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Planta Med 2011; 77(9): 934-938
DOI: 10.1055/s-0030-1250692
Natural Product Chemistry
Original Papers
© Georg Thieme Verlag KG Stuttgart · New York

O-Prenylated Acridone Alkaloids from the Stems of Balsamocitrus paniculata (Rutaceae)

Emmanuel Ngeufa Happi1 , Alain François Kamdem Waffo1 , Jean Duplex Wansi1 , 2 , Bonaventure Tchaleu Ngadjui3 , Norbert Sewald2
  • 1Department of Chemistry, University of Douala, Faculty of Science, Douala, Cameroon
  • 2Organic and Bioorganic Chemistry, Department of Chemistry, Bielefeld University, Bielefeld, Germany
  • 3Department of Organic Chemistry, University of Yaounde I, Faculty of Science, Yaounde, Cameroon
Weitere Informationen

Publikationsverlauf

received Sept. 26, 2010 revised Dec. 9, 2010

accepted Dec. 11, 2010

Publikationsdatum:
17. Januar 2011 (online)

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Abstract

Two new O-prenylated acridone alkaloids, balsacridone A (1) and B (2), together with eighteen known compounds were isolated from the methanol extract from the stems of Balsamocitrus paniculata, a Cameroonian medicinal plant. The structures of all compounds were determined by comprehensive analyses of their 1D and 2D NMR, mass spectral (EI and ESI) data, and chemical reactions. N-methyl-6-methoxybenzoxazolinone (16) was isolated for the first time from a natural source while compounds 13, 14, and 15 for the first time from this genus. Pure compounds were tested for their activity against bacteria, fungi, and plant pathogen oomycetes, using the paper disk agar diffusion assay. The agar diffusion test delivered low to missing antimicrobial activities, corresponding to MICs > 1 mg/mL. However, compounds 1–15 exhibited a strong suppressive effect on phagocytosis response upon activation with serum opsonized zymosan in the range of IC50 = 0.5–7.2 µM, and the acridone alkaloids (1–5), N-trans-p-coumaroyltyramine (13), and N-trans-p-coumaroyloctopamine (14) displayed weak cytotoxic activity against the human Caucasian prostate adenocarcinoma cell line PC-3, with IC50 values ranging from 69.8 to 99.0 µM.

Key words

Balsamocitrus paniculata - Rutaceae - acridone - antimicrobial - oxidative burst inhibition - cytotoxic activities

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Jean Duplex Wansi

Faculty of Science, Department of Chemistry
University of Douala

P. O. Box 24157

Douala

Cameroon

Telefon: +23 7 74 72 54 25

Fax: +23 7 33 40 75 69

eMail: jdwansi@yahoo.fr