Scutia buxifolia

Morel, A. F., Maldaner, G., Ilha, V., Missau, F., Silva, U. F. and Dalcol, 1.1. 2005. Cyclopeptide alkaloids from Scutia buxifolia reiss and their antimicrobial activity. Phytochemistry, 66 2571-2576. 

The four new cyclopeptide alkaloids (19a)—(19d) isolated from the shrub Ceanothus integerrimus contain a para-bridged fourteen-membered-ring nucleus (19), for which the name phencyclopeptine has been proposed.16 The crude alkaloidal extract from Ceanothus sanguineus17 showed the presence of five major components on composite field-desorption mass spectrometry. H.p.l.c., however, yielded six alkaloids, two of which were isomeric and one of which was a new alkaloid (20). The bark of Scutia buxifolia contains five scutianine alkaloids (B, C, D, E, and H) H is new, and is (21).18 Two new cyclopeptides, sativanines A and B, have been identified as (22) and (23) by m.s.-n.m.r. study.19... 

In 1963 a group of Swiss authors (12) isolated zizyphine from Zizyphus oenoplia and recognized isoleucine and proline as components. Two years later Zbiral etal. (13) proposed a complete structure which was later revised (14). Pais et al. (15) in an earlier preliminary report suggested the structure of pandamine which had been isolated from Panda oleosa. This was confirmed in 1966, and the structure of the similarly constituted pandamine was reported (17). Shortly thereafter Tschesche and co-workers (18) reported the structure of an alkaloid of this type scutianine-A from Scutia buxifolia. Since then the number of cyclopeptide alkaloids of known structure has risen to more than sixty, a figure which Klein and Rapoport had envisioned in 1968 (20). The workers at Gif-sur-Yvette and at Bonn have been in the forefront of these researches but others have made important contributions (19-26). 

Much of the new work on the larger ring peptide alkaloids continues to emanate from Tschesche and his collaborators. From the Rhamnaceae family, the bark of Scutia buxifolia has been found to contain scutianines A, B, C, D, and F (19) as... 

Sources Scutia buxifolia (Rhamnaceae)-stem bark (15,118)... 

Scutianine-B (70) Discaria febrifuga (sb), Melochia tomentosa (r), Scutia buxifolia (r, sb)... 

Tschesche, R., and L. Ammermann Scutianin-C, -D und -E, drei weitere Cyclopep-tidalkaloidc aus Scutia buxifolia Reiss. Chem. Ber., 107, 2274 (1974). 

Menezes, A.S., M.A. Mostardeiro, N. Zanatta, and A.F. Morel Scutianine-J, a Cyclopeptide Alkaloid Isolated from Scutia buxifolia. Phytochemistry, 38, 783 (1995). 

Merkuza, V.M., M. Gonzalez Sierra, O.A. Mascaretti, E.A. Ruveda, C.-J. Chang, and E. Wenkert Peptide Alkaloids of Discaria longispina and Scutia buxifolia. Phytochemistry, 13, 1279 (1974). 

Tschesche, R., E. Ammermann, and H.-W. Fehlhaber Alkaloide aus Rhamnaceen, X. Scutianin-B, ein weiteres Peptidalkaloid aus Scutia buxifolia Reiss. Tetrahedron Lett., 46, 4405 (1971). 

The bark of Scutia buxifolia (Rhamnaceae) contains scut-ianine A, B (20), C, D, F (21), and G (22). Similar compounds have been isolated from the roots of Melochia tomen-tosa (23 and 24). A number of 14-membered-ring peptide alkaloids have been isolated from members of the genus Zizyphus (Rhamnaceae) (Fig. 37.8). An alkaloid from diis family, ziziphin (25), blocks activity of the sugar (but not the salt) receptors of flies (Stiidler, 1984). 

Alkaloid from bark of Scutia buxifolia (Rhamnaceae). Amorph. solid. 

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