Solanidine isolation from Solanum tuberosum by centrifugal partition chromatography

Abstract

The aim of this investigation was the preparative isolation of solanidine (aglycone of the two main potato glycoalkaloids: α-chaconine and α-solanine) from fresh Solanum tuberosum (cv. Pompadour) material by implementing a new preparation scheme using centrifugal partition chromatography (CPC). A setup for obtaining solanidine by hydrolysis of the glycoalkaloids found in the skin and sprouts of S. tuberosum was first developed. Then its isolation was carried out by the development of CPC conditions: the solvent system used for separation was ethyl acetate/butanol/water in the ratio 42.5:7.5:50 v/v/v, 0.6 g of crude extract were separated with a 8 mL/min flow rate of mobile phase while rotating at 2500 rpm. A run yielded 98 mg of solanidine (86.7% recovery from the crude extract) in a one-step separation. The purity of the isolated solanidine was over 98%. Thus, CPC has proven to be the method of choice to get solanidine of very high purity from S. tuberosum biomass in large quantities.

5‐O‐Caffeoylshikimic acid from Solanum somalense leaves: Advantage of centrifugal partition chromatography over conventional column chromatography

“…We have recently shown that CPC is an attractive method to isolate bioactive compounds from Solanum species . Hence, it was decided to implement this technique to the fractionation of S. somalense leaves that are a rich source of caffeic acid derivatives with potential interest.…”

Solanum steroidal glycoalkaloids: structural diversity, biological activities, and biosynthesis

“…Solanidine ( 3 ) and demissidine ( 4 ) are obtained from solanidane ( 1 ), while other SGA, especially those obtained from eggplants and tomatoes, are originally obtained from spirosolane ( 2 ). Solanidine ( 3 ) and demissidine ( 4 ) are two aglycones that come from solanidanes, 38,39 and differ only by the addition of the B-ring double bond between C-5 and C-6 in the former. 36–39 There are four common aglycones, tomatidenol ( 5 ), tomatidine ( 6 ), solasodine ( 7 ), and soladulcidine ( 8 ) coming from the spirosolane ( 2 ) category.…”

Synthesis and insecticidal activities of novel solanidine derivatives

“…Solanidine was extracted from potato as described previously . Skin and sprouts from S. tuberosum cv.…”

“…Solanidine was extracted from potato as described previously. 18 Skin and sprouts from S. tuberosum cv. Pompadour were supplied by the Comité Nord Plants de Pomme de Terre and used as starting material.…”