Steroid alkaloids spirosolane-type

The structural features of the solanum alkaloids are based on two primary skeletal configurations solanidane, with or without glycoside functionalities, as featured by the toxic and teratogenic steroidal alkaloids a-chaconine and a-solanine with the indolizidine type E-F ring (Figure 2.7a) and the spirosolane... 

Appendix) is graphically emphasized in Fig. (11) with values of the relative teratogenic potency of individual steroidal alkaloids from Table 2 placed adjacent to their structural type. The variance in values for the jervanes, solanidanes, and spirosolanes primarily reflects the level of saturation at C-5, C-6 e.g., 100 vs. 40 for jervanes, 32 vs. 9 for solanidanes, and 6 vs. 4 for spirosolanes. In each instance the higher value... 

Steroidal alkaloids of the Solanaceae can therefore be divided into two categories based on the aglycone the solanidine- and the solasodine-type alkaloids. The basic skeleton of the former alkaloids is known as solanidane, and that of the latter alkaloids is known as a spirosolane skeleton. 

Hydroxy-spirosolanes (Fig. 7.19). Solasodine is the dominating congener of the 25/ -series (22ot/V-configurated) and even the most frequent individual aglycone of all types of solanaceous glycoalkaloids. It was detected unequivocally in 207 out of 367 steroidal alkaloid-positive Solanum spp. (56%). 

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