Anticancer Agents from the Australian Tropical Rainforest: Spiroacetals EBC-23, 24, 25, 72, 73, 75 and 76

Lin Dong; Heiko Schill; Rebecca L. Grange; Achim Porzelle; Jenny P. Johns; Peter G. Parsons; Victoria A. Gordon; Paul W. Reddell; Paul W. Reddell

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Anticancer Agents from the Australian Tropical Rainforest: Spiroacetals EBC-23, 24, 25, 72, 73, 75 and 76

机译：澳大利亚热带雨林的抗癌剂：螺缩醛EBC-23、24、25、72、73、75和76

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EBC-23, 24, 25, 72, 73, 75 and 76 were isolated from the fruit of Cinnamomum laubatii (family Lauraceae) in the Australian tropical rainforests. EBC-23 (1) was synthesized stereoselectively, in nine linear steps in 8% overall yield, to confirm the reported relative stereochemistry and determine the absolute stereochemistry. Key to the total synthesis was a series of Tietze–Smith linchpin reactions. The novel spiroacetal structural motif, exemplified by EBC-23 (1), was found to inhibit the growth of the androgen-independent prostate tumor cell line DU145 in the mouse model, indicating potential for the treatment of refractory solid tumors in adults.

机译：EBC-23、24、25、72、73、75和76是从澳大利亚热带雨林中的桂花桂科（桂科）果实中分离出来的。 EBC-23（1）以9个线性步骤立体合成，总收率为8％，以确认报道的相对立体化学并确定绝对立体化学。全面合成的关键是一系列的Tietze-Smith linchpin反应。发现新的螺乙缩醛结构基序，例如EBC-23（1），在小鼠模型中抑制了雄激素非依赖性前列腺肿瘤细胞DU145的生长，表明了治疗成人难治性实体瘤的潜力。

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来源
《Chemistry: A European journal》 |2009年第42期|共12页
作者
Lin Dong; Heiko Schill; Rebecca L. Grange; Achim Porzelle; Jenny P. Johns; Peter G. Parsons; Victoria A. Gordon; Paul W. Reddell; Paul W. Reddell;
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正文语种 eng
中图分类应用化学;
关键词
anticancer agents; Australian tropical rainforests; natural products; total synthesis;

机译：抗癌剂;澳大利亚热带雨林;天然产物;全合成;

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1. Anticancer Agents from the Australian Tropical Rainforest: Spiroacetals EBC-23, 24, 25, 72, 73, 75 and 76 [J] . Lin Dong, Heiko Schill, Rebecca L. Grange, Chemistry: A European journal . 2009,第42期

机译：澳大利亚热带雨林的抗癌剂：螺缩醛EBC-23、24、25、72、73、75和76
2. Total Synthesis of Anticancer Agent EBC-23 [J] . Reddy Dodda Vasudeva, Sabitha Gowravaram, Rao Tadikamalla Prabhakar, Organic letters . 2016,第17期

机译：全合成抗癌剂EBC-23
3. Synthesis of novel anticancer agents through opening of spiroacetal ring of diosgenln [J] . AA Hamid, Mohammad Hasanain, Arjun Singh, Steroids: An International Journal . 2014,第Null期

机译：通过薯os皂苷元螺缩醛环的合成来合成新型抗癌药
4. Neutron Cross-Section Evaluations for ~(70,72,73,74),76Ge [C] . O. Iwamoto, M. Herman, S. F. Mughabghab, International Conference on Nuclear Data for Science and Technology . 2005

机译：中子横截面评估〜（70,72,73,74），76gE
5. Quantifying the variation in foliar physiognomy along altitudinal gradients in Australian tropical rainforests. [D] . Gordon, Peter James. 2008

机译：量化澳大利亚热带雨林中沿海拔梯度变化的叶面相的变化。
6. Cholecystectomy for acute cholecystitis. How time-critical are the so called golden 72 hours? Or better golden 24 hours and silver 25–72 hour? A case control study [O] . Peter Ambe, Sebastian A Weber, Hildegard Christ, 2014

机译：胆囊切除术用于急性胆囊炎。所谓的黄金72小时有多关键？还是更好的黄金24小时和银色25-72小时？病例对照研究
7. Proposal for a Council Directive amending Directives Nos 64/432/EEC, 64/433/EEC, 71/118/EEC, 72/461/EEC and 72/462/EEC as regards the procedures of the Standing Veterinary Committee; Proposal for a Council decision amending Decision No 73/88/EEC as regards the procedures of the Standing Veterinary Committee (presented to the Council by the Commission). COM (75) 76 final, 28 February 1975 [O] . 1975

机译：关于修订第64/432 / EEC，64/433 / EEC，71/118 / EEC，72/461 / EEC和72/462 / EEC指令的理事会指令的提案，关于常设兽医委员会的程序;关于修改第73/88 / EEC号决定的理事会决定的提案，关于常设兽医委员会的程序（由委员会提交理事会）。 COm（75）76决赛，1975年2月28日
8. Exp 70 Ge, exp 72 Ge, exp 74 Ge, exp 76 Ge(D, exp 3 He) exp 69 Ga, exp 71 Ga, exp 73 Ga, exp 75 Ga Reactions at 26 MeV [R] . Rotbard, G., La Rana, G., Vergnes, M., 1978

机译：Exp 70 Ge，exp 72 Ge，exp 74 Ge，exp 76 Ge（D，exp 3 He）exp 69 Ga，exp 71 Ga，exp 73 Ga，exp 75 Ga反应在26 meV

Anticancer Agents from the Australian Tropical Rainforest: Spiroacetals EBC-23, 24, 25, 72, 73, 75 and 76

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