Production of a new type of amidepsine with a sugar moiety by static fermentation of Humicola sp. FO-2942

Inokoshi, Junji; Takagi, Yoichi; Uchida, Ryuji; Masuma, Rokuro; Ōmura, Satoshi; Tomoda, Hiroshi

doi:10.1038/ja.2009.110

Cited by 10 publications

(11 citation statements)

References 8 publications

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“…Gyrophoric acid isolated from Humicola sp. FO-2942 is an inhibitor of diacylglycerol acyltransferase and a lipid-lowering agent (Inokoshi et al, 2010).…”

Section: Bioactive Compounds From Cave Actinobacteriamentioning

confidence: 99%

Cave Actinobacteria as Producers of Bioactive Metabolites

Rangseekaew

Pathom-aree

2019

Front. Microbiol.

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Recently, there is an urgent need for new drugs due to the emergence of drug resistant pathogenic microorganisms and new infectious diseases. Members of phylum Actinobacteria are promising source of bioactive compounds notably antibiotics. The search for such new compounds has shifted to extreme or underexplored environments to increase the possibility of discovery. Cave ecosystems have attracted interest of the research community because of their unique characteristics and the microbiome residing inside including actinobacteria. At the time of writing, 47 species in 30 genera of actinobacteria were reported from cave and cave related habitats. Novel and promising bioactive compounds have been isolated and characterized. This mini-review focuses on the diversity of cultivable actinobacteria in cave and cave-related environments, and their bioactive metabolites from 1999 to 2018.

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“…Gyrophoric acid isolated from Humicola sp. FO-2942 is an inhibitor of diacylglycerol acyltransferase and a lipid-lowering agent (Inokoshi et al, 2010).…”

Section: Bioactive Compounds From Cave Actinobacteriamentioning

confidence: 99%

Cave Actinobacteria as Producers of Bioactive Metabolites

Rangseekaew

Pathom-aree

2019

Front. Microbiol.

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“… 7 Fungi of the genus Trichocladium have been reported to produce several bioactive secondary metabolites including inhibitors of serine proteases of the coagulation pathway, asterriquinones CT1, CT3 and CT4, 8 a cytotoxic phenolic tetralone, humicolone, 9 and inhibitors of human diacylglycerol acyltransferases (DGAT), amidepsines A–K. 10 …”

Section: Introductionmentioning

confidence: 99%

Induction of cryptic metabolites of the endophytic fungusTrichocladiumsp. through OSMAC and co-cultivation

et al. 2019

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The endophytic fungus Trichocladium sp. isolated from roots of Houttuynia cordata was cultured on solid rice medium, yielding a new amidepsine derivative (1) and a new reduced spiro azaphilone derivative (3) together with eight known compounds (4-11). Co-cultivation of Trichocladium sp. with Bacillus subtilis resulted in induction of a further new compound (2) and a 10-fold increase of 11 compared to the axenic fungal culture. Moreover, when the fungus was cultivated on peas instead of rice, a new sesquiterpene derivative (13) and two known compounds (12 and 14) were obtained. Addition of 2% tryptophan to rice medium led to the isolation of a new bismacrolactone (15). The structures of the new compounds were elucidated by HRESIMS, 1D and 2D NMR as well as by comparison with the literature. A combination of TDDFT-ECD, TDDFT-SOR, DFT-VCD and DFT-NMR calculations were applied to determine the absolute and relative configurations of 13 and 15. Compounds 7, 11 and 15 exhibited strong cytotoxicity against the L5178Y mouse lymphoma cell line with IC 50 values of 0.3, 0.5 and 0.2 mM, respectively. † Electronic supplementary information (ESI) available: MS, 1D and 2D NMR spectra of compounds 1-3, 13 and 15 as well as the results of Marfey's reaction and computational calculations. See

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“…In the enzyme assay, utilizing microsomal fractions prepared from S. cerevisiae expressing human DGAT-2 and DGAT-1, the non-glycoside compound 96 inhibited DGAT-1 and DGAT-2 with an IC 50 value of 40 µM, whereas the glycosylated metabolites 92-95 had no and/or very weak DGATI potential, suggesting that the sugar moiety at C-11 reduced the DGATI. However, the compounds 86 and 88-90 were dual DGATIs, with IC 50 values ranging from 20 to 170 µM for DGAT-1 and 30-170 µM for DGAT-2 [71,82].…”

Section: Diacylglycerol Acyltransferase Inhibitory (Dgati) Activitymentioning

confidence: 99%

“…Inokoshi et al purified from Humicola sp. six new tridepsides, 87 and 92-96, as well as the known metabolites, 86 and 88-90 [71]. In the enzyme assay, utilizing microsomal fractions prepared from S. cerevisiae expressing human DGAT-2 and DGAT-1, the non-glycoside compound 96 inhibited DGAT-1 and DGAT-2 with an IC 50 value of 40 µM, whereas the glycosylated metabolites 92-95 had no and/or very weak DGATI potential, suggesting that the sugar moiety at C-11 reduced the DGATI.…”

Section: Diacylglycerol Acyltransferase Inhibitory (Dgati) Activitymentioning

confidence: 99%

“…The enzymes known as diacylglycerol acyltransferases (DGATs) catalyze the final and only committed step in the biosynthesis of triglycerides [99]. Therefore, these enzymes could be a potential therapeutic target to combat cardio-metabolic disorders [71,82,99]. Compound 9 also inhibited TG synthesis (IC 50 91 µM), as well as PC and PE syntheses, indicating that it had a non-specific DGATI effect [76].…”

Section: Diacylglycerol Acyltransferase Inhibitory (Dgati) Activitymentioning

confidence: 99%

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Fungal Depsides—Naturally Inspiring Molecules: Biosynthesis, Structural Characterization, and Biological Activities

et al. 2021

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Fungi represent a huge reservoir of structurally diverse bio-metabolites. Although there has been a marked increase in the number of isolated fungal metabolites over the past years, many hidden metabolites still need to be discovered. Depsides are a group of polyketides consisting of two or more ester-linked hydroxybenzoic acid moieties. They possess valuable bioactive properties, such as anticancer, antidiabetic, antibacterial, antiviral, anti-inflammatory, antifungal, antifouling, and antioxidant qualities, as well as various human enzyme-inhibitory activities. This review provides an overview of the reported data on fungal depsides, including their sources, biosynthesis, physical and spectral data, and bioactivities in the period from 1975 to 2020. Overall, 110 metabolites and more than 122 references are confirmed. This is the first review of these multi-faceted metabolites from fungi.

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Production of a new type of amidepsine with a sugar moiety by static fermentation of Humicola sp. FO-2942

Cited by 10 publications

References 8 publications

Cave Actinobacteria as Producers of Bioactive Metabolites

Cave Actinobacteria as Producers of Bioactive Metabolites

Induction of cryptic metabolites of the endophytic fungusTrichocladiumsp. through OSMAC and co-cultivation

Fungal Depsides—Naturally Inspiring Molecules: Biosynthesis, Structural Characterization, and Biological Activities

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