Apovincaminic acid ethyl ester

Column pBondapak C18 (300x3.9 mm ID), mobile phase acetonitrile - 0.01 H ammonium carbonate (6 4), flow rate 1 ml/min, detection UV 280 nm. Peaks 1, (+)-cis-apovincamine 2, (+)-cis--dehydroepivincamine 3, (+)-cis-dehydrovincamine 4, (+)-trans-vincaminic acid ethyl ester 5, (+)-cis-epivincamine 6, (-)-cis-epivincamine 7, (+)-cis-vincamine 8, (-)-cis-vincamine 9, (+)-cis-epivincaminic acid ethyl ester 10, (+)-trans-epivincaminic acid ethyl ester 11, (+)-cis-vincamone 12, (+)-cis-vincanole 13, (+)-cis-vincaminic acid ethyl ester 14, (+)--cis-isovincanole 15, (+)-cis-apovincamine 16, (+)-trans-apovincaminic acid ethyl ester ... 

Tungler, A., Mathe, T., Tamai, T., Fodor, K., Toth, G., Kajtar, J., Kolos-svary, 1., Herenyi, B., Sheldon, R.A. (1995) (-)-Dihydro-apovincaminic acid ethyl ester, preparation and use as a chiral modifier in enantioselective heterogeneous catal5dic hydrogenations. Tetrahedron Asymm. 6, 2395-2402. 

Vincamine, an alkaloid first isolated from Vinca minor has gained wide application in recent years as a specific cerebral vasodilator. Another alkaloid from the same species, (-)-ebur-namonine is marketed with a similar indication. A semisynthetic derivative of vincamine, the (+)-apovincaminic acid ethyl ester is produced under the trade name CAVINTON by the Hungarian Pharmaceutical Company Gedeon Richter. The latter compound has the trade name CALAN in Japan with a substantial share of the market. 

Direct Quantification of Apovincaminic Acid Ethyl Ester (Cavinton) in Human Plasma and Urine by Mass Fragmentography... 

Apovincaminic acid ethylester was supplied by Richter Gedeon Co., (-)-dihydroapovincaminic acid ethyl ester was prepared according to the procedure described in (11). fSj-a, -diphcnyl-2-py rro 1 idincmethanol was synthesised as described (12). 2-benzylidene-l-benzosuberone was prepared as described in (13). Isophorone was supplied by Merck. Cinchonidine was purchased from Fluka. 

Vincamine is an alkaloid extracted from the plant Vinca minor. Ethyl apovincaminate is a related synthetic ethyl ester of vincaminic acid. These drugs have spasmolytic effects similar to those of reserpine, but also have metabolic effects, including, in high doses, inhibition of phosphodiesterase. Although increased cerebral blood flow has been reported after the intravenous administration of vincamine, there have been no reliable studies of blood flow after oral medication. Improvement in scores on some psychometric tests have been obtained in some patients with cerebrovascular disease, but no clear-cut practical benefit has been demonstrated. 

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