Chaetolactam A (), an unprecedented azaphilone derivative bearing a unique 9-oxa-7-azabicyclo[4.2.1]octan-8-onering system, together with two new compounds, 11--chaetomugilide B () and chaetomugilide D () was isolated from an endophytic fungus, sp. g1. Notably, extensive NMR data analyses, NMR calculations with DP4 and DP4+ analyses, ECD calculations, and the RDC method were employed to establish the structure of . Furthermore, exhibited potent apoptosis induction activity by mediating caspase-3 activation and PARP degradation at 3 μM in HL-60.
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http://dx.doi.org/10.1021/acs.joc.0c02214 | DOI Listing |
J Agric Food Chem
January 2025
Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education, Yunnan Characteristic Plant Extraction Laboratory, Functional Molecules Analysis and Biotransformation Key Laboratory of Universities in Yunnan Province, School of Chemical Science and Technology, Yunnan University, Kunming 650091, People's Republic of China.
One new azaphilone derivative () from in ordinary medium, one new phthalide derivative (), a microbial transformation product of ingredients by , a pair of new austdiol enantiomers (+)- and (-)-, one new epsilon-caprolactone derivative (), and one new ophiobolin-type sesterterpenoid () from the in host medium were reported. The structures were determined by spectroscopic analysis and single-crystal X-ray diffraction. Compounds - could completely inhibit the germination of rice seeds at 50 μg/mL, which is higher than that of the positive control.
View Article and Find Full Text PDFNat Prod Res
December 2024
School of Science, Walailak University, Thasala, Nakhonsithammarat, Thailand.
Two new compounds including one benzaldehyde () and one azaphilone () were isolated from the marine-derived fungus PSU-AMF89 together with nine known compounds (-). Their structures were determined by spectroscopic evidences. The absolute configuration of was established by comparison of the ECD data with those of the previously reported data of compound as well as the biosynthetic consideration.
View Article and Find Full Text PDFFront Microbiol
November 2024
Laboratory of Natural Drug Discovery and Research, College of Pharmacy, Binzhou Medical University, Yantai, China.
Background: In recent decades, spiroketals which features with two rings joined by a spiro atom, have stimulated a great deal of researches for their diverse significant biological activities. Fungi are proved to be key reservoirs of structurally unique chemical skeletons. Up to date, [6,6]-spiroketals from fungal strains are still sporadically reported.
View Article and Find Full Text PDFPlant Biotechnol J
December 2024
Shenzhen Key Laboratory of Synthetic Genomics, Guangdong Provincial Key Laboratory of Synthetic Genomics, Key Laboratory of Quantitative Synthetic Biology, Shenzhen Institute of Synthetic Biology, Shenzhen Institute of Advanced Technology, Chinese Academy of Sciences, Shenzhen, China.
Pigments, as coloured secondary metabolites, endow the world with a rich palette of colours. They primarily originate from plants and microorganisms and play crucial roles in their survival and adaptation processes. In this article, we categorize pigments based on their chemical structure into flavonoids, carotenoids, pyrroles, quinones, azaphilones, melanins, betalains, flavins, and others.
View Article and Find Full Text PDFBioorg Chem
December 2024
Key Laboratory of Marine Drugs, the Ministry of Education of China, Institute of Evolution & Marine Biodiversity, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, China; Laboratory for Marine Drugs and Bioproducts, Qingdao National Laboratory for Marine Science and Technology, Qingdao 266237, China. Electronic address:
The genome sequencing of Aspergillus terreus reveals that the vast number of predicted biosynthetic gene clusters have not reflected by the metabolic profile observed under conventional culture conditions. In this study, a silent azaphilone biosynthetic gene cluster was activated by overexpressing a pathway-specific transcription factor gene2642 in marine-derived fungus A. terreus RA2905.
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