Acyclovir was analyzed with electrospray ionization (ESI) on a Shimadzu LCMS-8030 triple quadrupole system (Shimadzu Corp, Kyoto, Japan) and separated using a Welch Ultimate® AQ-C18 column (150 mm × 4.6 mm, 5 μm). Multiple reaction monitoring (MRM) was used to quantify compounds in the positive ion mode (m/z 226.2–152.1 for acyclovir and m/z 307.1–220.1 for the internal standard fluconazole). The mobile phase was methanol (A) and 0.1% formic acid in water (B) at a flow rate of 0.4 mL/min with the gradient conditions as follows: 0–1 min, 40% B; 1–2 min, 40%–10% B; 2–3 min, 10% B; 3–3.1 min, return to 40% B; and 3.1–7 min re-equilibrium.
Ultimate aq c18 column
Manufactured by Hill-Rom
Sourced in China
The Ultimate AQ-C18 column is a high-performance liquid chromatography (HPLC) column designed for the separation and analysis of a wide range of compounds. It features a C18 stationary phase, which provides efficient separation of both polar and non-polar compounds. The column is constructed with high-quality materials and is suitable for use in a variety of HPLC applications.
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Lab products found in correlation
1525 binary hplc pump, by Waters Corporation (3 mentions)
Nicolet is50 ft ir, by Thermo Fisher Scientific (2 mentions)
2489 uv visible detector, by Hill-Rom (2 mentions)
J 815, by Jasco (1 mentions)
Polyamide, by Sinopharm (1 mentions)
1200 series, by Agilent Technologies (1 mentions)
G1314a vwd, by Agilent Technologies (1 mentions)
Ido1 activity assay kit, by Abcam (1 mentions)
Qtrap 5500, by AB Sciex (1 mentions)
Acquity uplc 1 class, by Waters Corporation (1 mentions)
10 protocols using ultimate aq c18 column
1
Quantitative Acyclovir Analysis by LC-MS/MS
2
Spectroscopic Characterization of Organic Compounds
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IR spectra were recorded on Nicolet iS50 FT-IR (Thermo Scientific). CD spectra were recorded on J-815 from JASCO. HRMS spectra were recorded on a LTQ-ORBITRAP-ETD instrument. NMR spectra were acquired using a Brucker 400 or 500 MHz spectrometer. Chemical shifts were reported in ppm relative to CDCl3 (δ = 7.26 ppm) or DMSO-d6 (δ = 2.50 ppm) for 1H NMR and CDCl3 (δ = 77.23 ppm) or DMSO-d6 (δ = 39.60 ppm) for 13C NMR spectroscopy. Column chromatography (CC) was carried out on silica gel (100–200 mesh and 300–400 mesh, Yantai Jiangyou Silica Gel Development Co., Ltd., Yantai, China) and polyamide (100–200 mesh, Sinopharm Chemical Reagent Co., Ltd., Shanghai, China). Semipreparative reversed phase-high-performance liquid chromatography (RP-HPLC) was performed using a Waters 1525 Binary HPLC Pump equipped with a Waters 2489 UV/Visible Detector and using a Welch Ultimate AQ-C18 column (250 × 10 mm, 5 μm).
3
Characterization of Organic Compounds
4
Purification and Characterization of Pipermullesine C
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Compound 3 (4.0 mg, 0.00965 mmol) was performed on semipreparative HPLC [Welch Ultimate AQ-C18 column, 5.0 μm, ϕ 4.6 × 300 mm, MeCN/H2O (containing 0.05% TFA), 20:80, 1.0 mL/min] to obtain 3a (4.5 mg, tR = 7.460 min; 0.00880 mmol, 91% yield): pale yellow needles (MeOH); mp 157–159 °C; 1H and 13C NMR data, see Table 3 .
Crystal data for pipermullesine C trifluoroacetate (3a ): C22H31N4O4·C2F3O2, M = 528.53, a = 8.5097(10) Å, b = 12.3631(15) Å, c = 12.8583(15) Å, α = 68.354(2)°, β = 78.084(2)°, γ = 80.814(2)°, V = 1225.1(3) Å3, T = 100(2) K, space group P-1, Z = 2, μ(MoKα) = 0.118 mm−1, 13522 reflections measured, 6727 independent reflections (Rint= 0.0383). The final R1 values were 0.0528 (I > 2σ(I)). The final wR(F2) value was 0.1229 (I > 2σ(I)). The final R1 value was 0.0879 (all data). The final wR(F2) value was 0.1414 (all data). The goodness of fit on F2 was 1.020. The crystallographic data for the structure of 3a have been deposited in the Cambridge Crystallographic Data Centre (deposition number CCDC 1589949). Copies of the data can be obtained free of charge from the CCDC via www.ccdc.cam.ac.uk .
Crystal data for pipermullesine C trifluoroacetate (
5
Purification and Antioxidant Evaluation
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The eluted fraction of SEC with the highest antioxidative activity was further purified by RP-HPLC on an Ultimate AQ-C18 column (10 × 250 mm, 5 µm, Welch, Shanghai, China). 200 µL of F3 was injected and then eluted with a binary gradient where solvent A was water containing 0.05% TFA and solvent B was acetonitrile containing 0.05% TFA, the flow rate was set to 3 mL/min and the elution profile was detected at 214 nm and 280 nm. Gradient elution was performed as followed: 0–15% solvent B, 15 min; 15–100% solvent B, 5 min; 100% solvent B, 10 min; and 100–0% solvent B, 10 min. Eluted fractions were tested for ABTS cation radical scavenging activity.
6
Purification of Pipermullesine B Trifluoroacetate
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Compound 2 (1.6 mg, 0.00551 mmol) was performed on semipreparative HPLC [Welch Ultimate AQ-C18 column, 5.0 μm, ϕ 4.6 × 300 mm, MeCN/H2O (containing 0.05% TFA), 20:80, 1.0 mL/min] to obtain 2a (2.0 mg, tR = 6.344 min; 0.00516 mmol, 94% yield): pale yellow needles (MeOH); mp 142–145 °C; 1H and 13C NMR data, see Table 2 .
Crystal data for pipermullesine B trifluoroacetate (2a ): C16H23N2O3·C2F3O2, M = 404.38, a = 7.6163(3) Å, b = 8.8383(3) Å, c = 14.8434(5) Å, α = 82.5370(10)°, β = 89.4170(10)°, γ = 74.5720(10)°, V = 954.71(6) Å3, T = 100(2) K, space group P-1, Z = 2, μ(CuKα) = 1.046 mm−1, 13115 reflections measured, 3381 independent reflections (Rint= 0.0623). The final R1 value was 0.1027 (I > 2σ(I)). The final wR(F2) value was 0.2945 (I > 2σ(I)). The final R1 value was 0.1048 (all data). The final wR(F2) value was 0.2990 (all data). The goodness of fit on F2 was 1.412. The crystallographic data for the structure of 2a have been deposited in the Cambridge Crystallographic Data Centre (deposition number CCDC 1529558). Copies of the data can be obtained free of charge from the CCDC via www.ccdc.cam.ac.uk .
Crystal data for pipermullesine B trifluoroacetate (
7
Quantification of Ginsenosides in Plasma
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The concentrations of two ginsenosides in plasma were assayed using reverse-phase HPLC (Agilent 1200 series) equipped with a variable wavelength ultraviolet (UV) detector and pump (Agilent model G1314A VWD). The separation was accomplished on a Welch Ultimate AQ-C18 column (150 mm × 4.6 mm, 5 μm particle size). The mobile phase was composed of acetonitrile (A): Water (B) (0 → 5 min, 35:65; 5 → 10 min, 60:40; 10 → 20 min, 60:40; v/v) at a flow rate of 1.0 mL/min with gradient elution. The column temperature was 30°C. The detector was set at 203 nm. The injection volume was 20 μL. The chromatographic run time for each analysis was 35.0 min.
8
NMR Analysis of Organic Compounds
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The NMR experiments were conducted on a Bruker spectrometer (400 MHz–600 MHz) and the chemical shifts were reported in ppm, relative to CD3OD (δH = 3.31 ppm) for 1H NMR and CD3OD (δC = 49.03 ppm) for the 13C NMR spectroscopy. Column chromatography (CC) was carried out on silica gel (Yantai Jiangyou Silica Gel Development Co., Ltd., Yantai, China). Semipreparative reversed phase-high-performance liquid chromatography (RP—HPLC) was performed using a Waters 1525 Binary HPLC Pump equipped with a Waters 2489 UV/Visible detector, using a Welch Ultimate AQ—C18 column (250 × 10 mm, 5 μm).
9
Quantification of IDO1, Trp, and Kyn in Cell Culture
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The concentration of IDO1 from culture medium was detected by ELISA (Cat# JL20020, JiangLai, China) according to the manufacturer’s protocol. The concentration of Trp (Cat# BWB51529, National Institutes for Food and Drug Control) and Kyn (Cat# K8625, Sigma) from culture medium were measured by using high performance liquid chromatography (HPLC). The samples were separated on a Welch Ultimate AQ-C18 column (250 mm × 4.6 mm, 5 μm) with a mobile phase of acetonitrile and 15 mM potassium phosphate buffer (8:92, v/v) at a flow rate of 1.0 mL/min with a column temperature 35 °C. Potassium phosphate buffer was adjusted to pH 3.6 with acetic acid. The UV detection wavelengths for Trp and Kyn are 280 nm and 360 nm, respectively. Thirty microliters of HT-29 and HCT-116 cell lysate was used to assess IDO1 function according to the manufacturer’s protocol (IDO1 Activity Assay Kit, Cat# K972, Biovision).
10
Quantitative Analysis of PTX and PTX-R
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PTX-R and PTX were detected using a ultra-performance liquid chromatography (UPLC) system (ACQUITY UPLC I-Class, Waters, Milford, MA, USA) coupled to a Q-LIT mass spectrometer (QTrap5500, AB SCIEX). Chromatographic separation was conducted on a Welch Ultimate AQ-C18 column (3.0 mm × 50 mm, 3 μm; Shanghai, China). The mobile phase consisted of water with 0.1% FA and 1 mmol/L ammonium formate (A) and ACN (B). The following gradient conditions were applied: 0 min, 30% B; 0–0.5 min, 50% B; 0.5–1.0 min, 60% B; 1.0–2.0 min, 95% B; 2.0–3.5 min, 95% B; 3.5–3.51 min, 30% B. The flow rate was 0.4 mL/min and the injection volume was 5 μL. The mass spectrometry parameters were as follows: scan mode, multiple reaction monitoring (MRM) in positive ion mode; spray voltage, 5500 V; gas1, 65 psi; gas2, 60 psi; curtain gas, 30 psi; source temperature, 550 °C. The monitoring ion pairs were m/z 983.4 → 415.2 for PTX-R; m/z 854.4 → 286.1 for PTX; and m/z 808.3 → 527.2 for DTX (IS). Quantitative data were analyzed using Analyst software V1.5.1 (AB SCIEX) and Watson LIMS version 7.5 (Thermo Fisher Scientific).
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