Perylenequinones from Curvularia lunata

Cruz, Hênia Joelia Magalhães; Boffo, Elisangela Fabiana; Geris, Regina

doi:10.1016/j.bse.2020.104086

Cited by 7 publications

(5 citation statements)

References 28 publications

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“…(13.9%). 60 They are also reported from other fungi, e.g., Bulgaria inquinans, 25,53 Cenococcum geophilum, 26 Curvularia lunata, 41 Daldinia concentrica, 23,24 Monodictys f luctuata, 50,51 and Pleospora herbarum, 50 as shown in Figure 9. These dematiaceous fungi are also saprobes and endophytes, in addition to pathogens of plants, animals, and humans.…”

Section: Fungi Producers Of Class a Perylenequinonesmentioning

confidence: 65%

Naturally Occurring Partially Reduced Perylenequinones from Fungi

et al. 2022

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This Review provides a critical analysis of the literature covering the naturally occurring partially reduced perylenequinones (PQs) from fungi without carbon substituents (which can be named class A perylenequinones) and discusses their structures, stereochemistry, biosynthesis, and biological activities as appropriate. Perylenequinones are natural pigments with a perylene skeleton produced by certain fungi, aphids, some plants, and animal species. These compounds display several biological activities, e.g., antimicrobial, anti-HIV, photosensitizers, cytotoxic, and phytotoxic. It describes 36 fungal PQs and cites 81 references, covering from 1956 to August 2022.

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Section: Fungi Producers Of Class a Perylenequinonesmentioning

confidence: 65%

Naturally Occurring Partially Reduced Perylenequinones from Fungi

et al. 2022

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“…Cenococcum geophilum Rhopalostroma sp. – (Anderson and Murray 1956 ; Weiss et al 1987 ; Stadler et al 2004 ; Itoh et al 2012 ; Wendt et al 2018 ) 26) 4,9-dihydroxy-1,2,11,12-tetrahydroperylene-3,10-quinone Bulgaria inquinans – (Xian et al 2006 ) 27) methylated 12- epi -stemphytriol alterperylenol ( 15 ) dihydroalterperylenol ( 16 ) Curvularia lunata LBQM-04 – (Cruz et al 2020 ) 28) stemphyltoxin I 29) stemphyltoxin IV altertoxin II ( 4 ) stemphyltoxin III ( 21 ) Stemphylium botryosum – (Podlech et al 2014 ) Class B 30) cercosporin Cercospora kikuchii C. hayii – (Kuyama and Tamura 1957 ; Mumma et al 1973 ; Mastrangelopoulou et al 2019 ) 31) phleichrome Cladosporium phlei Pathogenic fungus of Phleum pretense (Seto et al 2005 ) 32) ent -isopheichrome 33) cladochrome A 34) cladochrome B Cladosporium cucumerinum Pathogen (Arnone et al 1988 ) 35) cladochrome C 36) cladochrome D 37) cladochrome E Cladosporium cladosporioides – (Arnone et al, 1990 ) 38) cladochrome F 39) cladochrome G Cladosporium spp . – (Williams et al 2008 ; Pettit 2011 ) 40) calphostin A 41) calphostin B 42) calphostin C 43) calphostin D 44) calphostin I Cladospori...…”

Section: Section One: Fungal Perylenequinonesmentioning

confidence: 99%

“…There are 119 recognized species of Curvularia (Khiralla et al 2019 ; Wijayawardene et al 2020 ) . In 2020, three PQs, the methylated 12- epi -stemphytriol ( 27 ), ( 15 ), and ( 16 ) were reported for the first time from malt extract broth of C. lunata (LBQM-04) (Cruz et al 2020 ).…”

Section: Class a Perylenequinonesmentioning

confidence: 99%

Fungal perylenequinones

Mohammed

Yagi

2022

Mycol Progress

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Perylenequinones (PQs) are aromatic polyketides with an oxidized pentacyclic core that make up a family of natural compounds. Naturally occurring PQs mostly are produced by phytopathogenic fungi, with few aphides, crinoids, and plants. PQs, also known as photosensitizers, absorb light energy which empowers them to produce reactive oxygen species that damage host cells. Therefore, PQs gained a considerable interest in pharmaceutical application notably in photodynamic therapy. This review presents a comprehensive overview of fungal PQs. Their occurrence, categorization, biosynthesis, structures, and bioactivities are all discussed in detail. After that, an analysis outlines their distribution across the kingdom of fungi. A total of 66 fungal PQs have been described from 22 ascomycete genera ( Alternaria, Aspergillus , Bulgaria , Cenococcum , Cercospora , Cladosporium , Curvularia , Daldinia , Elsinoë , Hypocrella , Hypomyces , Parastagonospora , Phaeosphaeria , Phylacia , Pyrenochaeta , Rhopalostroma , Rubroshiraia, Setophoma, Shiraia , Stemphylium , Stagonospora , and Thamnomyces ). Dothideomycetes account for the majority of documented fungal PQs (82%), followed by Sordariomycetes (14%), Leotiomycetes (3%), and Eurotiomycetes (1%). Herein, five families Pleosporaceae , Phaeosphaeriaceae , Cladosporiaceae , Shiraiaceae , and Hypoxylaceae are highlighted as potential sources of novel PQs due to their diversity. The review intends to pique bioprospectors’ interest in fungal PQs. Indeed, the pharmaceutical and agrochemical industries might gain greatly by exploiting fungal perylenequinones. Graphical abstract

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“…When Curvularia lunata was grown on malt extract broth in laboratory conditions, it produced three perylenequinones named methylated 12-epi-stemphytriol, alterperylenol, and dihydroalterperylenol. These compounds show potent phytotoxicity (Cruz et al, 2020 ). A new compound, Curvularia hawadride along with five known compounds have been isolated from the leaves of Dactyloctenium aegyptium (crowfoot grass) which shows inhibitory activity of nitric oxide (NO) production with IC 50 values of 53.7 (Suthiphasilp et al, 2021 ).…”

Section: Diversity Of Secondary Metabolites Of Curvularia ...mentioning

confidence: 99%

Bioactive compounds of Curvularia species as a source of various biological activities and biotechnological applications

2022

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Many filamentous fungi are known to produce several secondary metabolites or bioactive compounds during their growth and reproduction with sort of various biological activities. Genus Curvularia (Pleosporaceae) is a dematiaceous filamentous fungus that exhibits a facultative pathogenic and endophytic lifestyle. It contains ~213 species among which Curvularia lunata, C. geniculata, C. clavata, C. pallescens, and C. andropogonis are well-known. Among them, C. lunata is a major pathogenic species of various economical important crops especially cereals of tropical regions while other species like C. geniculata is of endophytic nature with numerous bioactive compounds. Curvularia species contain several diverse groups of secondary metabolites including alkaloids, terpenes, polyketides, and quinones. Which possess various biological activities including anti-cancer, anti-inflammatory, anti-microbial, anti-oxidant, and phytotoxicity. Several genes and gene factors are involved to carry and regulate the expression of these activities which are influenced by environmental signals. Some species of Curvularia also show negative impacts on humans and animals. Apart from their negative effects, there are some beneficial implications like production of enzymes of industrial value, bioherbicides, and source of nanoparticles is reported. Many researchers are working on these aspects all over the world but there is no review in literature which provides significant understanding about these all aspects. Thus, this review will provide significant information about secondary metabolic diversity, their biological activities and biotechnological implications of Curvularia species.

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Perylenequinones from Curvularia lunata

Cited by 7 publications

References 28 publications

Naturally Occurring Partially Reduced Perylenequinones from Fungi

Naturally Occurring Partially Reduced Perylenequinones from Fungi

Fungal perylenequinones

Bioactive compounds of Curvularia species as a source of various biological activities and biotechnological applications

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