Name L-hyoscyamine
Appearance White crystalline powder
CAS No. 101-31-5
Formulae
Molecular Weight 289.167794
Natural Resources
Bioactivities
Identification Melting point 108.5°C
Optical rotation [α]20D-21° (alcohol)
UV
IR
ESI-MS
1HNMR
13CNMR
Analytical Method
INSTRUMENT 20 × 20 silica gel aluminium sheets 60 F254 (Merck, Darmstadt, Germany)
MOBILE PHASE Chloroform: methanol: ammonia (44: 9: 1)
INSTRUMENT LC-6A HPLC pump coupled to an SPD-6AV UV detector (Shimadzu)
COLUMN C18 column (3.9 × 300 mm, 5 μm) (Novapak)
MOBILE PHASE A: acetonitrile, B: 5 mM SDS, 40% A, v/v, pH 3.5, 1.1 mL/min
DETECTION UV λ204 nm
INSTRUMENT 1100 LC/MSD Series (liquid chromatography-mass selective detector) (Palo Alto, CA, USA)
COLUMN Chirobiotic V column (250 × 4.6 mm, 5 um) connected to a Chirobiotic V guard column (2 cm × 4.0 mm, 5 um) (Astec, Advanced Separation Technologies Inc., Whippany, NJ, USA)
MOBILE PHASE methanol: acetic acid: triethylamine (0-25 min, 100: 0.05: 0.04-100: 0.05: 0.1, v/v/v, 1 mL/min)
DETECTION atmospheric pressure chemical ionization interface (APCI), positive mode, drying gas temperature: 350°C, vaporizer temperature: 210°C, capillary voltage: 4000 V, fragmentor voltage: 70 V
INSTRUMENT A GC Varian mod. 3300/3400
COLUMN Capillary column J. & W. OV1 (15 × 0.25 mm, film thickness 0.25 μm), 100°C for 1 min programmed to 280°C for 30 min. Manifold: 220°C, injector: 280°C, transfer line: 290°C
DETECTION Finnigan Mat mod. ITS 40 Mass Spectrometer with ion trap detector in full scan (40-500 amu)
Reference
[1] Pramod, K. K., et al. (2010). "Biochemical and structural characterization of recombinant hyoscyamine 6β-hydroxylase from Datura metel L." Plant Physiology and Biochemistry 48(12): 966-970.
[2] el Jaber-Vazdekis, N., et al. (2009). "Cloning, characterization and analysis of expression profiles of a cDNA encoding a hyoscyamine 6β-hydroxylase (H6H) from Atropa baetica Willk." Plant Physiology and Biochemistry 47(1): 20-25.
[3] Ghelardini, C., et al. (2000). "Pro-cognitive activity induced in the rat by low doses of R-(+)-hyoscyamine." Fitoterapia 71, Supplement 1(0): S124-S130.
[4] Ghelardini, C., et al. (1997). "Stereoselective Increase in Cholinergic Transmission by R-(+)-hyoscyamine." Neuropharmacology 36(3): 281-294.
[5] Rozear, M., et al. (1968). "Effects of intracerebroventricular L-hyoscyamine, ethybenztropine and procaine on cardiac arrhythmias induced in dogs by pentylenetetrazol, picrotoxin or deslanoside." International Journal of Neuropharmacology 7(1): 1-IN3.
[6] Rocha, P., et al. (2002). "Functional expression of tropinone reductase I (trI) and hyoscyamine-6β-hydroxylase (h6h) from Hyoscyamus niger in Nicotiana tabacum." Plant Science 162(6): 905-913.
[7] Siluk, D., et al. (2007). "HPLC-atmospheric pressure chemical ionization mass spectrometric method for enantioselective determination of R,S-propranolol and R,S-hyoscyamine in human plasma." Journal of Chromatography B 859(2): 213-221.
[8] Miraldi, E., et al. (2001). "Distribution of hyoscyamine and scopolamine in Datura stramonium." Fitoterapia 72(6): 644-648.
Link to Chinese Medicinal Material Images Database Medicinal Plant Images Database Chinese Medicine Specimen Database

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