344597-00-8Relevant academic research and scientific papers
SPIRO-SULFONAMIDE DERIVATIVES AS INHIBITORS OF MYELOID CELL LEUKEMIA-1 (MCL-1) PROTEIN
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Paragraph 00626, (2020/06/01)
The disclosure is directed to compounds of Formula I (I) Pharmaceutical compositions comprising compounds of Formula I as well as methods of their use and preparation, are also described.
Target-Based Design of Promysalin Analogues Identifies a New Putative Binding Cleft in Succinate Dehydrogenase
Post, Savannah J.,Keohane, Colleen E.,Rossiter, Lauren M.,Kaplan, Anna R.,Khowsathit, Jittasak,Matuska, Katie,Karanicolas, John,Wuest, William M.
, p. 5697 - 5722 (2020/05/05)
Promysalin is a small-molecule natural product that specifically inhibits growth of the Gram-negative pathogen Pseudomonas aeruginosa (PA). This activity holds promise in the treatment of multidrug resistant infections found in immunocompromised patients
Total Synthesis of Laingolide B Stereoisomers and Assignment of Absolute Configuration
Cui, Chengsen,Dai, Wei-Min
supporting information, p. 3358 - 3361 (2018/06/11)
Total synthesis of (-)-(2R,9S)- and (+)-(2S,9S)-stereoisomers of laingolide B has been accomplished by using sequential ring-closing metathesis (RCM) and alkene isomerization to construct the macrocyclic trans-N-methyl enamide moiety. The Myers alkylation
Total Synthesis and Biological Investigation of (-)-Promysalin
Steele, Andrew D.,Knouse, Kyle W.,Keohane, Colleen E.,Wuest, William M.
supporting information, p. 7314 - 7317 (2015/06/30)
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.
Determination of the stereochemistry of the tetrahydropyran sesquineolignans morinols A and B
Yamauchi, Satoshi,Sugahara, Takuya,Akiyama, Koichi,Maruyama, Masafumi,Kishida, Taro
, p. 549 - 556 (2008/02/10)
The 7′,8′-stereochemistry of the tetrahydropyran sesquineolignans morinols A and B was determined as threo via synthetic studies and by comparison of NMR data of 7′,8′-threo-morinol and 7′,8′-erythro-morinol. This study also confirmed that the biosynthetic process produces enantiomeric mixtures of morinols A and B. This was ascertained by comparing the specific rotations of synthesized morinols A and B with those of naturally occurring morinols A and B.
