussionmentioning

confidence: 99%

Antiproliferative Role of Secondary Metabolites From Aspergillus unguis AG 1.1 (G) Isolated From Marine Macroalgae Enteromorpha sp. by Inducing Intracellular ROS Production and Mitochondrial Membrane Potential Loss Leading to Apoptosis

2020

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Drug resistance to the classically used chemotherapeutic drugs is the major challenge in their treatment of cancer needing the discovery of novel anticancer drugs. In terms of finding novel therapeutics, endophytes are quite promising as they are an excellent source of novel structures, which exhibit bioactivity. The present study demonstrated a dose-dependent antiproliferative activity of mycelial-derived secondary metabolites from a macroalgae associated endophyte Aspergillus unguis AG 1.1 (G). The antiproliferative activity of A. unguis mycelial extract (AUME) was observed on different human cancer cell lines. PI live/dead assay further confirmed the cytotoxic potential of the mycelial extract. Furthermore, AUME caused mitochondrial membrane aberration and generated ROS production as well indicating its potential to induce cell death by apoptosis. The metabolic profiling of the mycelial extract using GC-MS and LC-MS/MS revealed the presence of fatty acids, a benzoquinolinone derivative, imidazolidinedione derivative, diethyl phthalate and phthalate acid ester, a difuraxanthone, two prenylxanthone analogs and a phthalide derivative and some unknown metabolites. Presence of 4-(4-Hydroxy-3,5-dimethoxy-phenyl)-3,4-dihydro-1H-benzo[h]quinolin-2-one, 1-hydroxy-3,5-dimethoxy-2-prenylxanthone, 1,6-dihydroxy-3-methoxy-2-prenylxanthone and 3butylidene-7-hydroxyphthalide in AUME could be correlated to the notable cytotoxicity exhibited by the endophyte. The additional presence of many unidentified compounds heightened the prospects of finding some novel bioactive metabolites. Our results indicated that secondary metabolites produced by A. unguis AG 1.1 (G) have therapeutic potential as anticancer agents.

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Section: Discussionmentioning

confidence: 99%

Antiproliferative Role of Secondary Metabolites From Aspergillus unguis AG 1.1 (G) Isolated From Marine Macroalgae Enteromorpha sp. by Inducing Intracellular ROS Production and Mitochondrial Membrane Potential Loss Leading to Apoptosis

2020

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“…The production of TPC was enhanced by 2.1 folds. These results are also comparable with the antioxidant activity of various other fungi, Aspergillus candidus , Chaetomium sp., Cladosporium sp, Colletotrichum gloeosporioides [30] and many mushrooms such as Lentinus edodes , Volvariella volvacea [16] and many medicinal plants like Amaranthus paniculatus, Aerva lanata, Coccinia indica , Coriandrum sativum [31]. To further highlight the importance of the study, the results of the cell-free extract also exhibited higher activity than synthetic antioxidants (BHA and BHT).…”

Section: Discussionmentioning

confidence: 99%

Antioxidant Activity of Aspergillus fumigatus

Arora

Chandra

2011

ISRN Pharmacology

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The antioxidant activity of Aspergillus fumigatus was assayed by different procedures and correlated with its extracellular total phenolic contents. Different physio-chemical parameters were optimized to enhance the activity. The culture grown under stationary conditions for 10 days at 25°C at pH 7 gave the best antioxidant activity. Statistical approaches demonstrated sucrose and NaNO3 to be the most suitable carbon and nitrogen sources, respectively. Response surface analysis showed 5% sucrose, 0.05% NaNO3, and incubation temperature of 35°C to be the optimal conditions for best expression of antioxidant activity. Under these conditions, the antioxidant potential assayed through different procedures was 89.8%, 70.1%, and 70.2% scavenging effect for DPPH radical, ferrous ion and nitric oxide ion, respectively. The reducing power showed an absorbance of 1.0 and FRAP assay revealed the activity of 60.5%. Extracellular total phenolic content and antioxidant activity as assayed by different procedures positively correlated.

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“…Colletotrichum species have been reported to produce a variety of SM genes, including flavones, peptides, and terpenes, as well as the polyketidederived DHN (1,8-dihydroxynaphthalene) melanin, an essential requirement for appressoriummediated host penetration . Additional examples include the siderophore ferricrocin, isolated from C. gloeosporioides, which has phytotoxic activity in grass cotyledons (Ohra et al 1995), colletotrichins A, B, and C from C. nicotianae, which produce symptoms resembling tobacco anthracnose when infiltrated into tobacco leaves (Goddard et al 1976;Kimura et al 1977Kimura et al , 1978García-Pajón and Collado 2003), and a tetrahydroxylated compound with antioxidant properties from C. gloeosporioides (Femenía-Ríos et al 2006). Several secondary metabolites have been characterized from C. graminicola, including the antifungal compounds monorden and monicillins I, II, and III (Wicklow et al 2009), and mycosporine-alanine, a spore germination inhibitor (Leite and Nicholson 1992).…”

Section: Expanded Gene Familiesmentioning

confidence: 99%