Zur Kenntnis der Triterpene. (91. Mitteilung). Umsetzungen in den Ringen A und B bei β‐Boswellinsäure

Abstract

3,710 mg Subst. gaben 7,836 mg CO, und 2,082 mg H,O C,,H,,O,N, Ber. C 57,53 H 6,51;/, Gef. ,, 57,64 ,, 6,28;/, Das P i k r a t schmolz nach Uml6sen aus Methanol bei 146-147') ').3,850 mg Subst. gaben 7,076 mg CO, und 2,

Brominations with N-Bromosuccinimide and Related Compounds. The Wohl-Ziegler Reaction.

“…Ruzicka and Plattner (63,79,80) have employed the Wohl-Ziegler reaction extensively in their work on steroids and terpenes. Among the reactions studied, this has led to an improved procedure for norcedrenedicarboxylic acid (63), as well as to the introduction of double bonds into the amyrin molecule (79).…”

“…1/3NBS, CCL, 1 min. 31% 3,6-dibromo-l- NBS,CCL,4hr.,BaCOs A6'7'8.9-23-Nor-2-keto-«amyradiene (80) d-Amyrin acetate....... NBS (65%), CCL, 2 hr. 80% 3-amyratrienol acetate (XV)…”

Biological Activity in Steroids Possessing Nitrogen Atoms

“…The potent positive inotropic cardiac activity present in both the steroidal cardiac glycosides and the erythrophleum alkaloids led two groups of workers to prepare steroidal analogues of the latter, in which bile acids were used to replace the diterpenoid acids as supporting moieties (Ruzicka, Plattner and Engel, 1944;Uhle, Mitman and Krayer, 1956), but the new compounds were virtually inactive. It will be interesting to see whether steroidal esters of pyrrole -a-carboxylic acid will be prepared as analogues of the diterpenoid alkaloid ryanodine (Valenta and others, 1962) which exhibits such a remarkable pharmacological action on muscle (Hillyard and Procita, 1959 and refs.…”