Emericellins A and B: Two sesquiterpenoids with an unprecedented tricyclo[4,4,2,1]hendecane scaffold from the liquid cultures of endophytic fungus Emericella sp. XL 029

Pang, Xue‐Jiao; Zhang, Shuai-Bing; Xian, Peng-Jie; Wu, Xia; Yang, Dengfeng; Fu, Haiyan; Yang, Xiao‐Long

doi:10.1016/j.fitote.2018.10.022

Cited by 22 publications

(20 citation statements)

References 12 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Two novel sesquiterpenoids with an unprecedented tricyclo [4,4,2,1]hendecane scaffold, namely emericellins A 15 (Figure 2) and emericellins B 16 (Figure 2) representing a new skeleton, were isolated from the liquid cultures of an endophytic fungus Emericella sp. XL 029 associated with the leaves of Panax notoginseng [15]. Two trichothecene sesquiterpenoids, trichothecrotocins A 17 (Figure 2) and trichothecrotocins B 18 (Figure 2), and a pair of merosesquiterpenoid racemates, (+)-trichothecrotocin C 19 (Figure 2) and (−)-trichothecrotocin C 20 (Figure 2), were obtained from potato endophytic fungus Trichothecium crotocinigenum by bioguided isolation.…”

Section: New Metabolites Isolated From Plant Endophytes 21 Terpenoids 211 Sesquiterpenoids and Their Derivativesmentioning

confidence: 99%

“…Compounds 15-16 were evaluated for antifungal activities against six fungal strains, including Rhizoctonia solani, Verticillium dahliae Kleb, Helminthosporium maydis, Fusarium oxysporum, Botryosphaeria berengeriana and Colletotrichum acutatum Simmonds. Both compounds displayed moderate activities against three fungal strains Verticillium dahliae Kleb, Helminthosporium maydis, and Botryosphaeria dothidea with MIC values of 25-50 µg/mL [15].…”

Section: Antifungal Activitymentioning

confidence: 99%

See 1 more Smart Citation

Biological Activities of Some New Secondary Metabolites Isolated from Endophytic Fungi: A Review Study

Zheng

Zhang

et al. 2021

IJMS

View full text Add to dashboard Cite

Secondary metabolites isolated from plant endophytic fungi have been getting more and more attention. Some secondary metabolites exhibit high biological activities, hence, they have potential to be used for promising lead compounds in drug discovery. In this review, a total of 134 journal articles (from 2017 to 2019) were reviewed and the chemical structures of 449 new metabolites, including polyketides, terpenoids, steroids and so on, were summarized. Besides, various biological activities and structure-activity relationship of some compounds were aslo described.

show abstract

Section: New Metabolites Isolated From Plant Endophytes 21 Terpenoids 211 Sesquiterpenoids and Their Derivativesmentioning

confidence: 99%

Section: Antifungal Activitymentioning

confidence: 99%

Biological Activities of Some New Secondary Metabolites Isolated from Endophytic Fungi: A Review Study

Zheng

Zhang

et al. 2021

IJMS

View full text Add to dashboard Cite

show abstract

“…Two unprecedented sesquiterpenes with a tricycle[4,4,2,1]hendecane carbon skeleton, Emericellins A (161) and B (162) (Figure 11), were reported from the endophytic fungus Emericella sp. XL 029 [81].…”

Section: Sesquiterpenesmentioning

confidence: 99%

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

et al. 2020

View full text Add to dashboard Cite

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.

show abstract

“…Emericellins A 417 and B 418, representing a new type of sesquiterpenoid with an unprecedented tricyclo[1,2,4,4]hendecane scaffold (Scheme 18), were isolated from the liquid cultures of an endophytic fungus Emericella sp. associated with the leaves of Panax notoginseng [144]. Emericellins A 417 and B 418 displayed moderate activities against three fungal strains (Verticillium dahliae Kleb, Helminthosporium maydis, and Botryosphaeria dothidea) and three bacterial strains (Bacillus subtilis, Bacillus cereus, and Escherichia coli) with MIC values of 25-50 µg/mL.…”

mentioning

confidence: 99%

“…Scheme 18. The proposed formation of 417 and 418 from the drimane-type sesquiterpenoid skeleton (Reference [144]). Scheme 18.…”

mentioning

confidence: 99%

Sesquiterpenoids Specially Produced by Fungi: Structures, Biological Activities, Chemical and Biosynthesis (2015–2020)

Quan

Zhang

Feng

2021

JoF

View full text Add to dashboard Cite

Fungi are widely distributed in the terrestrial environment, freshwater, and marine habitat. Only approximately 100,000 of these have been classified although there are about 5.1 million characteristic fungi all over the world. These eukaryotic microbes produce specialized metabolites and participate in a variety of ecological functions, such as quorum detection, chemical defense, allelopathy, and maintenance of symbiosis. Fungi therefore remain an important resource for the screening and discovery of biologically active natural products. Sesquiterpenoids are arguably the richest natural products from plants and micro-organisms. The rearrangement of the 15 high-ductility carbons gave rise to a large number of different skeletons. At the same time, abundant structural variations lead to a diversification of biological activity. This review examines the isolation, structural determination, bioactivities, and synthesis of sesquiterpenoids that were specially produced by fungi over the past five years (2015–2020).

show abstract

Emericellins A and B: Two sesquiterpenoids with an unprecedented tricyclo[4,4,2,1]hendecane scaffold from the liquid cultures of endophytic fungus Emericella sp. XL 029

Cited by 22 publications

References 12 publications

Biological Activities of Some New Secondary Metabolites Isolated from Endophytic Fungi: A Review Study

Biological Activities of Some New Secondary Metabolites Isolated from Endophytic Fungi: A Review Study

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

Sesquiterpenoids Specially Produced by Fungi: Structures, Biological Activities, Chemical and Biosynthesis (2015–2020)

Contact Info

Product

Resources

About