Induced Production of Bromomethylchlamydosporols A and B from the Marine-Derived Fungus Fusarium tricinctum

• Published in: Journal of natural products (Washington, D.C.) Vol. 73; no. 12; pp. 2061 - 2063
• Main Authors: Nenkep, Viviane, Yun, Keumja, Zhang, Dahai, Choi, Hong Dae, Kang, Jung Sook, Son, Byeng Wha
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society and American Society of Pharmacognosy 27.12.2010; Amer Chemical Soc
• Subjects: Anti-Bacterial Agents - chemistry; Anti-Bacterial Agents - isolation & purification; Anti-Bacterial Agents - pharmacology; Chemistry, Medicinal; Fusarium - chemistry; Fusarium - metabolism; Hydrocarbons, Brominated - chemistry; Hydrocarbons, Brominated - isolation & purification; Hydrocarbons, Brominated - pharmacology; Life Sciences & Biomedicine; Methicillin Resistance - drug effects; Methicillin-Resistant Staphylococcus aureus - drug effects; Microbial Sensitivity Tests; Molecular Structure; Nuclear Magnetic Resonance, Biomolecular; Pharmacology & Pharmacy; Plant Sciences; Pyrones - chemistry; Pyrones - isolation & purification; Pyrones - pharmacology; Science & Technology; ACUMINATOPYRONE; METABOLITES; ANTIMICROBIAL ACTIVITIES; BIOLOGICAL-ACTIVITIES; PAPYRACEUM KARST KARST; DERIVATIVES; CHLAMYDOSPOROL; ISOLATE
• ISSN: 0163-3864; 1520-6025
• DOI: 10.1021/np1005289

The addition of CaBr2 to the fermentation of a marine-derived Fusarium tricinctum resulted in production of halogenated chlamydosporol analogues. Two new antimicrobial halogenated pyranopyranones, bromomethylchlamydosporols A (1) and B (2), and two known compounds, chlamydosporol (an inseparable epimeric mixture of 7R:7S = 1:1 from 1H NMR data) (3) and fusarielin A (4), were isolated from the culture. The structures of 1 and 2 were assigned through a combination of spectroscopic data analyses. Compounds 1−4 exhibited mild antibacterial activity against Staphylococcus aureus, methicillin-resistant S. aureus, and multidrug-resistant S. aureus. The MIC values of each strain were as follows: compounds 1 and 2 showed an MIC of 15.6 μg/mL against S. aureus, methicillin-resistant S. aureus, and multidrug-resistant S. aureus, and compounds 3 and 4 exhibited an MIC of 31.5 μg/mL against S. aureus and methicillin-resistant S. aureus and 62.5 μg/mL against multidrug-resistant S. aureus.