Abstract:A new ergosterol, 15β-hydroxyl-(22E,24R)-ergosta-3,5,8,22-tetraen-one (1), along with three known ergosterols, two known cytochalasins, and two known azapholines were isolated from Chaetomium globosum Z1. The structures of these compounds were elucidated on the basis of spectroscopic methods (HR-ESI-MS, 1D NMR, and 2D NMR). Compound 6 showed significant cytotoxic activity against A-549 and MG-63 cell lines with IC 50 values of 6.96 and 1.73 μg/mL, respectively.
“…The known compounds were assigned as 4‐(hydroxymethyl)‐5,6‐dihydropyran‐2‐one ( 3 ), [11] 2‐chlorogentisyl alcohol ( 4 ), [12] peniciversiol C ( 5 ), [13] decumbenone A ( 6 ), [14] volemolide ( 7 ), [15] 15β‐hydroxy‐(22E,24R)‐ergosta‐3,5,8(14),22‐tetraen‐7‐one ( 8 ), [16] ganodermaside B ( 9 ), [17] 3β,15β‐dihydroxy‐(22 E ,24 R )‐ergosta‐5,8(14),22‐trien‐7‐one ( 10 ) [18] by comparison of their spectroscopic data with those reported in the literature.…”
Section: Resultsmentioning
confidence: 99%
“…[10] As part of our ongoing efforts to search for bioactive natural products from marine fungi, we examined the fungal strain A. aculeatinus WHUF0198 obtained from sediments collected in the South China Sea, due to the potent antitumor and antibacterial properties of its MeOH-soluble extract during our preliminary screening. As a result, a new fusicoccanetype norditerpene aculeaterpene A (1) and a new indone aculeaindone A (2), together with eight known compounds, 4-(hydroxymethyl)-5,6-dihydro-pyran-2one (3), [11] 2-chlorogentisyl alcohol (4), [12] peniciversiol C (5), [13] decumbenone A (6), [14] volemolide (7), [15] 15βhydroxy-(22E,24R)-ergosta-3,5,8 (14),22-tetraen-7-one (8), [16] ganodermaside B (9), [17] 3β,15β-dihydroxy-(22E,24R)-ergosta-5,8 (14),22-trien-7-one (10), [18] were isolated and identified (Figure 1). Herein, the present study reports the isolation, structure elucidation, and + These authors contributed equally to this work.…”
A new norditerpene named aculeaterpene A (1) and a new indone named aculeaindone A (2), along with eight known compounds 3–10 were isolated from the culture extract of Aspergillus aculeatinus WHUF0198. The structural characterization of compounds 1 and 2 were performed by spectroscopic analysis, including 1D and 2D NMR and HR‐ESI‐MS experiments, whereas the absolute configurations were determined by comparing their experimental or calculated ECD spectra. Compound 1 was the first report of fusicoccane‐based norditerpene, in which the C‐20 was degraded and tured into a hydroxy group.
“…The known compounds were assigned as 4‐(hydroxymethyl)‐5,6‐dihydropyran‐2‐one ( 3 ), [11] 2‐chlorogentisyl alcohol ( 4 ), [12] peniciversiol C ( 5 ), [13] decumbenone A ( 6 ), [14] volemolide ( 7 ), [15] 15β‐hydroxy‐(22E,24R)‐ergosta‐3,5,8(14),22‐tetraen‐7‐one ( 8 ), [16] ganodermaside B ( 9 ), [17] 3β,15β‐dihydroxy‐(22 E ,24 R )‐ergosta‐5,8(14),22‐trien‐7‐one ( 10 ) [18] by comparison of their spectroscopic data with those reported in the literature.…”
Section: Resultsmentioning
confidence: 99%
“…[10] As part of our ongoing efforts to search for bioactive natural products from marine fungi, we examined the fungal strain A. aculeatinus WHUF0198 obtained from sediments collected in the South China Sea, due to the potent antitumor and antibacterial properties of its MeOH-soluble extract during our preliminary screening. As a result, a new fusicoccanetype norditerpene aculeaterpene A (1) and a new indone aculeaindone A (2), together with eight known compounds, 4-(hydroxymethyl)-5,6-dihydro-pyran-2one (3), [11] 2-chlorogentisyl alcohol (4), [12] peniciversiol C (5), [13] decumbenone A (6), [14] volemolide (7), [15] 15βhydroxy-(22E,24R)-ergosta-3,5,8 (14),22-tetraen-7-one (8), [16] ganodermaside B (9), [17] 3β,15β-dihydroxy-(22E,24R)-ergosta-5,8 (14),22-trien-7-one (10), [18] were isolated and identified (Figure 1). Herein, the present study reports the isolation, structure elucidation, and + These authors contributed equally to this work.…”
A new norditerpene named aculeaterpene A (1) and a new indone named aculeaindone A (2), along with eight known compounds 3–10 were isolated from the culture extract of Aspergillus aculeatinus WHUF0198. The structural characterization of compounds 1 and 2 were performed by spectroscopic analysis, including 1D and 2D NMR and HR‐ESI‐MS experiments, whereas the absolute configurations were determined by comparing their experimental or calculated ECD spectra. Compound 1 was the first report of fusicoccane‐based norditerpene, in which the C‐20 was degraded and tured into a hydroxy group.
“…The structures of six known compounds, brocaeloid A ( 2 ) [37], brocaeloid B ( 3 ) [37], cillifuranone ( 4 ) [38], leptosphaeric acid ( 5 ) [39], 15β-hydroxyl-(22 E, 24 R )-ergosta-3,5,8,22-tetraen-one ( 6 ) [40], and (22 E, 24 R )-6β-methoxyergosta-7,22-diene-3β,5α-diol ( 7 ) [41], were determined based on their HRESIMS, 1 H NMR, and 13 C NMR data (Figs. S9–29) and by comparison with those of previous reports.…”
Section: Resultsmentioning
confidence: 99%
“…A new alkaloid derivative named brocaeloid D ( 1 ), was found together with six previously characterized compounds (Fig. 1), including brocaeloid A ( 2 ) [37], brocaeloid B ( 3 ) [37], cillifuranone ( 4 ) [38], leptosphaeric acid ( 5 ) [39], 15β-hydroxyl-(22 E , 24 R )-ergosta-3,5,8,22-tetraen-one ( 6 ) [40], and (22 E , 24 R )-6β-methoxyergosta-7,22-diene-3β,5α-diol ( 7 ) [41]. The bioactivity of these identified compounds was evaluated against S. aureus , MRSA, MTB, HUH-7 human hepatoma cells, HeLa cells and, A549 lung carcinoma cells.Fig.…”
Microbes serve as the most important resource for drug discovery. During our screening for bioactive compounds from our natural products library, a pathogenic fungus, Microdochium majus strain 99049, from wheat was selected for further investigation. A new alkaloid named brocaeloid D (1), together with six previously characterized compounds (2–7) were identified. Compound 1 belongs to 4-oxoquinoline with C-2 reversed prenylation and a succinimide substructure. All the structures of these newly isolated compounds were determined by different means in spectroscopic experiments. The absolute configurations of 1 was further deduced from comparison of its CD spectrum with that of known compound 2. The bioactivities of these identified compounds were evaluated against several pathogenic microorganisms and cancer cell lines. Compounds 1–5 showed activity against HUH-7 human hepatoma cells with IC50 values of 80 μg/mL. Compound 6 showed mild activity against HeLa cells (IC50 = 51.9 μg/mL), weak anti-MTB activity (MIC = 80 μg/mL), and moderate anti-MRSA activity (MIC = 25 μg/mL), and compound 7 showed weak anti-MRSA activity (MIC = 100 μg/mL).
“…Mugil cephalus (Marine fish, Mugilidae) Katsuura Bay, Japan [43] C. globosum Z1 Broussonetia papyrifera (Barks, Moraceae) Nanjing, Jiangsu, China [44] C. globosum TY1 Ginkgo biloba (Barks Ginkgoaceae) Linyi, Shandong, China [45] C. globosum CBS148.51 Cultured China [46] C. globosum HDN151398 Sediment sea South China Sea [22] C. globosum TY-2 Polygonatum sibiricum, (Root, Convallariaceae) Linan, Zhejiang, China [32] C. globosum TY1 Ginkgo biloba (Barks Ginkgoaceae) Linyi, Shandong, China [47] Seco The plates were developed by using toluene/EtOAc/formic acid (7:3:1), CH 2 Cl 2 / MeOH (20:1), benzene/ethyl acetate (8:2), EtOAc/CH 2 Cl 2 (5:95), n-hexane/ethyl acetate (4:1), or EtOAc/CH 2 Cl 2 (2:8) [29,42,60,63]. The isolated metabolites can be purified by recrystallization from MeOH or CHCl 3 :MeOH until they show constant melting points.…”
Section: Extraction Isolation and Structural Characterizationmentioning
Fungi are recognized as luxuriant metabolic artists that generate propitious biometabolites. Historically, fungal metabolites have largely been investigated as leads for various therapeutic agents. Chaetomugilins and the closely related chaetoviridins are fungal metabolites, and each has an oxygenated bicyclic pyranoquinone core. They are mainly produced by various Chaetomaceae species. These metabolites display unique chemical features and diversified bioactivities. The current review gives an overview of research about fungal chaetomugilins and chaetoviridins regarding their structures, separation, characterization, biosynthesis, and bioactivities. Additionally, their antiviral potential towards the SARS-CoV-2 protease was evaluated using docking studies and molecular dynamics (MD) simulations. We report on the docking and predictive binding energy estimations using reported crystal structures of the main protease (PDB ID: 6M2N, 6W81, and 7K0f) at variable resolutions—i.e., 2.20, 1.55, and 1.65 Å, respectively. Chaetovirdin D (43) exhibited highly negative docking scores of −7.944, −8.141, and −6.615 kcal/mol, when complexed with 6M2N, 6W81, and 7K0f, respectively. The reference inhibitors exhibited the following scores: −5.377, −6.995, and −8.159 kcal/mol, when complexed with 6M2N, 6W81, and 7K0f, respectively. By using molecular dynamics simulations, chaetovirdin D’s stability in complexes with the viral protease was analyzed, and it was found to be stable over the course of 100 ns.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.
