Mild Thio-Diversification of Bioactive Natural Products. Withaferin A: A Case study

CASERO, C.N.; NOVILLO, J. N. GARAY; GARCÍA, M.E.; OBERTI, J.C.; NICOTRA, V.E.; PEÑÉÑORY, A.B.; BISOGNO, F.R.

ChemistrySelect

Wiley-Blackwell

Año: 2017 vol. 2 p. 10470 - 10470

sustainable strategy was developed to create chemical diversity from bioactive scaffolds. The methodology comprises a set of simple reactions between the parent compound (i. e. withaferin A), and small sulfur nucleophiles in hydroalcoholic media, at room temperature and in open-air atmosphere. Novel steroidal sulfur natural product-analogs were obtained, featuring ring opening, ring formation, new stereocenters and modulation of parameters useful in medicinal chemistry.