Total Synthesis and Biological Evaluation of Cell Adhesion Inhibitors Peribysin A and B: Structural Revision of Peribysin B.
Hanuman P KalmodeKishor L HandoreRaveena RajputSamir R ShaikhRajesh G GonnadeKiran A KulkarniDumbala Srinivasa ReddyPublished in: Organic letters (2018)
Total synthesis of potent cell-adhesion inhibitors peribysins A and B has been accomplished for the first time in racemic form. A Diels-Alder/aldol sequence to build the skeleton and decoration of the desired functionalities of the targeted natural products using highly stereoselective operations are the highlights. The structures of synthesized peribysins were fully characterized using spectral data and single-crystal X-ray analysis. Through this total synthesis, the initially proposed structure of peribysin B has been revised. Furthermore, the cell-adhesion inhibition potential of the scaffold (two peribysins + three analogues) was confirmed using anti-adhesion assay.
Keyphrases
- cell adhesion
- high resolution
- total knee arthroplasty
- dual energy
- high throughput
- electronic health record
- optical coherence tomography
- molecular docking
- cancer therapy
- computed tomography
- magnetic resonance imaging
- human health
- amino acid
- climate change
- single cell
- magnetic resonance
- pseudomonas aeruginosa
- solid state
- structure activity relationship