Chemistry and biology of rocaglamides (= flavaglines) and related derivatives from aglaia species (meliaceae).

Chemistry and biology of rocaglamides (= flavaglines) and related derivatives from aglaia species (meliaceae).
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DOI:
10.1007/978-3-7091-0748-5_1
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发表时间:
2011
影响因子:
--
通讯作者:
Proksch, Peter
Proksch, Peter
中科院分区:
其他
文献类型:
--
作者:
Ebada, Sherif S.;Lajkiewicz, Neil;Porco, John A., Jr.;Li-Weber, Min;Proksch, Peter

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Rocaglamide(1)是母体环戊并[B]苯并呋喃衍生物,首次从米仔兰(Aglaia elliptifoliaMerr.)(Meliaceae),1982年。基于这些发现,对该属植物化学成分的兴趣急剧增加,到目前为止,已经从30多个Aglaiaspecies中鉴定出100多个rocaglamide型(= flavagline)化合物和结构相关的衍生物。罗格列胺型化合物显示出显著的药理活性,主要包括(但不限于)抗增殖和抗炎活性。近年来,这些活性的分子机制已被阐明,并确立了罗格列胺及其衍生物作为药物开发的有趣候选物,特别是在抗癌研究领域。由于其独特的结构特征和良好的药理活性,对罗格列酰胺衍生物的全合成策略进行了优化和发展。本章综述了罗格列胺类衍生物及其相关化合物的化学和生物学,重点介绍了它们的结构多样性、生物合成、药理学意义和全合成。
Rocaglamide (1) is the parent cyclopenta[b]benzofuran derivative which was first identified as an antileukemic agent from the dried roots and stems ofAglaia elliptifoliaMerr. (family Meliaceae) in 1982. Based on these findings, phytochemical interest in this genus increased sharply and up to date, more than 100 rocaglamide-type (= flavagline) compounds and structurally related derivatives have been identified from over 30Aglaiaspecies. Rocaglamide-type compounds show pronounced pharmacological activities including primarily (but not exclusively) antiproliferative and anti-inflammatory activity. The molecular mechanisms underlying these activities have been elucidated in recent years and established rocaglamide and several of its derivatives as interesting candidates for drug development especially in the field of anti-cancer research. Due to their unique structural features and promising pharmacological activities, several strategies leading to total synthesis of enantiomeric rocaglamide derivatives were developed and optimized. This chapter reviews the chemistry and biology of the rocaglamide-type derivatives and related compounds, with emphasis on their structural diversity, biosynthesis, pharmacological significance and total synthesis.
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