2882. Delsoline

Nomenclature

CAS number: 509-18-2
(1α,6β,14α,16β)-20-Ethyl-6,14,16-trimethoxy-4-(methoxymethyl)aconitane-1,7,8-triol.
C25H41NO7; mol wt 467.60.
C 64.21%, H 8.84%, N 3.00%, O 23.95%.

Description and references

From seeds of Dephinium consolida L., Ranunculaceae: Markwood, J. Am. Pharm. Assoc. 13, 696 (1924); Cionga, Iliescu, Ber. 74, 1031 (1941); Marion, Edwards, J. Am. Chem. Soc. 69, 2010 (1947). Structure: Anet et al., Can. J. Chem. 35, 397 (1957); Skaric, Marion, J. Am. Chem. Soc. 80, 4434 (1958); eidem, Can. J. Chem. 38, 2433 (1960); 39, 1579 (1961).

Chemical structure

Properties

Prisms from methanol, mp 213-216.5° (when immersed at 205°). [α]D22 +53.4° (c = 2.04 in chloroform). Slightly sol in water, sol in alcohol or chloroform.

Derivative

Delcosine.

Nomenclature

CAS number: 545-56-2
C24H39NO7; mol wt 453.57.
C 63.55%, H 8.67%, N 3.09%, O 24.69%.

Description and references

Alkaloid also found in D. consolida.

Properties

mp 203-204°, [α]D25 +56.8° (c = 2.01 in chloroform). Quite sol in water.

Use

Glycosidal dyestuff.