New Antimicrobial Flavanones from Physena madagascariensis

• Published in: Journal of natural products (Washington, D.C.) Vol. 63; no. 8; pp. 1082 - 1089
• Main Authors: Deng, Yonghong, Lee, Jonathan P, Tianasoa-Ramamonjy, Manoelson, Snyder, John K, Des Etages, Shelley Ann, Kanada, Daniel, Snyder, Michael P, Turner, Christopher J
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 01.08.2000; Amer Chemical Soc; American Society of Pharmacognosy
• Subjects: Anti-Bacterial Agents - chemistry; Anti-Bacterial Agents - isolation & purification; Anti-Bacterial Agents - pharmacology; Biological and medical sciences; Chemistry, Medicinal; Chromatography, Gel; Circular Dichroism; Flavanones; Flavonoids - chemistry; Flavonoids - isolation & purification; Flavonoids - pharmacology; Gas Chromatography-Mass Spectrometry; General pharmacology; Life Sciences & Biomedicine; Madagascar; Magnetic Resonance Spectroscopy; Medical sciences; Optical Rotation; Pharmacognosy. Homeopathy. Health food; Pharmacology & Pharmacy; Pharmacology. Drug treatments; Physena madagascariensis; Plant Leaves - chemistry; Plant Sciences; Plants, Medicinal - chemistry; Science & Technology; Spectrophotometry, Ultraviolet; Staphylococcus aureus; Staphylococcus aureus - drug effects; Staphylococcus aureus - growth & development; Trees - chemistry; Malagasy Republic; Africa; Madagascar; SOPHORA-EXIGUA; GLYCOSIDES; SPECTROSCOPY; PHENOLIC-COMPOUNDS; RESOLUTION; SECTOR; ROOTS; FLAVONOIDS; TRITERPENES; CONSTITUENTS; Capparidaceae; Flavonoid; Medicinal plant; Polyphenol; Dicotyledones; Angiospermae; Bacteria; Micrococcales; Micrococcaceae; Staphylococcus aureus; Enterococcus; Terpenoid; Pharmacognosy; Listeria monocytogenes; Geometrical configuration; Plant leaf; Ketone; Biological activity; Streptococcaceae; Staphylococcus epidermidis; Plant origin; Isolation; Monoterpene; Spermatophyta; Antibacterial agent; Structural analysis
• ISSN: 0163-3864; 1520-6025
• DOI: 10.1021/np000054m

Two new flavanones (1 and 2) with antibacterial activity were isolated from the methanolic extract of the dried leaves of Physena madagascariensis using activity against Staphylococcus aureus to guide the isolation. A third flavonoid, a flavanone dimer linked by a methylene group (3) was also isolated and proved to be inactive. The structures of 1 and 2 were established primarily from NMR studies, while that of 3 required more extensive mass spectrometric analysis. All three flavanones had lavandulyl units in the limonene form. Flavanones 1 and 2 were active against several bacteria at concentrations as low as 4 μM.