New polyketide-derived oligophenalenone dimers, 9a-epi-bacillisporin E (1) and bacillisporins F-H (2-5), along with the known bacillisporin A (6), were isolated from the fungus Talaromyces stipitatus. Their structures and absolute configurations were determined on the basis of spectroscopic analyses, electronic circular dichroism, and GIAO NMR shift calculation followed by DP4 analysis. The antimicrobial activity of these compounds was evaluated against a panel of human pathogenic bacteria. Among them, bacillisporin H (5) exhibited antimicrobial activity together with modest cytotoxicity against HeLa cells.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/acs.jnatprod.6b00458 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Talauromides A-G, Nitrogen-Containing Heptacyclic Oligophenalenone Dimers from the Soil Fungus BMC-16.
J Nat Prod
October 2024
School of Pharmacy, Bengbu Medical University, 2600 Donghai Road, Bengbu 233030, People's Republic of China.
Seven new nitrogen-containing heptacyclic oligophenalenone dimers, talauromides A-G (-), together with known compounds bacillisporins A and B ( and ), talaromycesones C and B ( and ), duclauxin () and lamellicolic anhydride (), were isolated from the soil derived-fungus BMC-16. Their chemical structures were determined based on spectroscopic analysis data. The absolute configurations were elucidated by chemical approaches and the comparison of CD spectra with related compounds.
View Article and Find Full Text PDFAdpressins A-G: Oligophenalenone Dimers from .
J Nat Prod
August 2024
Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, People's Republic of China.
Nine new oligophenalenone dimers, adpressins A-G (-), together with nine known compounds (-), were isolated from the fungus . Their chemical structures were determined on the basis of spectroscopic and mass spectral analyses. Their relative and absolute configurations were identified by H and C NMR calculations followed by DP4+ analyses, electronic circular dichroism (ECD) calculations, and ECD spectra comparison with related compounds.
View Article and Find Full Text PDFNew Antibacterial Secondary Metabolites from a Marine-Derived sp. Strain BTBU20213036.
Antibiotics (Basel)
February 2022
School of Ocean Sciences, China University of Geosciences, Beijing 100083, China.
New polyketide-derived oligophenalenone dimers, bacillisporins K and L ( and ) and xanthoradone dimer rugulosin D (), together with four known compounds, bacillisporin B (), macrosporusone D (), rugulosin A and penicillide ( and ), were isolated from the marine-derived fungus sp. BTBU20213036. Their structures were determined by detailed analysis of HRESIMS, 1D and 2D NMR data, and the absolute configurations were determined on the basis of calculated and experimental electronic circular dichroism (ECD).
View Article and Find Full Text PDFDuclauxin Derivatives From Fungi and Their Biological Activities.
Front Microbiol
December 2021
Guangdong Key Laboratory for Innovative Development and Utilization of Forest Plant Germplasm, College of Forestry and Landscape Architecture, South China Agricultural University, Guangzhou, China.
Duclauxin is a heptacyclic oligophenalenone dimer consisting of an isocoumarin and a dihydroisocoumarin unit. These two tricyclic moieties are joined by a cyclopentane ring to form a unique hinge or castanets-like structure. Duclauxin is effective against numerous tumor cell lines because it prevents adenosine triphosphate (ATP) synthesis by inhibiting mitochondrial respiration.
View Article and Find Full Text PDFVerruculosins A-B, New Oligophenalenone Dimers from the Soft Coral-Derived Fungus .
Mar Drugs
September 2019
Technical Innovation Center for Utilization of Marine Biological Resources, Third Institute of Oceanography, Ministry of Natural Resources, Daxue Road 184, Xiamen 361000, China.
In an effort to discover new bioactive anti-tumor lead compounds, a specific tyrosine phosphatase CDC25B and an Erb family receptor EGFR were selected as drug screening targets. This work led to the investigation of the soft coral-derived fungus and identification of two new oligophenalenone dimers, verruculosins A-B (-), along with three known analogues, bacillisporin F (), duclauxin (), and xenoclauxin (). Compound was the first structure of the oligophenalenone dimer possessing a unique octacyclic skeleton.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!