Hydroxyespintanol and schefflerichalcone: two new compounds from Uvaria scheffleri
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Abstract
A chemical investigation of the petroleum ether extract and chloroform extract of the root of Uvaria scheffleri Diels (Annonaceae) led to the isolation of two new compounds, named hydroxyespintanol (1) and schefflerichalcone (2), together with eight known compounds (3–10). The structural elucidation of compounds 1 and 2 by spectroscopic studies is described. The cytotoxicity of the isolated compounds against human promyelocytic leukemia HL-60 cells was studied. Among these, 2′-hydroxy-3′,4′,6′-trimethoxychalcone (5) exhibited cytotoxicity (IC50 12 µM), and espintanol (3), which was the main ingredient, also showed some cytotoxicity (IC50 44 µM).
Keywords
Uvaria scheffleri Hydroxyespintanol Schefflerichalcone Cytotoxicity against HL-60References
- 1.Verdcourt B (1971) Flora of tropical East Africa. Annonaceae. The East African Community, Nairobi, pp 19–20Google Scholar
- 2.Kokwaro JO (1976) Medicinal plants of East Africa. East Literature Bureau, Nairobi, Kenya, p 25Google Scholar
- 3.Nkunya MHH, Achenbach H, Renner C, Waibel R, Weenen H (1990) Schefflerin and isoschefflerin: prenylated chalcones and other constituents of Uvaria scheffleri. Phytochemistry 29:1261–1264CrossRefGoogle Scholar
- 4.Nkunya MHH, Jonker SA, Gelder R, Wachira W, Kihampa C (2004) (±)-Schefflone: a trimeric monoterpenoid from the root bark of Uvaria scheffleri. Phytochemistry 65:399–404CrossRefPubMedGoogle Scholar
- 5.Moshi MJ, Joseph CC, Innocent E, Nkunya MHH (2004) In vitro antibacterial and antifungal activities of extracts and compounds from Uvaria scheffleri. Pharm Biol Pharm 42:269–273CrossRefGoogle Scholar
- 6.Kazuma K, Shirai E, Wada M, Umeo K, Sato A, Matsumoto T, Okuno T (1995) Structure of precarthamin, a biosynthetic precursor of carthamin. Biosci Biotechnol Biochem 59:1588–1590CrossRefGoogle Scholar
- 7.Sato S, Obara H, Kumazawa T, Onodera J, Furuhata K (1996) Synthesis of (+), (−)-model compounds and absolute configuration of carthamin; a red pigment in the flower petals of safflower. Chem Lett 10:833–834CrossRefGoogle Scholar
- 8.Sato S, Kumazawa T, Watanabe H, Takayanagi K, Matsuba S, Onodera J, Obata H, Furuhata K (2001) Synthesis of carthamin acetate, the red pigment in safflower petals. Chem Lett 12:1318–1319CrossRefGoogle Scholar
- 9.Bonilla A, Duque C, Garzon C, Takaishi Y, Yamaguchi K, Hara N, Fujimoto Y (2005) Champanones, yellow pigments from the seeds of champa (Campomanesia lineatifolia). Phytochemistry 66:1736–1736CrossRefPubMedGoogle Scholar
- 10.Hellyer RO, Pinhey JT (1966) The structure of grandiflorone, a new β-triketone. J Chem Soc C:1496–1498Google Scholar
- 11.Bick IRC, Horn DHS (1965) Nuclear magnetic resonance studies. V. The tautomerism of tasmanone and related β-triketones. Aust J Chem Soc 18:1405–1410Google Scholar
- 12.Wu J-H, McPhail AT, Bastow KF, Shiraki H, Ito J, Lee K-H (2002) Desmosdumotin C, a novel cytotoxic principle from Desmos dumosus. Tetrahedron Lett 43:1391–1393CrossRefGoogle Scholar
- 13.Ishiyama M, Miyazono Y, Sasamoto K, Ohkura Y, Ueno K (1997) A highly water-soluble disulfonated tetrazolium salt as a chromogenic indicator for NADH as well as cell viability. Talanta 44:1299–1305CrossRefPubMedGoogle Scholar
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© The Japanese Society of Pharmacognosy and Springer 2009