Total Synthesis of Chalaniline B: An Antibiotic Aminoxanthone from Vorinostat-Treated Fungus <i>Chalara</i> sp. 6661

Khoshbakht, Mahsa; Thanaussavadate, Bongkotrat; Zhu, Chenxi; Cao, Yang; Zakharov, Lev N.; Loesgen, Sandra; Blakemore, Paul R.

doi:10.1021/acs.joc.1c00528

Cited by 4 publications

References 37 publications

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Synthetic and Natural Xanthones as Antibacterial Agents—Review

Prathiksha,

Murali,

Nayak

2024

ChemistrySelect

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Xanthones, a class of polyketide derivatives characterized by a dibenzo‐γ‐pyrone core structure, are aromatic oxygenated cyclic compounds extensively found in nature. They are known for their diverse biological activities, including anti‐Alzheimer, antitumor, and antidiabetic properties, which have spurred extensive research into their therapeutic potential. One of the most significant challenges facing mankind currently is the development of antibiotic resistance in pathogenic microbes making microbial infections increasingly difficult to treat. The formation of biofilms enhances bacterial resistance to antibiotics, immune defenses, and environmental stresses. In this review, we have categorized xanthones, both of biological origin and synthesized, based on their structure and summarized the recent studies on their ability to inhibit Gram‐positive and ‐negative bacteria as well as the various underlying mechanisms that contribute to their microbicidal activity. These mechanisms include inhibition of virulence factors and biofilm formation, interaction with cell membranes, and interference with cell wall synthesis and DNA replication. In addition, we have listed the various methods involved in biofilm inhibition and the structure‐activity relationship of various xanthone molecules, highlighting how xanthone derivatives exhibit increased antibacterial activity. With the growing concern of antibiotic resistance, exploring natural compounds like xanthones to study their interaction with bacterial cells is crucial for identifying new treatment options.

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Synthetic and Natural Xanthones as Antibacterial Agents—Review

Prathiksha,

Murali,

Nayak

2024

ChemistrySelect

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Recent Advances in the Discovery of Antimicrobial Natural Products Through Synthetic Means

Valdes-Pena,

Pierce

2023

Medicinal Chemistry Reviews

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Bioactive Marine Xanthones: A Review

et al. 2022

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The marine environment is an important source of specialized metabolites with valuable biological activities. Xanthones are a relevant chemical class of specialized metabolites found in this environment due to their structural variety and their biological activities. In this work, a comprehensive literature review of marine xanthones reported up to now was performed. A large number of bioactive xanthone derivatives (169) were identified, and their structures, biological activities, and natural sources were described. To characterize the chemical space occupied by marine-derived xanthones, molecular descriptors were calculated. For the analysis of the molecular descriptors, the xanthone derivatives were grouped into five structural categories (simple, prenylated, O-heterocyclic, complex, and hydroxanthones) and six biological activities (antitumor, antibacterial, antidiabetic, antifungal, antiviral, and miscellaneous). Moreover, the natural product-likeness and the drug-likeness of marine xanthones were also assessed. Marine xanthone derivatives are rewarding bioactive compounds and constitute a promising starting point for the design of other novel bioactive molecules.

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Total Synthesis of Chalaniline B: An Antibiotic Aminoxanthone from Vorinostat-Treated Fungus Chalara sp. 6661

Cited by 4 publications

References 37 publications

Synthetic and Natural Xanthones as Antibacterial Agents—Review

Synthetic and Natural Xanthones as Antibacterial Agents—Review

Recent Advances in the Discovery of Antimicrobial Natural Products Through Synthetic Means

Bioactive Marine Xanthones: A Review

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