Chlorohydroaspyrones A and B, Antibacterial Aspyrone Derivatives from the Marine-Derived Fungus Exophiala sp

• Published in: Journal of natural products (Washington, D.C.) Vol. 71; no. 8; pp. 1458 - 1460
• Main Authors: Zhang, Dahai, Yang, Xiudong, Kang, Jung Sook, Choi, Hong Dae, Son, Byeng Wha
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society and American Society of Pharmacognosy 01.08.2008; Amer Chemical Soc; American Society of Pharmacognosy; American Chemical Society
• Subjects: Anti-Bacterial Agents - chemistry; Anti-Bacterial Agents - isolation & purification; Anti-Bacterial Agents - pharmacology; antibacterial properties; aspyrone; Biological and medical sciences; chemical structure; Chemistry, Medicinal; chlorohydroaspyrone; Chromatography, High Pressure Liquid; Drug Resistance, Microbial; Exophiala; Exophiala - chemistry; General pharmacology; Halichondria panicea; Life Sciences & Biomedicine; Magnetic Resonance Spectroscopy; Mass Spectrometry; Medical sciences; medicinal properties; Methicillin Resistance; Microbial Sensitivity Tests; Pharmacognosy. Homeopathy. Health food; Pharmacology & Pharmacy; Pharmacology. Drug treatments; Plant Sciences; pyrones; Pyrones - chemistry; Pyrones - isolation & purification; Pyrones - pharmacology; Science & Technology; spectral analysis; Spectrometry, Mass, Electrospray Ionization; Spectrophotometry, Ultraviolet; Spectroscopy, Fourier Transform Infrared; Staphylococcus aureus; Staphylococcus aureus - drug effects; Stereoisomerism; South Korea; GONIOTRIOL; NATURAL-PRODUCTS; ASPERGILLUS; Lactone; In vitro; Biological activity; Meticillin; Fungi; Marine environment; Resistance; Microbial origin; Chlorine Organic compounds; Absolute configuration; Bacteria; Micrococcales; Isolation; Micrococcaceae; Fungi Imperfecti; Antibacterial agent; Exophiala; Staphylococcus aureus; Structural analysis
• ISSN: 0163-3864; 1520-6025
• DOI: 10.1021/np800107c

Chlorohydroaspyrones A (1) and B (2), antibacterial aspyrone derivatives, and the previously described aspyrone (3), asperlactone (4), and penicillic acid (5) have been isolated from the broth of a marine isolate of the fungus Exophiala. The structure and absolute stereochemistry of the compounds were determined on the basis of the physicochemical data analysis and chemical reactions. Compounds 1 and 2 exhibited a mild antibacterial activity against Staphylococcus aureus, methicillin-resistant S. aureus, and multidrug-resistant S. aureus. The MIC values of each strain are as follows: compound 1 showed 62.5 μg/mL for S. aureus and 125 μg/mL for methicillin-resistant S. aureus and multidrug-resistant S. aureus, and compound 2, 62.5 μg/mL for S. aureus and methicillin-resistant S. aureus and 125 μg/mL for multidrug-resistant S. aureus.