Abstract
Ophiamides A (1) and B (2), two new sphingolipids have been isolated from the n-hexane subfraction of the MeOH extract of the whole plant of Heliotropium ophioglossum along with glycerol monopalmitate (3) and β-sitosterol 3-O-β-d-glucoside (4) reported for the first time from this species. Their structures were elucidated by spectroscopic techniques including MS and 2D-NMR spectroscopy. Both the compounds 1 and 2 showed potent inhibitory activity against the enzyme urease.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Ali, S. I. and Nasir, Y. J., “Flora of Pakistan”, Department of Botany, University of Karachi, National Herbarium, Pakistan Agricultural Research Council, Islamabad, Vol. 191, p. 18, (1989).
Kang, S. S., Kim, J. S., Xu, Y. N., and Kim, Y. H., Isolation of a new cerebroside from the root bark of Aralia elata. J. Nat. Prod., 62, 1059–1060 (1999).
Kolter, T. and Sandhoff, K., Sphingolipids-their metabolic pathways and the pathobiochemistry of neurodegenerative diseases. Angew. Chem. Int. Ed., 38, 1532–1568 (1999).
Luo, Y. G., Li, B. G., and Zhang, G. L., Four new glycosides from Pleurospermum franchetianum. J. Asian Nat. Prod. Res., 4, 155–163 (2002).
Mobley, H. L. and Hausinger, R. P., Microbial ureases: significance, regulation, and molecular characterization. Microbiol. Rev., 53, 85–108 (1989).
Mobley, H. L., Island, M. D., and Hausinger, R. P., Molecular biology of microbial ureases. Microbiol. Rev., 59, 451–480 (1995).
Sajid, T. M., Rashid, S., Ahmad, M., and Khan, U., Estimation of cardiac depressant activity of ten medicinal plant extracts from Pakistan. Phytother. Res., 10, 178–180 (1996).
Stotuers, J. B., Carbon 13 NMR Spectroscopy, Academic Press, New York, p. 113, (1972).
Sugiyama, S., Honda, M., and Komori T., Biologically active glycosides from asteroidea, XXIV. Stereochemistry of the four diastereomers of phytosphingosine. Liebigs Ann. Chem., 11, 1069–1078 (1990).
Sugiyama, S., Honda, M., Higuchi, R., and Komori, T., Biologically active glycosides from asteroidea, XXVI. Stereochemistry of the four diastereomers of ceramide and ceramide lactoside. Liebigs Ann. Chem., 4, 349–356 (1991).
Weatherburn, M. W., Phenol-hypochlorite reaction for determination of ammonia. Anal. Chem., 39, 971–974 (1967).
Xia, Z. L., Zhou, M., Xiao, H. Y., Li, Y. G., Chen, Z. X., and Zhang, L. G., Chemical constituents from Helwingia japonica. Chin. J. Nat. Med., 8, 16–20 (2010).
Xiao, Z. Y., Chen, D. H., and Si, J. Y., Investigation on the constituents of Memordica charantia. Zhong Cao Yao, 31, 571–573 (2000).
Zalkow, L. H., Bonetti, S., Gelbaum, L., Gordon, M. M., Patil, B. B., Shani, A., and Derveer, D. V., Pyrrolizidine alkaloids from middle eastern plants. J. Nat. Prod., 42, 603–614 (1979).
Zhan, Z. J. and Yue, J. M., New glycosphingolipids from the fungus Catathelasma ventricosa. J. Nat. Prod., 66, 1013–1016 (2003).
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Firdous, S., Ansari, N.H., Fatima, I. et al. Ophiamides A-B, new potent urease inhibitory sphingolipids from Heliotropium ophioglossum . Arch. Pharm. Res. 35, 1133–1137 (2012). https://doi.org/10.1007/s12272-012-0702-x
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s12272-012-0702-x