Natural Products Containing the Oxetane and Related Moieties Present Additional Challenges for Structure Elucidation: A DU8+ Computational Case Study

2019 ◽  
Vol 84 (12) ◽  
pp. 7575-7586 ◽  
Author(s):  
Andrei G. Kutateladze ◽  
Tina Holt ◽  
D. Sai Reddy
Keyword(s):  
Natural Products ◽  
Structure Elucidation

scholarly journals Antimicrobial Metabolites against Methicillin-Resistant Staphylococcus aureus from the Endophytic Fungus Neofusicoccum australe

Molecules ◽  
2021 ◽  
Vol 26 (4) ◽  
pp. 1094
Author(s):  
Melissa M. Cadelis ◽  
Soeren Geese ◽  
Benedict B. Uy ◽  
Daniel R. Mulholland ◽  
Shara J. van de Pas ◽  
...  
Keyword(s):  
Staphylococcus Aureus ◽  
Antimicrobial Activity ◽  
Natural Products ◽  
Structure Elucidation ◽  
Methicillin Resistant Staphylococcus Aureus ◽  
Inhibitory Concentration ◽  
Spectroscopic Methods ◽  
Methicillin Resistant ◽  
Bioassay Guided Fractionation ◽  
Antimicrobial Metabolites

Antimicrobial bioassay-guided fractionation of the endophytic fungi Neofusicoccum australe led to the isolation of a new unsymmetrical naphthoquinone dimer, neofusnaphthoquinone B (1), along with four known natural products (2–5). Structure elucidation was conducted by nuclear magnetic resonance (NMR) spectroscopic methods, and the antimicrobial activity of all the natural products was investigated, revealing 1 to be moderately active towards methicillin-resistant Staphylococcus aureus (MRSA) with a minimum inhibitory concentration (MIC) of 16 µg/mL.

scholarly journals Isolation of a Novel Polyketide from Neodidymelliopsis sp.

Molecules ◽  
2021 ◽  
Vol 26 (11) ◽  
pp. 3235
Author(s):  
Melissa M. Cadelis ◽  
Hugo Gordon ◽  
Alex Grey ◽  
Soeren Geese ◽  
Daniel R. Mulholland ◽  
...  
Keyword(s):  
Antimicrobial Activity ◽  
Natural Products ◽  
Ambient Temperature ◽  
Crude Extract ◽  
Structure Elucidation ◽  
Fungal Pathogens ◽  
Spectroscopic Techniques ◽  
Bioactive Natural Products

Fungi have become an invaluable source of bioactive natural products, with more than 5 million species of fungi spanning the globe. Fractionation of crude extract of Neodidymelliopsis sp., led to the isolation of a novel polyketide, (2Z)-cillifuranone (1) and five previously reported natural products, (2E)-cillifuranone (2), taiwapyrone (3), xylariolide D (4), pachybasin (5), and N-(5-hydroxypentyl)acetamide (6). It was discovered that (2Z)-cillifuranone (1) was particularly sensitive to ambient temperature and light resulting in isomerisation to (2E)-cillifuranone (2). Structure elucidation of all the natural products were conducted by NMR spectroscopic techniques. The antimicrobial activity of 2, 3, and 5 were evaluated against a variety of bacterial and fungal pathogens. A sodium [1-13C] acetate labelling study was conducted on Neodidymelliopsis sp. and confirmed that pachybasin is biosynthesised through the acetate polyketide pathway.

Balancing skeleton and functional groups in total syntheses of complex natural products: a case study of tigliane, daphnane and ingenane diterpenoids

2021 ◽  
Author(s):  
Zhi Liu ◽  
Zhengwei Ding† ◽  
Kai Chen ◽  
Ming Xu ◽  
Tao Yu ◽  
...  
Keyword(s):  
Natural Products ◽  
Functional Groups ◽  
Synthetic Chemistry ◽  
Total Syntheses ◽  
Strategic Balance

The fruitful advancement in synthetic chemistry of the title families of complex diterpenes has stimulated and enjoyed strategic balance between building the skeletons and installing the functional groups.

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