7178. Perivine

Nomenclature

CAS number: 2673-40-7
4-Demethyl-3-oxovobasan-17-oic acid methyl ester.
C20H22N2O3; mol wt 338.40.
C 70.99%, H 6.55%, N 8.28%, O 14.18%.

Description and references

Indole alkaloid from Vinca rosea Linn., Apocynaceae: G. Svoboda, J. Am. Pharm. Assoc. 47, 834 (1958); G. Svoboda et al., ibid. 48, 659 (1959). Structure: Gorman, Sweeny, Tetrahedron Lett. 1964, 3105. Cytotoxicity: D. G. I. Kingston, J. Pharm. Sci. 67, 272 (1978).

Chemical structure

Properties

Prisms from methanol, dec 218-221°. Also reported as 180-181° (Svoboda 1959). [α]D26 -121.4° (chloroform). pKa in 66% DMF: 7.5. uv max (ethanol): 314 nm (E1%1cm 2.67).