New Metabolites Produced by <i>Cylindrocarpon</i> sp. <scp>SY</scp>‐39 from a Driftwood

Suzuki, Taro; Yoshida, Seiya; Koseki, Takuya; Aboshi, Takako; Murayama, Tetsuya; Supratman, Unang; Shiono, Yoshihito

doi:10.1002/cbdv.201700493

Cited by 9 publications

(5 citation statements)

References 22 publications

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“…Compound 5 was isolated as a newly natural product, which was initially reported as a chemically synthesized product, named 4-chloro-5-methyl-2-((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl)benzene-1,3-diol (5). The structure of 5 was determined by comparing NMR data [15].…”

Section: Resultsmentioning

confidence: 99%

“…They have attracted extensive attention from pharmacologists. Owing to their distinctive structural diversity, they have been reported to exhibit a range of promising biological activities including antitumor [2], anti-inflammatory [3], antimicrobial [4,5], and anti-trypanosome [6,7]. Recent studies indicated that they showed potent hDHODH inhibitory activity, which means they have been involved in the treatment of cancers.…”

Section: Introductionmentioning

confidence: 99%

“…As no ASCs had been previously reported from the target strain, we implemented genomic and GNPS molecular networking to determine if this orphan biosynthetic cluster was indeed responsible for the production of ASCs. Guided by UV absorption and MS data, we identified four undescribed ASCs (1)(2)(3)(4), a newly natural product (5), and eight known ASC analogs (6)(7)(8)(9)(10)(11)(12)(13). Herein, details of their isolation, structure elucidation, and antibiotic activities are described.…”

Section: Introductionmentioning

confidence: 99%

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The Discovery of Acremochlorins O-R from an Acremonium sp. through Integrated Genomic and Molecular Networking

Cui,

Zhou,

Liu

et al. 2024

JoF

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The fermentation of a soil-derived fungus Acremonium sp. led to the isolation of thirteen ascochlorin congeners through integrated genomic and Global Natural Product Social (GNPS) molecular networking. Among the isolated compounds, we identified two unusual bicyclic types, acremochlorins O (1) and P (2), as well as two linear types, acremochlorin Q (3) and R (4). Compounds 1 and 2 contain an unusual benzopyran moiety and are diastereoisomers of each other, the first reported for the ascochlorins. Additionally, we elucidated the structure of 5, a 4-chloro-5-methylbenzene-1,3-diol with a linear farnesyl side chain, and confirmed the presence of eight known ascochlorin analogs (6–13). The structures were determined by the detailed interpretation of 1D and 2D NMR spectroscopy, MS, and ECD calculations. Compounds 3 and 9 showed potent antibacterial activity against Staphylococcus aureus and Bacillus cereus, with MIC values ranging from 2 to 16 μg/mL.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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The Discovery of Acremochlorins O-R from an Acremonium sp. through Integrated Genomic and Molecular Networking

Cui,

Zhou,

Liu

et al. 2024

JoF

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“…Some reports stated that Cylindroccarpon sp. are more likely to become plant pathogens, such as; root disease in almonds (Capote et al 2022); and stem diseases (Punja et al 2021); from roots of vines affected by black foot disease (Lawrence et al 2019); from rootstock of vines affected by black foot disease (Aigoun-Mouhous et al 2019); from plant disease Sapium ellipticum (Kamdem et al 2018); from driftwood disease (Suzuki et al 2018;Yoshida et al 2018); soilborne pathogens causing rot on ginseng roots (Han et al 2017); necrotic symptoms of strawberry roots (Adhikari et al 2013); shoot death symptoms on vines (Schroers et al 2008). In contrast to these reports, Cylindroccarpon sp.…”

Section: Discussionmentioning

confidence: 99%

The first report of dark septate endophytes from Indonesian Pinus merkusii and its symbiosis role as a plant growth promoter in nursery condition

AKHIR,

HERLIYANA,

SURONO

et al. 2024

Biodiversitas

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Abstract. Akhir J, Herliyana EN, Surono, Budi SW. 2024. The first report of dark septate endophytes from Indonesian Pinus merkusii and its symbiosis role as a plant growth promoter in nursery condition. Biodiversitas 25: 312-321. To encourage the healthy growth of Pinus merkusii Jungh et de Vriese seedlings at the seedling stage, Dark Septate Endophytic (DSE) fungi were used as growth promoters. In this study, four DSE strains, i.e., Apls 1.5.3, Pls 32.1, Hs14.6a, and Hs14.6c isolated from P. merkusii roots, were tested for their ability to stimulate the growth of P. merkusii seedlings. After 14 weeks of incubation in nursery conditions, P. merkusii seedlings inoculated with four DSE strains experienced a higher increase in height and stem diameter when compared to the control treatment. Overall, the biomass results of P. merkusii seedlings treated with the DSE strains performed better than those of the control. Root colonization of P. merkusii seedlings showed that the 4 DSE strains significantly outperformed the control. The Hs14.6c strain outperformed the other strains and controls regarding nutrient (nitrogen) uptake. The findings of this study are the first to show that the DSE Apls 1.5.3 strain is similar to Cylindroccarpon, the Hs14.6a and Hs14.6c strains are similar to Cladophialophora sp., and the Pls 32.1 strain is similar to Oncopodiella trigonella based on identification results and phylogenetic trees and can be in symbiosis with seeds of P. merkusii, a pine species native to Indonesia.

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“…6 ) was initially isolated from Cylindrocarpon sp. SY-39 in 2018 and displayed antimicrobial activity against S. aureus (MIC=5.0 µg/mL) 40 . Cylindrocarpol dimer ( 21 ) ( Fig.…”

Section: Overviewmentioning

confidence: 99%

Filamentous Fungi-Derived Orsellinic Acid-Sesquiterpene Meroterpenoids: Fungal Sources, Chemical Structures, Bioactivities, and Biosynthesis

Gao,

Zhou,

Zhang

et al. 2023

Planta Med

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Fungi-derived polyketide-terpenoid hybrids are important meroterpenoid natural products that possess diverse structure scaffolds with a broad spectrum of bioactivities. Herein, we focus on an ever-increasing group of meroterpenoids, orsellinic acid-sesquiterpene hybrids comprised of biosynthetic start unit orsellinic acid coupling to a farnesyl group or/and its modified cyclic products. The review entailed the search of China National Knowledge Infrastructure (CNKI), Web of Science, Science Direct, Google Scholar and PubMed databases up to June 2022. The key terms included "orsellinic acid", "sesquiterpene", ''ascochlorin'' ''ascofuranone'' and ''Ascochyta viciae'', which combined with the structures of ''ascochlorin'' and ''ascofuranone'' drawn by Reaxys and Scifinder databases. In our search, these orsellinic acid-sesquiterpene hybrids are mainly produced by filamentous fungi. Ascochlorin was the first compound reported in 1968 and isolated from filamentous fungus Ascochyta viciae (synonym: Acremonium egyptiacum; Acremonium sclerotigenum), to date, 71 molecules are discovered from various filamentous fungi inhabiting in a variety of ecological niches. As typical representatives of the hybrid molecules, the biosynthetic pathway of ascofuranone and ascochlorin are discussed. The group of meroterpenoid hybrids exhibited a broad arrange of bioactivities, as highlighted by targeting hDHODH (human dihydroorotate dehydrogenase) inhibition, antitrypanosomal and antimicrobial activities. This review summarizes the findings related to the structures, fungal sources, bioactivities and their biosynthesis from 1968 to June 2022.

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New Metabolites Produced by Cylindrocarpon sp. SY‐39 from a Driftwood

Cited by 9 publications

References 22 publications

The Discovery of Acremochlorins O-R from an Acremonium sp. through Integrated Genomic and Molecular Networking

The Discovery of Acremochlorins O-R from an Acremonium sp. through Integrated Genomic and Molecular Networking

The first report of dark septate endophytes from Indonesian Pinus merkusii and its symbiosis role as a plant growth promoter in nursery condition

Filamentous Fungi-Derived Orsellinic Acid-Sesquiterpene Meroterpenoids: Fungal Sources, Chemical Structures, Bioactivities, and Biosynthesis

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