Diasteltoxins A–C, Asteltoxin-Based Dimers from a Mutant of the Sponge-Associated <i>Emericella variecolor</i> Fungus

Long, Hailin; Cheng, Zhongbin; Huang, Wei; Wu, Qi; Li, Xiaodan; Cui, Jinshi; Proksch, Peter; Lin, Wenhan

doi:10.1021/acs.orglett.6b02313

Cited by 30 publications

(23 citation statements)

References 30 publications

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“…So far there have been some natural products that were isolated and originated by the [2 + 2] cycloaddition 19–22 , such as plumisclerin A and methyl sarcotroates A and B. Compounds 1 and 2 are two unprecedented jatrophane-derived diterpenoid esters, which have been identified as the first representative of diterpenoids featuring a novel 5/6/4/6-fused tetracyclic ring skeleton.…”

Section: Resultsmentioning

confidence: 99%

Heliosterpenoids A and B, two Novel Jatrophane-Derived Diterpenoids with a 5/6/4/6 Ring System from Euphorbia helioscopia

Mai

Liu

et al. 2017

Sci Rep

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Heliosterpenoids A and B (1 and 2), two unprecedented jatrophane-derived diterpenoid esters with a novel 5/6/4/6-fused tetracyclic ring skeleton, were isolated from the whole plants of Euphorbia helioscopia. The structures of 1 and 2 were elucidated by extensive spectroscopic methods and electronic circular dichroism (ECD) analyses. The plausible biogenetic pathways of 1 and 2 were postulated. 1 and 2 were found to be potent inhibitors of P-glycoprotein (ABCB1) and 1 also exhibited cytotoxicity against MDA-MB-231 cell lines.

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Section: Resultsmentioning

confidence: 99%

Heliosterpenoids A and B, two Novel Jatrophane-Derived Diterpenoids with a 5/6/4/6 Ring System from Euphorbia helioscopia

Mai

Liu

et al. 2017

Sci Rep

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“…Cytotoxicity and antifungal effects were not observed at 50 µM and 250 µg per disk, respectively [41]. Diasteltoxins A−C (130−132) and asteltoxin (133) ( Figure 9) were reported from marine E. variecolor XSA-07-2 [73]. Compounds 131−133 displayed inhibitory effects against H1299 and MCF7, while they displayed observed inhibitions against thioredoxin reductase (TrxR).…”

Section: Meroterpenesmentioning

confidence: 99%

Nidulantes of Aspergillus (Formerly Emericella): A Treasure Trove of Chemical Diversity and Biological Activities

et al. 2020

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The genus Emericella (Ascomycota) includes more than thirty species with worldwide distribution across many ecosystems. It is considered a rich source of diverse metabolites. The published classes of natural compounds that are discussed here are organized according to the following biosynthetic pathways: polyketides (azaphilones, cyclopentenone pigments, dicyanides, furan derivatives, phenolic ethers, and xanthones and anthraquinones); shikimate derivatives (bicoumarins); mevalonate derivatives (meroterpenes, sesquiterpenes, sesterterpenes and steroids) and amino acids derivatives (alkaloids (indole-derivatives, isoindolones, and piperazine) and peptides (depsipeptides)). These metabolites produce the wide array of biological effects associated with Emericella, including antioxidant, antiproliferative, antimalarial, antiviral, antibacterial, antioxidant, antihypertensive, anti-inflammatory, antifungal and kinase inhibitors. Careful and extensive study of the diversity and distribution of metabolites produced by the genus Emericella (either marine or terrestrial) revealed that, no matter the source of the fungus, the composition of the culture medium effectively controls the metabolites produced. The topic of this review is the diversity of metabolites that have been identified from Emericella, along with the contextual information on either their biological or geographic sources. This review presents 236 natural compounds, which were reported from marine and terrestrial Emericella. Amongst the reported compounds, only 70.2% were biologically assayed for their effects, including antimicrobial or cytotoxicity. This implies the need for substantial investigation of alternative activities. This review includes a full discussion of compound structures and disease management, based on materials published from 1982 through December 2019.

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“…Marine sponge associated fungi are reported to produce numbers of secondary metabolites with structural diversity and biological potency, alkaloids, sesquiterpenes, diterpenes, peptides, polyketides, macrolides, and other types. [1,2] These fungi present an invaluable source for new drug leading compound discovery. Sesquiterpene is a huge family of biologically active natural products that have discovered from plants, [3] marine invertebrates, [4] and microbes.…”

Section: Introductionmentioning

confidence: 99%

Trichodermaloids A–C, Cadinane Sesquiterpenes from a Marine Sponge Symbiotic Trichoderma sp. SM16 Fungus

Cui

Shang

Sun

et al. 2020

Chemistry & Biodiversity

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Three new cadinane sesquiterpenes, trichodermaloids A (1), B (2), and C (5) were isolated from a symbiotic fungus Trichoderma sp. SM16 derived from the marine sponge Dysidea sp., together with three known ones, aspergilloid G (3), rhinomilisin E (4), and rhinomilisin G (6). The complete structures of three new compounds were determined by HR-MS and NMR spectroscopic analyses coupled with ECD calculations. The absolute configurations of two known compounds (4 and 6) were determined for the first time. The six isolates were inactive as antibacterial agents. However, trichodermaloids A and B have shown cytotoxicity on human NCIH-460 lung, NCIC-H929 myeloma, and SW620 colorectal cancer cell lines with IC 50 values at the range of 6.8 -12.7 μM.

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Diasteltoxins A–C, Asteltoxin-Based Dimers from a Mutant of the Sponge-Associated Emericella variecolor Fungus

Cited by 30 publications

References 30 publications

Heliosterpenoids A and B, two Novel Jatrophane-Derived Diterpenoids with a 5/6/4/6 Ring System from Euphorbia helioscopia

Heliosterpenoids A and B, two Novel Jatrophane-Derived Diterpenoids with a 5/6/4/6 Ring System from Euphorbia helioscopia

Nidulantes of Aspergillus (Formerly Emericella): A Treasure Trove of Chemical Diversity and Biological Activities

Trichodermaloids A–C, Cadinane Sesquiterpenes from a Marine Sponge Symbiotic Trichoderma sp. SM16 Fungus

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