134916-00-0Relevant articles and documents
Total Synthesis and Biological Investigation of (-)-Promysalin
Steele, Andrew D.,Knouse, Kyle W.,Keohane, Colleen E.,Wuest, William M.
, p. 7314 - 7317 (2015)
Compounds that specifically target pathogenic bacteria are greatly needed, and identifying the method by which they act would provide new avenues of treatment. Herein we report the concise, high-yielding total synthesis (eight steps, 35% yield) of promysalin, a natural product that displays antivirulence phenotypes against pathogenic bacteria. Guided by bioinformatics, four diastereomers were synthesized, and the relative and absolute stereochemistries were confirmed by spectral and biological analysis. Finally, we show for the first time that promysalin displays two antivirulence phenotypes: the dispersion of mature biofilms and the inhibition of pyoverdine production, hinting at a unique pathogenic-specific mechanism of action.
Preparation method of S-3-cyclohexenecarboxylic acid and intermediates thereof, and intermediates of S-3-cyclohexenecarboxylic acid
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Paragraph 0078-0081; 0087-0089, (2020/05/01)
The invention discloses a preparation method of S-3-cyclohexeneformic acid and intermediates thereof, and the intermediates thereof. The invention particularly discloses a preparation method of a compound as shown in a formula I which is described in the
Asymmetric synthesis of a 12-membered macrolactone core and a 6-epi analogue of amphidinolide W from 4-pentenoic acid
Chatterjee, Bhaskar,Mondal, Dhananjoy,Bera, Smritilekha
, p. 1170 - 1185,16 (2020/09/09)
A flexible and efficient asymmetric route to the synthesis of a 12-membered macrolactone core and a 6-epi analogue of amphidinolide W has been accomplished from commercially available 4-pentenoic acid. The successful generation of stereocenters was achieved by utilizing an Evans' chiral auxiliary-based alkylation and aldol reaction. Other key reactions such as a Julia-Kocienski olefination, Kita's macrolactonization, ring closing metathesis (RCM) reaction, and Yamaguchi's esterification were significant for the construction of the macrolactone cores.