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Cytotoxic Constituents of the Twigs and Leaves of<i>Aglaia</i><i>r</i><i>ubiginosa</i>

J. Fausto Rivero‐CruzProgram for Collaborative Research in the Pharmaceutical Sciences and Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, Chicago, Illinois 60612, Research Center for Chemistry, Indonesian Institute of Science, Serpong, 15310 Tangerang, Indonesia, and Herbarium Bogoriense, Research Center for Biology, Indonesian Institute of Science, Bogor, IndonesiaHee‐Byung ChaiProgram for Collaborative Research in the Pharmaceutical Sciences and Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, Chicago, Illinois 60612, Research Center for Chemistry, Indonesian Institute of Science, Serpong, 15310 Tangerang, Indonesia, and Herbarium Bogoriense, Research Center for Biology, Indonesian Institute of Science, Bogor, IndonesiaLeonardus B.S. KardonoProgram for Collaborative Research in the Pharmaceutical Sciences and Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, Chicago, Illinois 60612, Research Center for Chemistry, Indonesian Institute of Science, Serpong, 15310 Tangerang, Indonesia, and Herbarium Bogoriense, Research Center for Biology, Indonesian Institute of Science, Bogor, IndonesiaFransisca M. SetyowatiUniversity of Illinois ChicagoJohar J. AfriatiniProgram for Collaborative Research in the Pharmaceutical Sciences and Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, Chicago, Illinois 60612, Research Center for Chemistry, Indonesian Institute of Science, Serpong, 15310 Tangerang, Indonesia, and Herbarium Bogoriense, Research Center for Biology, Indonesian Institute of Science, Bogor, IndonesiaSoedarsano RiswanProgram for Collaborative Research in the Pharmaceutical Sciences and Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, Chicago, Illinois 60612, Research Center for Chemistry, Indonesian Institute of Science, Serpong, 15310 Tangerang, Indonesia, and Herbarium Bogoriense, Research Center for Biology, Indonesian Institute of Science, Bogor, IndonesiaNorman R. FarnsworthProgram for Collaborative Research in the Pharmaceutical Sciences and Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, Chicago, Illinois 60612, Research Center for Chemistry, Indonesian Institute of Science, Serpong, 15310 Tangerang, Indonesia, and Herbarium Bogoriense, Research Center for Biology, Indonesian Institute of Science, Bogor, IndonesiaGeoffrey A. CordellProgram for Collaborative Research in the Pharmaceutical Sciences and Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, Chicago, Illinois 60612, Research Center for Chemistry, Indonesian Institute of Science, Serpong, 15310 Tangerang, Indonesia, and Herbarium Bogoriense, Research Center for Biology, Indonesian Institute of Science, Bogor, IndonesiaJohn M. PezzutoProgram for Collaborative Research in the Pharmaceutical Sciences and Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, Chicago, Illinois 60612, Research Center for Chemistry, Indonesian Institute of Science, Serpong, 15310 Tangerang, Indonesia, and Herbarium Bogoriense, Research Center for Biology, Indonesian Institute of Science, Bogor, IndonesiaSteven M. SwansonProgram for Collaborative Research in the Pharmaceutical Sciences and Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, Chicago, Illinois 60612, Research Center for Chemistry, Indonesian Institute of Science, Serpong, 15310 Tangerang, Indonesia, and Herbarium Bogoriense, Research Center for Biology, Indonesian Institute of Science, Bogor, IndonesiaA. Douglas KinghornProgram for Collaborative Research in the Pharmaceutical Sciences and Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, Chicago, Illinois 60612, Research Center for Chemistry, Indonesian Institute of Science, Serpong, 15310 Tangerang, Indonesia, and Herbarium Bogoriense, Research Center for Biology, Indonesian Institute of Science, Bogor, Indonesia
2004fa
ABI

Аннотация

Activity-guided fractionation of a CHCl(3)-soluble extract of the twigs of Aglaia rubiginosa, using human oral epidermoid carcinoma (KB) cells as a monitor, led to the isolation of a new naturally occurring cyclopenta[b]benzofuran, 1-O-acetylrocaglaol (1), along with seven known compounds, methyl rocaglate (2), rocagloic acid (3), 1-O-acetylmethyl rocaglate (4), desyclamide, eryodictiol, 5-hydroxy-3,7,4'-trimethoxyflavone, and naringenin. A CHCl(3) extract of the leaves of A. rubiginosa yielded the new compound (3S,4R,22R)-cholest-7,24-diene-3,4,22-triol (5), as well as 11 known compounds, including 2 and 4 and cabraleone, dammarelonic acid, (20S,23E)-20,25-dihydroxy-3,4-secodammara-4(28),23-dienoic acid, (20S,23E)-20,25-dihydroxy-3,4-secodammara-4(28),23-dienoic acid methyl ester, (3beta,4beta,22R)-ergosta-5,24(24')-diene-3,4,22-triol, ocotillone, shoreic acid, beta-sitosterol, and beta-sitosterol glycoside. The structures of 1 and 5 were elucidated by spectral and chemical methods. Isolates were evaluated with a human cancer cell panel, and compounds 1-4 were found to exhibit potent cytotoxic activity.

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