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Application of capillary-scale NMR for the structure determination of phytochemicals
Authors:Hu Jin-Feng  Garo Eliane  Yoo Hye-Dong  Cremin Peadar A  Zeng Lu  Goering Matt G  O'Neil-Johnson Mark  Eldridge Gary R
Institution:Lead Discovery and Rapid Structure Elucidation Group, Sequoia Sciences Inc., 11199 Sorrento Valley Road, Suite H, San Diego, CA 92121, USA. jhu@sequoiasciences.com
Abstract:Employing a capillary-scale NMR probe enables the miniaturisation of structure determination and de-replication of purified natural products from plants using only 5-100 microg of material. Approximately 5 microg are required to perform one-dimensional proton and two-dimensional homonuclear (COSY and NOESY) NMR experiments; some 30 microg are needed to acquire HMQC- or HSQC-NMR spectra; ca. 75-100 microg are necessary to measure HMBC-NMR spectra; and around 200 microg of a compound are needed to perform 13C- and DEPT-NMR experiments. In order to illustrate the integration of the outputs from high-throughput natural product chemistry methods with the capabilities of the state-of-the-art CapNMR technology, the preparation of a natural product library from the extract of Penstemon centranthifolius, and the subsequent isolation, purification and structure determination of six known iridoid glycosides with 25-300 microg of material are presented.
Keywords:High‐throughput natural product chemistry  CapNMR™ probe  miniaturisation  structure determination  iridoid glycosides  Penstemon centranthifolius
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