Careful analysis of the 1H and 13C NMR spectra of a series of isochromanylacetylarylhydrazone derivatives indicated the diastereomeric selective character in the synthetic step used to obtain the derivatives employing acidic conditions during the condensation of the corresponding acylhydrazides with
1H and 13C-NMR and biological activity investigations of four lichen-derived compounds
✍ Scribed by Gabriele M. König; Anthony D. Wright
- Publisher
- John Wiley and Sons
- Year
- 1999
- Tongue
- English
- Weight
- 93 KB
- Volume
- 10
- Category
- Article
- ISSN
- 0958-0344
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✦ Synopsis
The lichen-derived natural products, atranorin (1), hopane-6a, 22-diol (2), usnic acid (3), and vulpinic acid (4) were analysed by both one and two-dimensional ( 1 H, 13 C)-NMR. Experiments employed included COSY, NOESY, XHCO, HMQC and HMBC. For 1 and 2, fully assigned proton NMR data are reported for the first time; the reassigned 13 C NMR data for both 1 and 2 are also reported. For 3, cross-peaks were observed in the HMBC spectrum that suggest that CH long-range coupling through H bonds is occurring. Biological activity investigations of each compound indicated hopane-6a, 22-diol (2) to have anti-tubercular activity (MIC 8 mg/mL) and usnic acid (3) to be very weakly cytotoxic (ED 50 13 mg/mL).
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