Semipreparative Isolation and Structure Determination of Pelargonidin 3-O-alpha-L-rhamnopyranosyl-(1->2)-beta-D-glucopyranoside and Other Anthocyanins from the Tree Dacrycarpus dacrydioides.

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Abstract
Pelargonidin 3-O-.alpha.-L-rhamnopyranosyl-(1 .fwdarw. 2)-.beta.-D-glucopyrandoside (Podocarpin B), a novel anthocyanin, was isolated from receptacles of Dacrycarpus dacrydioides. In addition, smaller amounts of cyanidin-, delphinidin- and pelargonidin 3-O-.beta.-D-glucopyrandosides were found. The seeds contained 56%, 29% and 15%, respectively, of the latter three anthocyanins, while 74%, 24% and 2% of the same pigments were found in the undeveloped ovules. The total anthocyanin content in receptacle, seed and undeveloped ovules was 16, 63 and 72 mg per 100 g of fresh material, respectively. The anthocyanins were isolated by a comination of chromatography on Amberlite XAD-7 (an ion exchange resin), droplet counter-current chromatography and Sephadex LH-20 gel filtration. The scale of the isolation enabled recording of 13C NMR spectra.

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