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Total Synthesis and Biological Evaluation of the Glycosylated Macrocyclic Antibiotic Mangrolide A
Angewandte Chemie International Edition ( IF 16.6 ) Pub Date : 2018-07-18 , DOI: 10.1002/anie.201805770
Hiromu Hattori 1 , Joel Roesslein 1 , Patrick Caspers 2 , Katja Zerbe 1 , Hideki Miyatake-Ondozabal 1 , Daniel Ritz 2 , Georg Rueedi 2 , Karl Gademann 1
Affiliation  

The macrocyclic antibiotic mangrolide A has been described to exhibit potent activity against a number of clinically important Gram‐negative pathogens. Reported is the first enantioselective total synthesis of mangrolide A and derivatives. Salient features of this synthesis include a highly convergent macrocycle preparation, stereoselective synthesis of the disaccharide moiety, and two β‐selective glycosylations. The synthesis of mangrolide A and its analogues enabled the re‐examination of its activity against bacterial pathogens, and only minimal activity was observed.

中文翻译:

糖基化大环抗生素芒果苷A的全合成及生物学评价

大环抗生素甜菊内酯A被描述为对许多临床上重要的革兰氏阴性病原体表现出有效的活性。报道了第一个对映选择性全合成芒果内酯A及其衍生物。该合成的显着特征包括高度收敛的大环化合物制备,二糖部分的立体选择性合成以及两个β选择性糖基化。芒果内酯A及其类似物的合成能够重新检查其对细菌病原体的活性,并且仅观察到最小的活性。
更新日期:2018-07-18
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