New and Known Iridoid- and Phenylethanoid Glycosides from Harpagophytum procumbens and their in vitro Inhibition of Human Leukocyte Elastase

Planta Medica

Volumn 69, Issue 9, 2003, Pages 820-825

  Boje, Kerstin ^a   Lechtenberg, Matthias ^a   Nahrstedt, Adolf ^a  

^a UNIVERSITY OF MÜNSTER   (Germany)

Author keywords

6 O acetylacteoside; 8 cinnamoylmyoporoside; Elastase inhibiting activity; Harpagophytum procumbens; Haryagophytum zeyheri; Iridoids; Pagoside; Pedaliaceae; Phenylethanoid glycosides

Indexed keywords

6' O ACETYLACTEOSIDE; 8 FERULOYLHARPAGIDE; 8 PARA COUMAROYLHARPAGIDE; CAFFEIC ACID; CINNAMIC ACID; ELASTASE INHIBITOR; GLYCOSIDE; HARPAGOPHYTUM PROCUMBENS EXTRACT; HARPAGOSIDE; IRIDOID; ISOACTEOSIDE; LEUKOCYTE ELASTASE; PHENYLETHANOID GLYCOSIDE; PLANT EXTRACT; UNCLASSIFIED DRUG;

ARTICLE; CONCENTRATION RESPONSE; CONTROLLED STUDY; DRUG ISOLATION; DRUG STRUCTURE; ENZYME INHIBITION; HARPAGOPHYTUM; HARPAGOPHYTUM PROCUMBENS; HUMAN; IC 50; MEDICINAL PLANT; NONHUMAN; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; NUCLEAR OVERHAUSER EFFECT; PEDALIACEAE; PLANT ROOT; STRUCTURE ANALYSIS; ULTRAVIOLET SPECTROSCOPY;

CHROMATOGRAPHY, HIGH PRESSURE LIQUID; DOSE-RESPONSE RELATIONSHIP, DRUG; ENZYME INHIBITORS; GLYCOSIDES; HARPAGOPHYTUM; HUMANS; INHIBITORY CONCENTRATION 50; IRIDOIDS; LEUKOCYTE ELASTASE; MAGNETIC RESONANCE SPECTROSCOPY; PHYTOTHERAPY; PLANT EXTRACTS; PLANT ROOTS;

HARPAGOPHYTUM; HARPAGOPHYTUM PROCUMBENS; PEDALIACEAE;

EID: 0242288812     PISSN: 00320943     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2003-43225     Document Type: Article

References (22)

1. Maurice MI. Harpagophytum procumbens, DC. (Pedaliaceae). In: Handbook of African Medicinal Plants CRC Press, Boca Raton: 1993: pp. 188-9
2. Wegener T. Die Teufelskralle (Harpagophytum procumbens) in der Therapie rheumatischer Erkrankungen. Z Phytother 1998; 19: 284-94
3. Hänsel R, Keller K, Rimpler H, Schneider G. Hagers Handbuch der Pharmazeutischen Praxis.; Vol. 5 Berlin: Springer, 1993: pp. 384-90
4. Menninger H, Burkhardt H, Lambusch M, Rissotto R. Proteolytische Abläufe im Knorpelstoffwechsel und ihre Beeinflussung durch Antirheumatika. Arzneim Forsch 1982; 32: 1376-81
5. Deshun L, Sadler JE. Leukocyte elastase. In: Barret AJ, Rawlings ND, Woessner JF. Handbook of Proteolytic Enzymes London: Academic Press, 1998: pp. 54-60
6. Noe CR, Freissmuth J. Capillary zone electrophoresis of aldose enantiomers: separation after derivatization with S-(-)-1-penylethylamine. J Chromatogr A 1995; 704: 503-12
7. Boje K. Phytochemische und Biopharmazeutische Untersuchungen an Harpagophytum procumbens DC. PhD thesis; University of Münster, 2002
8. Yi-Ming L, Shan-Hao J, Wen-Yun G, Da-Yuan Z. Iridoid glycosides from Scrophularia ningpoensis. Phytochemistry 1999; 50: 101-4
9. 13C-NMR Spectroscopy of naturally occurring iridoid glucosides and their acylated derivates. Tetrahedron 1980; 36: 2317-26
10. Kikuchi T, Matsuda S, Kubo Y, Namba T. New iridoid glucosides from Harpagophytum procumbens DC. Chem Pharm Bull 1983; 31: 2296-301
11. Zimin L, Zhongjian J. Phenylpropanoid and iridoid glycosides from Pedicularis striata. Phytochemistry 1991; 30: 1341-4
12. Löser B, Kruse SO, Melzig MF, Nahrstedt A. Inhibition of granulocyte elastase activity by cinnamic acid derivates from Cimicifuga racemosa. Planta Medica 2000; 66: 751-3
13. Boros CA, Stermitz FR. Iridoids. An updated review. Part I. J Nat Prod 1990; 53: 1055-147
14. Swiatek L, Lehmann D, Sticher O. Iridoidglucoside von Scrophularia lateriflora Trautv. (Scrophulariaceae). Pharm Act Helv 1981; 56: 37-44
15. Guiso M, Bettolo M, Agostini A. Iridoids - XIII: Ajugoside and ajugol: Structure and configuration. Gazz Chim Ital 1974; 104: 25-33
16. Nuts NMR data processing software. Acorn NMR Inc. Livermore: CA 94551; USA,
17. Vanhaelen M, Vanhaelen-Fastre R, Elchamie A, Fontaine J. Activite biologique d'Harpagophytum procumbens DC. J Pharm Belg 1981; 36: 38-42
18. Kaneko T, Ohtani K, Kasai R, Yamasaki K, Duc NM. Iridoids and iridoid glycosides from fruits of Crescentia cujete. Phytochemistry 1997; 46: 907-10
19. Dictionary of natural products on CD-ROM. Boca Raton FL: Chapman & Hall/CRC; version 11 : 1, August 2002
20. Melzig MF, Löser B, Ciesielski S. Inhibition of neutrophile elastase activity by phenolic compounds from plants. Pharmazie 2001; 56: 967-70
21. Chrubasik S, Junck H, Breitschwert H, Conradt C, Zappe H. Effectiveness of Harpagophytum extract WS 1531 in the treatment of exacerbation of low back pain: a randomized, placebo-controlled double-blind study. Eur J Anaestesiol 1999; 16: 118-29
22. Tippler B, Syrovets T, Loew D, Simmet Th. Harpagophytum procumbens: Wirkung von Extrakten auf die'Eicosanoidbiosynthese in lonophor A23187-stimuliertem menschlichen Vollbut. In: Loew D, Rietbrock N, editors. Phytopharmaka II Steinkopf, Darmstadt: 1996: pp. 95-100