Issue 2, 1975

Structures of the red sandalwood pigments santalins A and B

Abstract

The red sandalwood (Pterocarpus santalinus) pigment santalin A has been identified as 6-(3,4-dihydroxybenzyl)-2,10-dihydroxy-5-(4-hydroxy-2-methoxyphenyl)-1,3-dimethoxybenzo[a]xanthen-9-one (2) on the basis of degradative and spectroscopic evidence. Santalin B (3) is the corresponding 6-(4-hydroxy-3-methoxybenzyl) derivative. N.m.r. data, particularly those obtained by use of the shift reagent Eu(dpm)3, have led to the assignment of a revised structure (24) to per-O-methylsantarubin. A common biogenetic scheme for santalins and santarubin is suggested.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1975, 186-194

Structures of the red sandalwood pigments santalins A and B

A. Arnone, L. Camarda, L. Merlini and G. Nasini, J. Chem. Soc., Perkin Trans. 1, 1975, 186 DOI: 10.1039/P19750000186

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