New antiviral cassane furanoditerpenes from Caesalpinia minax.
A bioassay-guided study led to the isolation of five new cassane furanoditerpenes, designated as caesalmin C (1), D (2), E (3), F (4), and G (5), along with stigmasterol (6) from the seeds of Caesalpinia minax. The (1)H and (13)C NMR spectra were completely assigned by using a combination of 2D NMR analyses. The structures of all five furanoditerpenes were confirmed by X-ray analyses. The structure of 6 was verified by X-ray analysis for the first time. The bioassay results showed that the anti-Para3 virus activity of tetracyclic furanoditerpenoids 1-4 is more potent than that of the furanoditerpenoid lactone 5, which is in turn better than 6. As the major components of the plant possess significant potent activity, it may be feasible to develop new antiviral agents from this source.
Jiang
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RW
Department of Chemistry & Institute of Chinese Medicine, The Chinese University of Hong Kong, Hong Kong SAR, People's Republic of China.
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D000998:Antiviral Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D002478:Cells, Cultured / Q000187:drug effects; D002855:Chromatography, Thin Layer; D018360:Crystallography, X-Ray; D003588:Cytopathogenic Effect, Viral; D004224:Diterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004305:Dose-Response Relationship, Drug; D004354:Drug Screening Assays, Antitumor; D004365:Drugs, Chinese Herbal / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D007887:Fabaceae / Q000737:chemistry*; D005663:Furans / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D020128:Inhibitory Concentration 50; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D015394:Molecular Structure; D010224:Parainfluenza Virus 3, Human / Q000187:drug effects; D010946:Plants, Medicinal / Q000737:chemistry*; D012254:Ribavirin / Q000494:pharmacology; D012639:Seeds / Q000737:chemistry; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet; D017550:Spectroscopy, Fourier Transform Infrared; D013237:Stereoisomerism
D000998:Antiviral Agents; D004224:Diterpenes; D004365:Drugs, Chinese Herbal; D005663:Furans; D012254:Ribavirin