Studies on chemical constituents from twigs and leaves of Illicium majus / 中草药

Objective: To study the chemical constituents from the twigs and leaves of Illicius majus. Methods: The compounds were isolated by column chromatography over silica gel, Sephadex LH-20, and flash chromatography coupled with preparative HPLC. The structures were elucidated by spectroscopic analysis including ESI-MS, 1D-NMR, and 2D-NMR. The cytotoxic activities were assessed by MTT assay. Results: Compounds 1—14 were isolated from the twigs and leaves of I. majus, and identified as 3′-methoxy-kaempferol-3-O-α-L-rhamnopyranoside (1), quercetin-3-O-arabinoside (2), kaempferol-3-O-arabinoside (3), 8′-oxo-6-hydroxy-dihydrophaseic acid (4), 4-O-methylcedrusin (5), (−)-massoniresinol (6), (7S,8R)-3,3′,5-trimethoxy-4′,7-epoxy- 8,5′-neolignan-4,9,9′-triol (7), vladinol F (8), 2,3-dihydro-2-(4′-α-L-rhamnopyranosyl-3′-methoxyphenyl)-3-hydroxymethyl-7- methoxy-5-benzofuranpropanol (9), quercetin-3-O-α-L-rhamnopyranoside (10), kaempferol-3-O-α-L-rhamnopyranoside (11), vitexin (12), 3,5,7-trihydroxychromone-3-O-glucopyranoside (13), and benzyl alcohol O-β-D-glucopyranoside (14). Compounds 1—14 exhibited the cytotoxic activity against HCT-8, Bel-7402, BGC-823, and A549 with IC50 values of over 10 μmol/L, respectively. Conclusion: Compounds 1—14 are all obtained from I. majus for the first time, and compounds 2, 3, 5, 7, 8, 9, and 14 are obtained from the genus of Illicium for the first time. All compounds show no significant cytotoxic activities against HCT-8, Bel-7402, BGC-823, and A549 cancer cell.

A new seco-prezizaane-type sesquiterpenoid from twigs and leaves of Illicium majus / 中草药

Objective: To study the chemical constituents from the twigs and leaves of Illicius majus. Methods: The compound was isolated by column chromatography over silica gel, Sephadex HL-20, and flash chromatography coupled with preparative HPLC. The structure was elucidated by spectroscopic analysis including HR-ESI-MS, 1D-NMR, and 2D-NMR. The cytotoxic activities were assessed by MTT. Results: A new seco-prezizaane-type sesquiterpenoid named majusatone (1) was isolated from the twigs and leaves of I. majus. Compound 1 exhibited the cytotoxic activity against HCT-8, Bel-7402, BGC-823, and A549 with IC50 values of 42.3, 48.5, 51.1, and 39.9 μmol/L, respectively. Conclusion: Compound 1 is a new special seco-prezizaane-type sesquiterpenoid, and shows no significant cytotoxic activities against HCT-8, Bel-7402, BGC-823, and A549.

Study on the diterpenoids from radix illicii Maji and their antiviral activity against coxsackie B virus / 国际药学研究杂志

Objective To investigate he diterpenoids from he roots of Illicium majus(Radix Illcii Maji) and their antiviral activity against the Coxsackie B virus. Methods The compounds were isolated by column chromatography over silica gel, octadecylsi-ane chemically bonded silica gel(ODS), and Sephadex HL-20 coupled with preparative HPLC. Their stuctures were elucidated by spectroscopic analysis and the in situ dimolybdenum circular dichroism(CD) method, and their antiviral activities against the Coxsackie B3 virus were evaluated by cytopathic effect(CPE) method. Results Twelve diterpenoids were isolated from the roots of Illicium ma-jus, which were identified as 4-epi-dehydroabietic acid(l), 8,11,13,15-abietatraen-19-oic acid(2), jiadifenoic acids B(3), C(4), G(5) and 1(6), majusanic acids B(7) and D(8), lambertic acid(9), angustanoic acids F(10) and G(ll), and 13-hydroxy-8,11, 13-podocarpatrien-19-oic acid(12). These diterpenoids displayed antiviral activity against the Coxsackie B3 virus, with IC50 values of 3. 3-66. 7 μmol/ml. Conclusion The antiviral activity and cytotoxicity of the diterpenoids relate o he substituent species and position. Compounds 3-6 and 9 were obtained from his plant for the first time.