Planta Med 2006; 72(13): 1235-1238
DOI: 10.1055/s-2006-947192
Letter
© Georg Thieme Verlag KG Stuttgart · New York

Cytotoxic Compounds of Schizolaena hystrix from the Madagascar Rainforest

Brian T. Murphy1 , Shugeng Cao1 , Andrew Norris1 , James S. Miller2 , Fidisoa Ratovoson3 , Rabodo Andriantsiferana4 , Vincent E. Rasamison4 , David G. I. Kingston1
  • 1Department of Chemistry, M/C 0212, Virginia Polytechnic Institute and State University, Blacksburg, Virginia, USA
  • 2Missouri Botanical Garden, St. Louis, Missouri, USA
  • 3Missouri Botanical Garden, Antananarivo, Madagascar
  • 4Centre National d’Application des Recherches Pharmaceutiques, Antananarivo, Madagascar
Further Information

Publication History

Received: May 4, 2006

Accepted: June 1, 2006

Publication Date:
10 August 2006 (online)

Abstract

Bioassay-guided fractionation of a crude ethanol extract from a Madagascar collection of Schizolaena hystrix afforded the two new long-chain compounds, 3S-acetoxyeicosanoic acid ethyl ester (1) and 3S-acetoxydoeicosanoic acid (2), and the known long-chain compound 3S-acetoxyeicosanoic acid (3). In addition, the long-chain alcohol 1-hydroxydodecan-2-one (7), as well as the new flavonoid schizolaenone C (4) and the two known flavonoids diplacol (5) and 3′-prenylnaringenin (6) were isolated from a methanol extract of the same plant. Isolation and structure elucidation of the novel compounds and the cytotoxicities of all the isolates are reported.

References

  • 1 Williams R B, Norris A, Miller J S, Razafitsalama L J, Andriantsiferana R, Rasamison V E. et al .Two new cytotoxic naphthoquinones from Mendoncia cowanii from the rainforest of Madagascar. Planta Med 2006: in press
  • 2 Murphy B T, Cao S, Norris A, Miller J S, Ratovoson F, Andriantsiferana R. et al . Cytotoxic flavanones of Schizolaena hystrix from the Madagascar Rainforest.  J Nat Prod. 2005;  68 417-9
  • 3 Gaydou E M, Ramanoelina A RP. A survey of the Sarcolaenaceae for cyclopropene fatty acids.  Phytochemistry. 1983;  22 1725-8
  • 4 Jakob B, Voss G, Gerlach H. Synthesis of (S)- and (R)-3-hydroxyhexadecanoic acid.  Tetrahedron Asymmetry. 1996;  7 3255-62
  • 5 Cao S, Schilling J K, Miller J S, Adriantsiferana R, Rasamison V E, Kingston D GI. Cytotoxic compounds from Mundulea chapelieri from the Madagascar rainforest.  J Nat Prod. 2004;  67 454-6
  • 6 Seigler D, Simpson B B, Martin C, Neff J L. Free 3-acetoxy fatty acids in floral glands of Krameria species.  Phytochemistry. 1978;  17 995-6
  • 7 Lincoln D. Leaf resin flavonoids of Diplacus aurantiacus .  Biochem Syst Ecol. 1980;  8 397-400
  • 8 Nkengfack A E, Sanson D R, Tempesta M S, Fomum Z T. Erythrina studies. Part 13. Two new flavonoids from Erythrina eriotriocha .  J Nat Prod. 1989;  52 320-4
  • 9 Meyer C, Lutz A, Spiteller G. β-Hydroxyaldehyde derivatives as secondary products of the oxidation of plasmalogens.  Angew Chem Int Ed Engl. 1992;  31 468-70
  • 10 Louie K G, Behrens B C, Kinsella T J, Hamilton T C, Grotzinger K R, McKoy W M. et al . Radiation survival parameters of antineoplastic drug-sensitive and resistant human ovarian cancer cell lines and their modification by buthionine sulfoximine.  Cancer Res. 1985;  45 2110-5

Prof. Dr. David G. I. Kingston

Department of Chemistry

M/C 0212

Virginia Polytechnic Institute and State University

Blacksburg

Virginia 24061

USA

Phone: +1-540-231-6570

Fax: +1-540-231-3255

Email: dkingston@vt.edu

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