Cimipronidine, a Cyclic Guanidine Alkaloid from Cimicifuga racemosa

Autor: Fabricant, D. S., Nikolic, D., Lankin, D. C., Chen, S.-N., Jaki, B. U., Krunic, A., Breemen, R. B. van, Fong, H. H. S., Farnsworth, N. R., Pauli, G. F.
Zdroj: Journal of Natural Products; August 2005, Vol. 68 Issue: 8 p1266-1270, 5p
Abstrakt: A new cyclic guanidine alkaloid, cimipronidine (1), together with the known compound fukinolic acid (2), was isolated from the n-BuOH-soluble fraction of Cimicifuga racemosa roots that showed 5-HT7 receptor binding activity. Structure elucidation of 1, a minor constituent, presented unique challenges based on its polarity, but was accomplished with the use of a combination of one- and two-dimensional NMR as well as MS analyses. The relative configuration was established by analyzing the H,H-coupling constants and the results of the 2-D gradient NOESY spectrum. The previously reported serotonergic (5-HT7), highly polar, n-BuOH-soluble fraction was characterized by HPLC-ELSD and was shown to be a mixture containing the following compounds:  cimicifugic acids A, B, and F, fukinolic acid, ferulic acid, isoferulic acid, and compound 1, potentially significant as a marker compound of C. racemosa.
Databáze: Supplemental Index