Download PDF
Planta Med 2008; 74(10): 1288-1290
DOI: 10.1055/s-2008-1081304
Natural Products Chemistry
Letter
© Georg Thieme Verlag KG Stuttgart · New York

New Labdane Diterpenes from Leonurus cardiaca

Vijai K. Agnihotri1 , 3 , Hala N. ElSohly1 , Troy J. Smillie1 , Ikhlas A. Khan1 , 2 , Larry A. Walker1
  • 1National Center for Natural Products Research, School of Pharmacy, University of Mississippi, University, Mississippi, USA
  • 2Department of Pharmacognosy, Research Institute of Pharmaceutical Sciences, School of Pharmacy, University of Mississippi, University, Mississippi, USA
  • 3Current address: Pharmacopoeial Laboratory for Indian Medicine, Kamla Nehru Nagar, Ghaziabad, India
Further Information

Publication History

Received: January 10, 2008 Revised: May 13, 2008

Accepted: May 18, 2008

Publication Date:
29 July 2008 (online)

Also available at
    Permissions and Reprints

Abstract

Leonurus cardiaca L. has been used in oriental medicine against several types of disorders. The ethanolic extract of leaves of Leonurus cardiaca yielded three new labdane-type diterpenes: 15-O-ethylleopersin C (1), 15-O-methylleopersin C (2), and 15-epi-O-methylleopersin C (3). Their structures were determined using 1 D and 2 D NMR including 1H-1H COSY, HMQC, HMBC, and ROESY spectroscopic techniques. Compounds (1 – 3) were evaluated for in vitro antiplasmodial activity (D6 and W2 clones) and cytotoxicity (Vero cells).

Key words

Leonurus cardiaca - Lamiaceae - labdane diterpenes

References

  • 1 Isaev I, Bojadzieva M. Obtaining galenic and neogalenic preparations and experiments for the isolation of an active substance from Leonurus cardiaca.  Sofiya. 1960;  37 145-52
    PubMedSearch in Google Scholar
  • 2 Yablokov D D. New drugs.  Sov Meditisina. 1943;  7 23-5
    PubMedSearch in Google Scholar
  • 3 Arustamova F A. Hypotensive effect of Leonurus cardiaca on animals in experimental chronic hypertension.  Biol Nauki. 1963;  16 47-52
    PubMedSearch in Google Scholar
  • 4 Dhein S, Melichar K, Rauwald J W. Use of Leonurus cardiaca extract for antiarrhythmic drug to treat cardiac arrhythmia and to improve coronary perfusion. Ger Offen 2007: 8
    Search in Google Scholar
  • 5 Pater B. Observations concerning the healing properties of Leonurus cardiaca L.  Pharm Monatsh. 1933;  14 171
    PubMedSearch in Google Scholar
  • 6 Cyr B. Plant extracts and composition containing extracellular protease inhibitors. PCT Int Appl 2002: 132
    Search in Google Scholar
  • 7 Matkowski A, Piotrowska M. Antioxidant and free radical scavenging activities of some medicinal plants from the Lamiaceae.  Fitoterapia. 2006;  77 346-53
    CrossrefPubMedSearch in Google Scholar
  • 8 Knoess W, Zapp J. Accumulation of furan labdane diterpenes in Marrubium vulgare and Leonurus cardiaca.  Planta Med. 1998;  64 357-61
    Thieme ConnectPubMedSearch in Google Scholar
  • 9 Papanov G Y, Malakov P Y, Rodriguez B, De L T, Maria C. A prefuranic labdane diterpene from Leonurus cardiaca.  Phytochemistry. 1998;  47 1149-51
    CrossrefPubMedSearch in Google Scholar
  • 10 Senatore F, De F V, De S F, Mscisz A, Mrugasiewicz K, Gorecki P. Sterols from Leonurus cardiaca L. growing in different geographical areas.  Herba Pol. 1991;  37 3-7
    PubMedSearch in Google Scholar
  • 11 Kartnig T, Gruber A, Menzinger S. Flavonoid-O-glycosides from the herbs of Leonurus cardiaca.  J Nat Prod. 1985;  48 494
    CrossrefPubMedSearch in Google Scholar
  • 12 Buzogany K, Cucu V. Accumulation, distribution and conservation dynamics of iridoids in Leonurus cardiaca L., and in L. villosus Desf.  Farmacia. 1986;  34 173-6
    PubMedSearch in Google Scholar
  • 13 Gulubov A Z, Chervenkova V B. Structure of alkaloids from Leonurus cardiaca.  Biologiya. 1970;  8 129-32
    PubMedSearch in Google Scholar
  • 14 Tschesche R, Diederich A, Jha H C. Caffeic acid 4-rutinoside from Leonurus cardiaca.  Phytochemistry. 1980;  19 2783
    CrossrefPubMedSearch in Google Scholar
  • 15 Tasdemir D, Wright A D, Sticher O. New furanoid and seco-labdanoid diterpenes from Leonurus persicus.  J Nat Prod. 1996;  59 131-4
    CrossrefPubMedSearch in Google Scholar
  • 16 Tasdemir D, Sticher O. Further labdane diterpenoids isolated from Leonurus persicus. .  J Nat Prod. 1997;  60 874-9
    CrossrefPubMedSearch in Google Scholar
  • 17 Boalino D M, McLean S, Reynolds W F, Tinto W F. Labdane diterpenes of Leonurus sibiricus.  J Nat Prod. 2004;  67 714-7
    CrossrefPubMedSearch in Google Scholar
  • 18 Savona G, Piozzi F, Bruno M, Rodriguez B. Diterpenoids from Leonurus sibiricus.  Phytochemistry. 1982;  21 2699-701
    CrossrefPubMedSearch in Google Scholar
  • 19 Jain M, Khan S I, Tekwani B L, Jacob M R, Singh S, Singh P P. et al . Synthesis, antimalarial, antileishmanial, and antimicrobial activities of some 8-quinolinamine analogues.  Bioorg Med Chem. 2005;  13 4458-66
    CrossrefPubMedSearch in Google Scholar

Prof. Dr. Ikhlas A. Khan

National Center for Natural Products Research

University of Mississippi

University

Mississippi 38677

USA

Phone: +1-662-915-7821

Fax: +1-662-915-7989

Email: ikhan@olemiss.edu

    www.thieme-connect.de/ejournals/toc/plantamedica