A new cytotoxic indole-3-ethenamide from the halotolerant fungus Aspergillus sclerotiorum PT06-1

A new cytotoxic indole-3-ethenamide (1) and two known compounds, 7-(3-methylbut-2-enyl)-1H-indole-3-carbaldehyde (2) and emodin (3) were isolated and identified from the ethyl acetate extract of Aspergillus sclerotiorum PT06-1 in a hypersaline nutrient-rich medium. On the basis of spectroscopic analysis and amino-acid analysis, the new structure of 1 was determined to be (S,E)-3-methyl-2-(N- methylacetamido)-N-(2-(7-(3-methylbut-2-enyl)-1H-indol-3-yl)vinyl)butanamide within 3:1 ratio of rotamers along the acetamido single bond in DMSO-d(6) at room temperature. Compound 1 showed moderate cytotoxicity against A-549 cells and weak cytotoxicity against HL-60 cells with the IC(50) values of 3.0 and 27?μM, respectively. Compound 2 has been separated as natural product for the first time, and its NMR data were also reported for the first time in this study.     

Two new compounds from an endophytic fungus Aspergillus sp. HS-05

Two new compounds, N-[4′-hydroxy-(E)-cinnamoyl]-l-tyrosine methyl ester (1) and methyl 4-methoxy-3-(3′-hydroxy-2′-methyl)propionyloxy-benzoate (2), were isolated from EtOAc extract of the fermentation broth of the endophytic fungus Aspergillus sp. HS-05. Their structures were elucidated by NMR, IR, UV, MS, and CD methods. Compounds 1 and 2 showed no anticancer activities against HL-60 cell lines (both of IC₅₀>100 μM) in vitro.     

Two new compounds from an endophytic fungus Aspergillus sp. HS-05

Two new compounds, N-[4'-hydroxy-(E)-cinnamoyl]-l-tyrosine methyl ester (1) and methyl 4-methoxy-3-(3'-hydroxy-2'-methyl)propionyloxy-benzoate (2), were isolated from EtOAc extract of the fermentation broth of the endophytic fungus Aspergillus sp. HS-05. Their structures were elucidated by NMR, IR, UV, MS, and CD methods. Compounds 1 and 2 showed no anticancer activities against HL-60 cell lines (both of IC(50)>100 μM) in vitro.     

Varioxiranols I-L,new lactones from a sponge-associated Emericella variecolor fungus

Abstract

Chemical examination of the sponge-associated fungus Emericella variecolor resulted in the isolation of four new lactones namely varioxiranols I-L(1–4)with different scaffolds, together with asteltoxin (5) and asteltoxin B (6). The structure elucidation of new compounds was accomplished by spectroscopic analysis, while the absolute configurations were determined by computed circular dichroism (ECD) and induced CD effects. Antitumor activities of these compounds were evaluated against different tumor cell lines, while the result indicated that the new compounds showed moderate cytotoxic activity against a panel of tumor cell lines.     

Two new compounds from an endophytic fungus Pestalotiopsis heterocornis

Two new compounds, 7-hydroxy-5-methoxy-4,6-dimethyl-7-O-α-L-rhamnosyl-phthalide and 7-hydroxy-5-methoxy-4,6-dimethyl-7-O-β-D-glucopyranosyl-phthalide, along with one known and related metabolite 7-hydroxy-5-methoxy-4,6-dimethylphthalide were isolated from the EtOAc extract of fermentation broth of an endophytic fungus Pestalotiopsis heterocornis. The structures of these compounds were elucidated on the basis of spectroscopic methods (UV, IR, HR-ESI-MS, 1D NMR, and 2D NMR).     

Decumbenone C, a new cytotoxic decaline derivative from the marine fungus Aspergillus sulphureus KMM 4640

A new decaline derivative, decumbenone C (1) along with four known compounds, decumbenones A (2) and B (3), diorcinol (4), and brevianamide F (5) were isolated from the marine fungus Aspergillus sulphureus KMM 4640. Decumbenone C shows potent cytotoxic activity against SK-MEL-5 human melanoma cells with IC₅₀ values of 0.9 μM.     

Two new compounds from marine-derived fungus Penicillium sp. F11

Two new compounds, penicillone A (1) and penicillactam (2), were isolated together with 17 known compounds from a marine-derived fungus Penicillium sp. F11. The structures of the new compounds as well as a firstly literatural reported known compound (3) were assigned by spectroscopic methods including 1D/2D NMR and MS analysis techniques. Their cytotoxicities against HT1080, Cne2, and Bel7402 cell lines were also evaluated.     

2-Hydroxydiplopterol,a new cytotoxic pentacyclic triterpenoid from the halotolerant fungus <Emphasis Type="Italic">Aspergillus variecolor</Emphasis> B-17

A new hopane type pentacyclic triterpenoid, 2-hydroxydiplopterol (1) has been isolated from the metabolites produced by the halotolerant fungal strain Aspergillus variecolor B-17. The structure of 1 was determined by spectroscopic methods and single crystal X-Ray diffraction analysis. 2-Hydroxydiplopterol (1) exhibited cytotoxicity against K562 cells with an IC₅₀ value of 22 μM.     

Two new 5-hydroxy-2-pyrone derivatives isolated from a marine-derived fungus Aspergillus flavus

Two new compounds, 4-(hydroxymethyl)-5-hydroxy-2H-pyran-2-one (1) and (5-hydroxy-2-oxo-2H-pyran-4-yl) methyl acetate (2), have been isolated from a marine-derived fungus Aspergillus flavus. Their structures were determined by spectroscopic data. Compound 1 induced the production of cAMP on GPR12 transfected CHO and HEK293 cells in a dose-dependent manner, which indicated 1 might be a possible ligand for GPR12.     

Two new compounds from the endophytic fungus Colletotrichum sp. L10 of Cephalotaxus hainanensis

Two new compounds, 3-(4-methoxy-3-methyl-2-oxo-2H-pyran-6-yl)butyl pyroglutamate (1) and 2,2'-(1,1'-methylenebis(1H-indole-3,1-diyl))diethanol (2), were isolated from the endophytic fungus of Cephalotaxus hainanensis. Their structures were determined by means of chemical and spectroscopic analysis.     

Two new triterpenoids from the fungus Perenniporia maackiae

Two new triterpenoids, 3β-(2-methoxy-oxalyloxy)-24-methylene-lanost-8-en-21-oic acid (1) and 3β-(2-methoxy-oxalyloxy)-15α-hydroxy-24-methylene-lanost-8-en-21-oic acid (2), were isolated from cultures of the fungus Perenniporia maackiae, together with two previously known triterpenoids (3 and 4). Their structures were determined by spectroscopic methods, including 1D and 2D NMR, and MS analyses. All compounds were evaluated for their cytotoxic activities on five tumor cell lines.     

Two new compounds from the endophytic fungus Colletotrichum sp. L10 of Cephalotaxus hainanensis

Two new compounds, 3-(4-methoxy-3-methyl-2-oxo-2H-pyran-6-yl)butyl pyroglutamate (1) and 2,2′-(1,1′-methylenebis(1H-indole-3,1-diyl))diethanol (2), were isolated from the endophytic fungus of Cephalotaxus hainanensis. Their structures were determined by means of chemical and spectroscopic analysis.     

Two new sesquiterpenoids from the fungus Ceriporia alachuana

Two new sesquiterpenoids, tremulenolide D (1) and muurolane-10β,15-diol (2), together with four known sesquiterpenoids, tremulenediol A (3), 2β-hydroxy-α-candinol (4), epicubenol (5), and 3β-hydroxy-δ-candinol (6), were isolated from cultures of the fungus Ceriporia alachuana. The structures of new compounds were determined by extensive spectroscopic analyses. Structurally, compounds 1 and 3 are tremulane-type sesquiterpenoids with an unusual perhydroazulene carbon skeleton.     

Two new compounds from the broth of the marine fungus Penicillium griseofulvum Y19-07

Two new compounds, 4-hydroxyphenethyl methyl succinate (1) and 4-hydroxyphenethyl 2-(4-hydroxyphenyl)acetate (2), were isolated from the EtOAc extract of the broth of the marine fungus Penicillium griseofulvum Y19-07. Five known compounds were also obtained in this study. The structures of the new compounds were elucidated by 1D and 2D NMR spectroscopy and mass spectrometry. All of the isolates were evaluated for their scavenging properties toward the 2,2-diphenyl-1-picrylhydrazyl free radical by spectroscopic assays. Also, in the cytotoxicity assay of the two new compounds against HL-60 and PC-3 prostate cancer cell lines, compound 2 showed potential activity with an IC₅₀ value of 64.5 μM against human HL-60 cancer cells.     

Two new compounds from fermentation liquid of the marine fungus Trichoderma atroviride G20-12

The chemical constituent research on the ethyl acetate extracts of fermentation liquid of the marine fungus Trichoderma atroviride G20-12 led to the isolation of two new compounds, 2-hydroxybutan-3-yl 5′-(2″-hydroxy-N-(2?-oxobutan-3?-yl)propanamido)butanoate (1) and 3-hydroxy-5-(4-hydroxybenzyl)dihydrofuran-2(3H)-one (2). The structures of the new compounds were determined by spectroscopic and chemical analysis.     

Two new cytotoxic acetogenins from Annona squamosa

Two new annonaceous acetogenins named as squamostanin-A and squamostanin-B were isolated from 95% EtOH extract of the seeds of Annona squamosa. Their structures were determined by spectroscopic method, and their cytotoxicities were evaluated using MTT method.     

Two new indole-diterpenoids from the fungus Penicilliumcrustosum YN-HT-15

Two new indole-diterpenoids named penijanthine B and penitrem H (1 and 2) were isolated from the metabolites of the fungus Penicilliumcrustosum YN-HT-15, which was isolated from the red soil of Yunnan Province of China. The structures were determined on spectroscopic analyses and CD spectra.     

Two new depsipeptides from the marine fungus Spicellum roseum

Investigation of the secondary metabolites of the marine-derived fungus Spicellum roseum yielded two new cyclohexadepsipeptides, spicellamide A (1) and spicellamide B (2). The structures of 1 and 2 were determined based on extensive evaluations of NMR and MS data. The absolute configuration was deduced after hydrolysis using Marfey's method, chiral chromatography, as well as NOESY and modeling data.     

A new diphenolic metabolite isolated from the marine-derived fungus Aspergillus niger 102

A new diphenolic derivative asperdiphenol A (1), along with nine known compounds (2–10), was isolated from the marine-derived fungus Aspergillus niger 102. Their structures were elucidated on the basis of spectroscopic analysis including NMR and MS spectrometry. Compound 1 was suggested to be a chiral mixture by the specific rotation and chiral HPLC. Compound 1 was evaluated for its anti-inflammatory, antibacterial, and cytotoxic activity.