Bioorg Med Chem Lett
September 2015
Two new C12 polyketides, cladospolides E and F (1 and 2), together with four known derivatives seco-patulolides A and C (3 and 4), 11-hydroxy-γ-dodecalactone (5) and iso-cladospolide B (6), were isolated from a soft coral-derived fungus Cladosporium sp. TZP-29. Their structures, including the absolute configurations, were elucidated by spectroscopic analysis, modified Mosher's method, and the analysis of their biogenesis.
View Article and Find Full Text PDFFour new cyclic peptides, psychrophilins E-H (1-4), possessing a rare amide linkage between the carboxylic acid in anthranilic acid (ATA) and the nitrogen from an indole moiety, along with a new ATA-containing hexapeptide, versicotide C (5), were obtained from the culture of the marine-derived fungus Aspergillus versicolor ZLN-60. The structures, including absolute configurations, were elucidated by a combination of HRESIMS, NMR, X-ray crystallography, TDDFT ECD calculations, and Marfey's method. Versicotide C (5) is the first natural cyclic hexapeptide containing two anthranilic acids.
View Article and Find Full Text PDFSeven new prenylated indole diketopiperazines, versicamides A-G (1-7) and a novel chemical derivative from 7, versicamide H (8), along with three known analogic diketopiperazines (9-11) were obtained from the marine-derived fungus Aspergillus versicolor HDN08-60. Their structures were determined by spectroscopic techniques, including 2D NMR, ECD calculations, and single-crystal X-ray diffraction analysis, together with the assistance of further chemical conversions. The cytotoxicities of 1-8 were tested against the HeLa, HCT-116, HL-60, and K562 cell lines, but only 8 exhibited moderate activity against HL-60 cells, with an IC50 value of 8.
View Article and Find Full Text PDFTwo new meroterpenoids, arisugacins I (1) and J (2), together with five known meroterpenoids including arisugacin B (3), arisugacin F (4), arisugacin G (5), territrem B (6) and territrem C (7) were isolated from an endophytic fungus Penicillium sp. SXH-65. Their structures were determined by extensive spectroscopic experiments and comparison with literature data.
View Article and Find Full Text PDFFour new prenylated diphenyl ethers (1-4), diorcinols B-E, together with one known diorcinol (5), were obtained from the marine-derived fungus Aspergillus versicolor. Their structures were established on the basis of chemical and spectroscopic data. The absolute configurations of compounds 1 and 2 were determined by Mosher's ester and specific rotation analysis.
View Article and Find Full Text PDFOne new prenylated indole diketopiperazine alkaloid, named dihydroneochinulin B (1), one known spiro-polyketide-diketopiperazine hybrid cryptoechinuline D (2) and three related known metabolites didehydroechinulin B (3), neoechinulin B (4) and auroglaucin (5) were isolated from the mangrove rhizosphere soil derived fungus, Aspergillus effuses H1-1. The structures were assigned by detailed spectroscopic analysis. The enantiomers of cryptoechinuline D (2) were separated to be (+)-cryptoechinuline D (2a) and (-)-cryptoechinuline D (2b) by chiral HPLC, and their absolute configurations were determined by ECD analysis.
View Article and Find Full Text PDFA new butenolide isoaspulvinone E (1), together with two known butenolides aspulvinone E (2) and pulvic acid (3) were isolated from the marine-derived fungus, Aspergillus terreus Gwq-48. They showed significant anti-influenza A H1N1 virus activities, with IC50 values of 32.3, 56.
View Article and Find Full Text PDFEffusin A (1), a spirobicyclic N,O-acetal derivative with an unprecedented 3',3a',5',6'-tetrahydrospiro[piperazine-2,2'-pyrano[2,3,4-de]chromene] ring system, and a spiro-polyketide-diketopiperazine hybrid dihydrocryptoechinulin D (2) were isolated from a mangrove rhizosphere soil derived fungus, Aspergillus effuses H1-1. Their structures were determined by detailed spectroscopic analysis. Effusin A (1) and dihydrocryptoechinulin D (2) occurred as racemates, the enantiomers of which were separated and characterized by online HPLC-ECD analysis and their absolute configurations were determined by the solution TDDFT ECD calculation approach.
View Article and Find Full Text PDFChem Pharm Bull (Tokyo)
April 2013
One new pyrrolyl 4-quinolinone alkaloid, penicinoline E (1), together with three known deriverites, methyl-penicinoline (2), penicinoline (3), and quinolactacide (4), were isolated from the marine-derived fungus Penicillium sp. ghq208. The structures of these isolated compounds were elucidated by spectroscopic methods.
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