Planta Medica, Table of Contents Planta Med 2002; 68(8): 719-722DOI: 10.1055/s-2002-33804 Original PaperNatural Product Chemistry© Georg Thieme Verlag Stuttgart · New YorkSaccopetrins A and B, Two Novel γ-Lactones from Saccopetalum prolificum Ming-Lei Wang1 , Jiang Du1 , Pei-Cheng Zhang1 , Ruo-Yun Chen1 , Fei-Zhi Xie1 , Bin Zhao1 , De-Quan Yu1 1Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, People’s of Republic of China Recommend Article Abstract Buy Article(opens in new window) Abstract Two new γ-lactones, saccopetrin A (1) and saccopetrin B (2), together with 10 known compounds have been isolated from the roots of Saccopetalum prolificum. Their structures were established by spectroscopic and chemical methods. The absolute configuration of 1 was determined by chemical transformation and the Mosher method. Cytotoxic activities were evaluated against several different cell lines. Compound 2 exhibited stronger cytotoxic activities than 1 against KB and HCT-8 cell lines at a concentration of 10-5 mol/L. Key words Annonaceae - Saccopetalum prolificum - acetogenin-γ-lactones - saccopetrin A - saccopetrin B Full Text References References 1 Alali F Q, Liu X X, McLaughlin J L. Annonaceous acetogenins: recent progress. J. Nat. Prod.. 1999; 62 504-40 2 Newman M S, Lee V. Improved procedures for ethynylcarbinol hydration and oxime reduction to amino alcohols. J. Org. Chem.. 1975; 40 381-2 3 Seidel V, Baileul F, Waterman P G. Goniothalamusin, a linear acetogenin from Goniothalamus gardneri . Phytochemistry. 1999; 52 1101-3 4 Jolad S D, Hoffmann J J, Cole J R, Barry III C E, Bate R B, Linz G S, Konig W A. Desacetyluvaricin from Uvaria accuminata configuration of uvaricin at C-36. J. Nat. Prod.. 1985; 48 644-5 5 Dieser M J, Hui Y H, Rupprecht J K, Kozlowski J F, Wood K V, Hoye T R. Determination of absolute configuration of stereogenic carbinol centers in Annonaceous acetogenins by 1H- and 19F-NMR analysis of Mosher ester derivatives. J. Am. Chem. Soc.. 1992; 114 10 203-13 6 Rosa S D, Milone A, Crispino A, Jaklin A, Giulio A D. Absolute configuration of 2, 6-dimethylheptyl sulfate and its distribution in Ascidiacea. J. Nat. Prod.. 1997; 60 462-3 7 Shanghai Institute of Material M edica. Chinese Academy of Science, Handbook of Flavonoid Identification. Science Press China; 1981: 88-176 8 Zhang J S, Shabrawy A RO, Shanawany M A, Shiff P L, Slatkin D J. New azafluorene alkaloids from Oxandra xylopioides. J. Nat. Prod.. 1987; 50 800-6 9 Wu Y C, Duh C Y, Wang S K, Chen K S, Yang T H. Two new natural azafluorene alkaloids and a cytoxic aporphine alkaloid from Polyalthia longifolia. J. Nat. Prod.. 1990; 53 1327-31 10 Leboeuf M, Cave A, Tohami M E, Passet J, Forgacs P, Provost J. Alkaloids of Annonaceae. XXXV. Alkaloids of Desmos tiebaghiensis. J. Nat. Prod.. 1982; 45 617-23 11 Guinaudeau M H, Leboeuf M, Cave A R. J. Nat. Prod. Aporphinoid alkaloids, V. . 1994; 57 1033-135 12 Ternai B, Markham K R. Carbon-13 NMR studies of flavonoids - I Flavones and flavonols. Tetrahedron.. 1976; 32 565-9 Prof. De-Quan Yu Institute of Materia Medica Chinese Academy of Medical Sciences Peking Union Medical College Beijing, 100050 People’s Republic of China Email: dqyu@imm.ac.cn Fax: +86-10-63017757
