Identification of the polar constituents of Potamogeton species by HPLC-UV with post-column derivatization, HPLC-MS n and HPLC-NMR, and isolation of a new ent-labdane diglycoside

Phytochemistry

Volumn 65, Issue 16, 2004, Pages 2401-2410

  Waridel, Patrice ^a   Wolfender, Jean Luc ^a   Lachavanne, Jean Bernard ^b   Hostettmann, Kurt ^a  

^a Lab Pharmacognosie et Phytochimie   (France)

^b UNIVERSITY OF GENEVA   (Switzerland)

Author keywords

ent Labdane diterpenes; Flavonoids; HPLC MS; HPLC NMR; P. crispus; P. lucens; P. perfoliatus; Potamogeton pectinatus; Potamogetonaceae; Spectroscopic analysis

Indexed keywords

APIGENIN; BETA DEXTRO GLUCOPYRANOSYL (1-2) BETA DEXTRO GLUCOPYRANOSYL 15,16 EPOXY 12 OXO 8(17),13(16),14 LABDATRIEN 19 OATE; CHRYSOERIOL; FLAVONE DERIVATIVE; GLUCOSE DERIVATIVE; ISOORIENTIN; ISOSCOPARIN; ISOVITEXIN; LUTEOLIN; LUTEOLIN 3' GLUCURONIDE; LUTEOLIN 3' O GLUCOSIDE; LUTEOLIN 7 GLUCOSIDE; PLANT EXTRACT; POTAMOGETON CRISPUS EXTRACT; POTAMOGETON LUCENS EXTRACT; POTAMOGETON PECTINATUS EXTRACT; POTAMOGETON PERFOLIATUS EXTRACT; TERPENE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; MEDICINAL PLANT; NUCLEAR MAGNETIC RESONANCE; POTAMOGETON CRISPUS; POTAMOGETON LUCENS; POTAMOGETON PECTINATUS; POTAMOGETON PERFOLIATUS; POTAMOGETONACEAE; ULTRAVIOLET RADIATION;

CHROMATOGRAPHY, HIGH PRESSURE LIQUID; DITERPENES; GLYCOSIDES; MAGNETIC RESONANCE SPECTROSCOPY; MASS SPECTROMETRY; MOLECULAR STRUCTURE; PLANT EXTRACTS; POTAMOGETONACEAE; SPECTROPHOTOMETRY, ULTRAVIOLET;

PECTINATUS; POTAMOGETON; POTAMOGETON CRISPUS; POTAMOGETON LUCENS; POTAMOGETON PERFOLIATUS; POTAMOGETONACEAE; STUCKENIA PECTINATUS;

EID: 4544351370     PISSN: 00319422     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.phytochem.2004.06.031     Document Type: Article

References (22)

1. B. Boutard, M.-L. Bouillant, J. Chopin, and P. Lebreton Isolement de l’isoscoparine (C-glucosyl-6 chrysoeriol) de Potamogeton natans L C.R. Acad. Sci. Paris 274 1972 1099 1101
2. B. Boutard, M.-L. Bouillant, J. Chopin, and P. Lebreton Chimiotaxinomie flavonique des fluviales Biochem. Syst. 1 1973 133 140
3. T. Cangiano, M. DellaGreca, A. Fiorentino, M. Isidori, P. Monaco, and A. Zarrelli Lactone diterpenes from the aquatic plant Potamogeton natans Phytochemistry 56 2001 469 473
4. M. DellaGreca, A. Fiorentino, M. Isidori, P. Monaco, and A. Zarrelli Antialgal ent-labdane diterpenes from Ruppia maritima Phytochemistry 55 2000 909 913
5. M. DellaGreca, A. Fiorentino, M. Isidori, P. Monaco, F. Temussi, and A. Zarrelli Antialgal furano-diterpenes from Potamogeton natans L Phytochemistry 58 2001 299 304
6. M. Godejohann, A. Preiss, and C. Mügge Quantitative measurements in continuous-flow HPLC/NMR Anal. Chem. 70 1998 590 595
7. A.A.L. Gunatilaka, V.da S. Bolzani, E. Dagne, G.A. Hofmann, R.K. Johnson, F.L. McCabe, M.R. Mattern, and D.G.I. Kingston Limonoids showing selective toxicity to DNA repair-deficient yeast and other constituents of Trichilia emetica J. Nat. Prod. 61 1998 179 184
8. K. Hostettmann, B. Domon, D. Schaufelberger, and M. Hostettmann On-line high-performance liquid chromatography. Ultravioletâ€"visible spectroscopy of phenolic compounds in plant extracts using post-column derivatization J. Chromatogr. 283 1984 137 147
9. K. Hostettmann, J.-L. Wolfender, and C. Terreaux Modern screening techniques for plant extracts Pharm. Biol. 39 2001 S18 S32
10. P. Kittakoop, S. Wanasith, P. Watts, J. Kramyu, M. Tanticharoen, and Y. Thebtaranonth Potent antiviral potamogetonyde and potamogetonol, new furanoid labdane diterpenes from Potamogeton malaianus J. Nat. Prod. 64 2001 385 388
11. D.H. Les, and D.J. Sheridan Biochemical heterophylly and flavonoid evolution in North American Potamogeton (Potamogetonaceae) Am. J. Bot. 77 1990 453 465
12. N. Qais, M.R. Mandal, M.A. Rashid, A. Jabbar, H. Koshino, K. Nagasawa, and T. Nakata A furanoid labdane diterpene from Potamogeton nodosus J. Nat. Prod. 61 1998 156 157
13. M.L. Roberts, and R.R. Haynes Flavonoid systematics of Potamogeton subsections Perfoliati and Praelongi (Potamogetonaceae) Nord. J. Bot. 6 1986 291 294
14. A. Sethi, A. Khare, and M.P. Khare A labdane diterpene and its glycoside from Melodinus monogynus Phytochemistry 27 1988 2255 2259
15. S.H. Smallcombe, S.L. Patt, and P.A. Keiffer Wet solvent suppression and its application to LC-NMR and high-resolution NMR spectroscopy J. Magn. Reson. Ser. A 117 1995 295 303
16. C.R. Smith Jr., R.V. Madrigal, D. Weisleder, and K.L. Kolajczak Potamogetonin, a new furanoid diterpene. Structural assignment by carbon-13 and proton magnetic resonance J. Org. Chem. 41 1976 593 596
17. P. Waridel, J.-L. Wolfender, J.-B. Lachavanne, and K. Hostettmann ent-Labdane diterpenes from the aquatic plant Potamogeton pectinatus Phytochemistry 64 2003 1309 1317
18. P. Waridel, J.-L. Wolfender, J.-B. Lachavanne, and K. Hostettmann ent-Labdane glycosides from the aquatic plant Potamogeton lucens and analytical evaluation of the lipophilic extract constituents of various Potamogeton species Phytochemistry 65 2004 945 954
19. P. Waridel, J.-L. Wolfender, K. Ndjoko, K.R. Hobby, H.J. Major, and K. Hostettmann Evaluation of quadrupole time-of-flight tandem mass spectrometry and ion-trap multiple-stage mass spectrometry for the differentiation of C-glycosidic flavonoid isomers J. Chromatogr. A 926 2001 29 41
20. J.-L. Wolfender, and K. Hostettmann Liquid chromatographica - UV detection and liquid chromatographica-thermospray mass spectrometric analysis of Chironia (Gentianaceae) species. A rapid method for the screening of polyphenols in crude plant extracts J. Chromatogr. 647 1993 191 202
21. J.-L. Wolfender, S. Rodriguez, and K. Hostettmann Liquid chromatography coupled to mass spectrometry and nuclear magnetic resonance spectroscopy for the screening of plant constituents J. Chromatogr. A 794 1998 299 316
22. n for the dereplication of flavonoids and related compounds in crude plant extracts Analusis 28 2000 895 906