Polyisoprenylated benzophenone derivatives from the fruits of Garcinia cambogia and their absolute configuration by quantum chemical circular dichroism calculations

Polyisoprenylated benzophenone derivatives from the fruits of Garcinia cambogia and their absolute configuration by quantum chemical circular dichroism calculations
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DOI:
10.1016/j.tet.2009.11.034
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发表时间:
2010-01-02
期刊:
影响因子:
2.1
通讯作者:
Piacente, Sonia
Piacente, Sonia
中科院分区:
化学3区
文献类型:
--
作者:
Masullo, Milena;Bassarello, Carla;Piacente, Sonia

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从藤黄果实中分离得到3个新的四环多异戊二烯基口山酮,分别命名为氧基杜松酮M、K2和1,以及氧杜松酮K和古蒂佛酮M。其结构经MS和核磁共振波谱确证。用实验测得的圆二色谱(CD)曲线与TDDFT预测的圆二色谱(CD)曲线比较,确定了作为四环杂多酮模型的氧基古提酮K和作为聚异戊二烯基二苯甲酮模型的古提酮M的绝对构型。(C)2009爱思唯尔有限公司。保留所有权利。
Three new tetracyclic polyisoprenylated xanthones, named oxy-guttiferones M, K2, and 1, along with oxy-guttiferone K and guttiferone M, have been isolated from the fruits of Garcinia cambogia. Their structures were elucidated by MS and NMR spectroscopic experiments. The absolute configurations of oxy-guttiferone K, taken as a model of tetracyclic xanthones, and guttiferone M, as a model of polyisoprenylated benzophenones, have been determined by comparison of their experimentally measured circular dichroism (CD) curves with the TDDFT-predicted curves. (C) 2009 Elsevier Ltd. All rights reserved.