LC-MS guided isolation of (±)-sweriledugenin a, a pair of enantiomeric lactones, from swertia leducii

Organic Letters

Volumn 16, Issue 2, 2014, Pages 370-373

  Geng, Chang An ^a   Chen, Xing Long ^a   Zhou, Ning Jia ^a   Chen, Hao ^a   Ma, Yun Bao ^a   Huang, Xiao Yan ^a   Zhang, Xue Mei ^a   Chen, Ji Jun ^a  

^a KUNMING INSTITUTE OF BOTANY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIVIRUS AGENT; LACTONE; SWERILEDUGENIN A;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; DRUG EFFECT; HEPATITIS B VIRUS; HEPG2 CELL LINE; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HUMAN; IC 50; ISOLATION AND PURIFICATION; NUCLEAR MAGNETIC RESONANCE; STEREOISOMERISM; SWERTIA;

ANTIVIRAL AGENTS; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; HEP G2 CELLS; HEPATITIS B VIRUS; HUMANS; INHIBITORY CONCENTRATION 50; LACTONES; MOLECULAR STRUCTURE; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; STEREOISOMERISM; SWERTIA;

EID: 84896693602     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol403198d     Document Type: Article

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11. Sweriledugenin A (1): colorless crystals (MeOH); mp 266-267 °C; UV λmax (acetonitrile) (log ε) 277 (4.08) nm; IR (KBr) νmax 3485, 3396, 2929, 1716, 1614, 1456, 1406, 1230, 1096 cm-1; (+) HRESIMS m/z 389.1227 (calcd for C20H21O8, -0.4 mDa); (-) HRESIMS m/z 387.1084 (calcd for C20H19O8, -0.1 mDa).
12. Crystal data for 1: C20H20O8·CH3OH, M = 420.40, monoclinic, a = 12.7431(4) Å, b = 11.7643(4) Å, c = 12.0525(4) Å, α = 90.00°, β = 90.7990(10)°, γ = 90.00°, V = 1806.66(10) Å3, T = 100(2) K, space group P21/c, Z = 4, μ(Cu Kα) = 1.027 mm-1, 11 636 reflections measured, 3069 independent reflections (Rint = 0.0500). The final R1 value was 0.1048 (I > 2σ(I)). The final wR(F2) value was 0.2894 (I > 2σ(I)). The final R1 value was 0.1056 (all data). The final wR(F2) value was 0.2912 (all data). The goodness of fit on F2 was 1.445. Crystallographic data have been deposited in the Cambridge Crystallographic Data Centre (deposition number CCDC 957147).
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