The structure and absolute configuration of sadosine.

Norditerpenoid and Diterpenoid Alkaloids from Turkish Consolida orientalis

“…In the 1 H NMR spectrum, the aldehydic proton attached to the methylene group appeared as a singlet and not as the expected triplet and was thus similar to that in chellespontine for an N -CH 2 C H O group. The first of the two hydroxyl groups of 1 should be located next to the exocylic methylene group to account for the downfield shift of C-16 as in chellespontine 10 (δ 156.4 and 109.5), sadosine (δ 155.4 and 110.1), and atisine (δ 157.5 and 108.9) and should have a β configuration. When there is no hydroxyl group at C-1, C-2, and C-3 in ring A, the signal for C-2 appears at ca.…”

13-O-Acetylvakhmatine, a New Diterpenoid Alkaloid from the Seeds of Consolida ambigua

“…We were thus left with the problem of locating two oxygen functions on the remaining methylenes at C-7,C-ll,orC-13, accounting for a total of ten methines. When an OH group is present at C-7, the quaternary carbon C-8 appears at 48.5 ppm as in sadosine (34). As discussed earlier, C-8 appeared at 44.2.…”

Diterpenoid alkaloids

“…Hikino and cow o r k e r ~~~ have reported the isolation of eight diterpenoid alkaloids from plants of this species grown in Hokkaido, Japan. Four of these, mesaconitine (3), hypaconitine (4), aconitine (l), and senbusine C (1 Sa-hydroxyneoline) (46), had earlier been reported from this species.33 Neoline (47) and ignavine (48), which had not been previously identified from this species, were also isolated. The remaining bases were new and were designated hokbusines A and B. Hokbusine A (C32H,5NOlo, an amorphous powder, [a]io + 1 1.4") was assigned structure (49) from its i.r.…”

“…growing on Sad0 Island, Japan. 48 The structure and absolute configuration of sadosine (86) were determined by single-crystal X-ray analyses of sadosine and its methiodide derivative (87). The lH and 13C n.m.r.…”