DOI: 10.3724/SP.J.1009.2013.00676

Chinese Journal of Natural Medicines (中国天然药物) 2013/11:6 PP.676-683

Total synthesis of neokotalanol, a potent a-glucosidase inhibitor isolated from Salacia reticulata

Neokotalanol, a potent a-glucosidase inhibitor isolated from Salacia reticulata, was synthesized through a key coupling reaction between a perbenzylated thiosugar and an appropriately protected perseitol triflate derived from D-mannose. This key step was found to be quite temperature dependent, and a simultaneous cyclization of the triflate leading to a characteristic 2,4,7-trioxabicyclo[4.2.1]nonane system was detected.

Key words:Neokotalanol,Total synthesis,Salacia reticulata,a-glucosidase inhibitor

ReleaseDate:2014-07-21 17:04:19

Funds:"High-Tech Research Center" Project for Private Universities: matching fund subsidy from MEXT (Ministry of Education, Culture, Sports. Science and Technology), 2007–2011, Fundamental Research Funds for the Central Universities (JKZ2011003), the National Natural Science Foundation of China (No. 81202409), Natural Science Foundation of Jiangsu Province (SBK201240392), Scientific Research Foundation for the Returned Overseas Chinese Scholars, Ministry of Education (2013) and Technology Foundation for Selected Overseas Chinese Scholar, Ministry of Personnel of China (2013)