Revision of the Structure of Escholidine

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Authors

CHUDÍK Stanislav MAREK Radek SEČKÁŘOVÁ Pavlína NEČAS Marek DOSTÁL Jiří SLAVÍK Jiří

Year of publication 2006
Type Article in Periodical
Magazine / Source Journal of Natural Products
MU Faculty or unit

Faculty of Science

Citation
Field Organic chemistry
Keywords alkaloid; escholidine; NMR; X-ray
Description The structure of the quaternary tetrahydroprotoberberine alkaloid escholidine is revised on the basis of 2D NMR spectroscopy and X-ray diffraction. In contrast to the originally reported constitution, escholidine bears an -OH group at C-9 and an -OCH3 group at C-10. The 1H and 13C NMR data and long-range 1H-13C and NOE interactions of escholidine are compared with those of thalifendine and tetrahydroberberrubine. The 15N NMR data of escholidine obtained by using long-range 1H-15N correlation experiments at natural abundance are also reported.
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