Download PDF
Planta Med 2003; 69(9): 814-819
DOI: 10.1055/s-2003-43214
Original Paper
Natural Product Chemistry
© Georg Thieme Verlag Stuttgart · New York

Wiedemanniosides A - E: New Phenylethanoid Glycosides from the Roots of Verbascum wiedemannianum

Hasan Abougazar1 , Erdal Bedir2 , Ikhlas A. Khan2 , 3 , İhsan Çalış1
  • 1Hacettepe University, Faculty of Pharmacy, Department of Pharmacognosy, Ankara, Turkey
  • 2National Center for Natural Products Research, Research Institute of Pharmaceutical Sciences, The University of Mississippi, University, MS, USA
  • 3Department of Pharmacognosy, School of Pharmacy The University of Mississippi, University, MS, USA
Further Information

Publication History

Received: December 27, 2002

Accepted: March 29, 2003

Publication Date:
04 November 2003 (online)

Also available at
    Permissions and Reprints

Abstract

From the aerial parts of Verbascum wiedemannianum Fisch. & Mey. four new phenylethanoid glycosides (wiedemanniosides B - E) were isolated along with four known compounds; 6-O-acetylmartynoside (= wiedemanniosides A), verbascoside, martynoside, echinacoside and leucosceptoside B. The structures of the new compounds were elucidated by employing spectroscopic techniques (NMR, HR-ESIMS, IR, and UV).

Key words

Verbascum wiedemannium - Scrophulariaceae - phenylethanoid glycosides - wiedemanniosides A - E

References

  • 1 Grieve M. ”A Modern Herbal”. Barnes and Noble Books New York; 1995: pp 564-6
    Search in Google Scholar
  • 2 Davis P H. Flora of Turkey and the East Aegean Islands. Edinburgh University Press Vol. 6 Ed. by P.H. Davis 1978: pp. 461-603
    Search in Google Scholar
  • 3 Ulubelen A, Cetin E T, Guran A. Steroidal compounds and hydrocarbons of Verbascum lasianthum .  Planta Medica. 1975;  27 14-7
    PubMedSearch in Google Scholar
  • 4 Klimek B, Lavaud C, Massiot G. Saponins from Verbascum nigrum .  Phytochemistry. 1992;  31 4368-70
    CrossrefPubMedSearch in Google Scholar
  • 5 Hartleb I, Seifert K. Songarosaponin D-a triterpenoid saponin from Verbascum songaricum .  Phytochemistry. 1995;  38 221-4
    CrossrefPubMedSearch in Google Scholar
  • 6 Miyase T, Horikoshi C, Yabe S, Miyasaka S, Melek F R. Saikosaponin homologues From Verbascum spp. The structure of mulleinsaponins I - VII.  Chem Pharm Bull. 1997;  45 2029-33
    PubMedSearch in Google Scholar
  • 7 Vesper T, Seifert K. Iridoids from Verbascum nigrum .  Liebigs Ann Chem. 1994;  7 751-3
    PubMedSearch in Google Scholar
  • 8 Seifert K, Schopp E, Johne S, Hesse M. Iridoid aus Verbascum nigrum L.  Helv Chim Acta . 1982;  65 1678-85
    CrossrefPubMedSearch in Google Scholar
  • 9 Warashina T, Miyase T, Ueno A. Iridoid glycosides from Verbascum thapsus .  Chem Pharm Bull. 1991;  39 3261-4
    PubMedSearch in Google Scholar
  • 10 Elgindi M R, Mabry T J. Phenylethanoid glycosides from Verbascum sinaiticum .  Asian Journal of Chemistry. 2000;  12 127-30
    PubMedSearch in Google Scholar
  • 11 Warashina T, Miyase T, Ueno T. Phenylpropanoid and lignan glycosides from Verbascum thapsus .  Phytochemistry. 1992;  31 961-5
    PubMedSearch in Google Scholar
  • 12 Ziyaev R, Abdusamatov A, Yunusov S Y. Alkaloids from Verbascum songaricum .  Khim Prir Soedin. 1971;  6 853-4
    PubMedSearch in Google Scholar
  • 13 Ninova P, Abdusamatov A, Yunusov S Y. Alkaloids from Verbascum nobile .  Khim Prir Soedin. 1971;  4 540
    PubMedSearch in Google Scholar
  • 14 Cuendet M, Hostetmann K, Potterat O, Dyatmiko W. Iridoid glycosides with free radical scavenging properties from Fagraea blumei .  Helv Chim Acta. 1997;  80 1144
    CrossrefPubMedSearch in Google Scholar
  • 15 Takao T, Kitatani F, Watanabe N, Yagi A, Sakata K. A simple screening method for antioxidant and isolation of several antioxidants produced by marine bacteria from fish and shellfish.  Biosci Biotech Biochem. 1994;  58 1780-3
    PubMedSearch in Google Scholar
  • 16 Sticher O, Lahloub M F. Phenolic glycosides of Paulownia tomentosa .  Planta Med. 1982;  46 145
    PubMedSearch in Google Scholar
  • 17 Calis I, Lahloub M F, Rogenmoser E, Sticher O. Isomartynosid, a phenylpropanoid glycoside from Galeopsis pubescens .  Phytochemistry. 1984;  23 2313
    CrossrefPubMedSearch in Google Scholar
  • 18 Becker H, Hsieh W C. Structure of echinacoside.  Z Naturforsch. 1982;  37c 351
    PubMedSearch in Google Scholar
  • 19 Miyase T, Koizumi A, Ueno A, Noro T, Kuroyanagi M, Fukushima S, Akiyama Y, Takemoto T. Studies on the acyl glycosides from Leucoseptrum japonicum .  Chem Pharm Bull. 1982;  30 2732-7
    CrossrefPubMedSearch in Google Scholar
  • 20 Cuendet M, Potterat O, Hostettmann K. Flavonoids and phenylpropanoid derivatives from Campanula barbata .  Phytochemistry. 2001;  56 631-6
    CrossrefPubMedSearch in Google Scholar
  • 21 Magiatis P, Mitaku S, Tsitsa E, Skaltsounis A L, Harvala C. Verbascoside derivatives and iridoid glycosides from Verbascum undulatum .  Natural Product Letters. 1998;  12 111-5
    PubMedSearch in Google Scholar
  • 22 Lahloub M F, Zaghloul A M, El-Khayat S A, Afifi M S, Sticher O. 2′-O-Acetylpoliumoside: A new phenylpropanoid glycoside from Orabanche ramosa .  Planta Med. 1990;  57 481-5
    PubMedSearch in Google Scholar

Prof. Dr. İhsan Çalış

Hacettepe University

Faculty of Pharmacy

Department of Pharmacognosy

TR-06100 Ankara

Turkey

Fax: +90-312-3114777

Email: icalis@hacettepe.edu.tr