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)

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).

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
  • 2 Yablokov D D. New drugs.  Sov Meditisina. 1943;  7 23-5
  • 3 Arustamova F A. Hypotensive effect of Leonurus cardiaca on animals in experimental chronic hypertension.  Biol Nauki. 1963;  16 47-52
  • 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
  • 5 Pater B. Observations concerning the healing properties of Leonurus cardiaca L.  Pharm Monatsh. 1933;  14 171
  • 6 Cyr B. Plant extracts and composition containing extracellular protease inhibitors. PCT Int Appl 2002: 132
  • 7 Matkowski A, Piotrowska M. Antioxidant and free radical scavenging activities of some medicinal plants from the Lamiaceae.  Fitoterapia. 2006;  77 346-53
  • 8 Knoess W, Zapp J. Accumulation of furan labdane diterpenes in Marrubium vulgare and Leonurus cardiaca.  Planta Med. 1998;  64 357-61
  • 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
  • 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
  • 11 Kartnig T, Gruber A, Menzinger S. Flavonoid-O-glycosides from the herbs of Leonurus cardiaca.  J Nat Prod. 1985;  48 494
  • 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
  • 13 Gulubov A Z, Chervenkova V B. Structure of alkaloids from Leonurus cardiaca.  Biologiya. 1970;  8 129-32
  • 14 Tschesche R, Diederich A, Jha H C. Caffeic acid 4-rutinoside from Leonurus cardiaca.  Phytochemistry. 1980;  19 2783
  • 15 Tasdemir D, Wright A D, Sticher O. New furanoid and seco-labdanoid diterpenes from Leonurus persicus.  J Nat Prod. 1996;  59 131-4
  • 16 Tasdemir D, Sticher O. Further labdane diterpenoids isolated from Leonurus persicus. .  J Nat Prod. 1997;  60 874-9
  • 17 Boalino D M, McLean S, Reynolds W F, Tinto W F. Labdane diterpenes of Leonurus sibiricus.  J Nat Prod. 2004;  67 714-7
  • 18 Savona G, Piozzi F, Bruno M, Rodriguez B. Diterpenoids from Leonurus sibiricus.  Phytochemistry. 1982;  21 2699-701
  • 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

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