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

Chin J Nat Med

School of Pharmacy, Kinki University, 3-4-1 Kowakae, Higashi-osaka, Osaka 577-8502, Japan. Electronic address:

Published: November 2013

Neokotalanol, a potent α-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.

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http://dx.doi.org/10.1016/S1875-5364(13)60079-5DOI Listing

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