Subscribe to RSS
In silico guided search for anti-viral properties of a natural methylenecyclopropane glucoside
(2E)-2-(6-hydroxyhexyliden)cyclopropyl-β-glucopyranoside (1) was isolated from the rhizomes of the tree fern Metaxya rostrata, Metaxyaceae, a Costa Rican traditional herbal remedy against intestinal diseases . Literature research for similarity of the structural characteristics resulted in different related compounds with the very uncommon structural part of methylenecyclopropane [2,3,4], which showed anti-viral activitiy against Epstein-Barr-, Human Herpes-, Hepatitis B-, Human Immunodeficiency- and Human Cytomegalo-virus in vitro. Thus, an in silico guided search for possible anti-viral activities of (1) was realized. Pharmacophoric profiling against over 2200 models representing over 280 putative pharmacological targets  suggested α-glucosidase as potential target for (1). A structural similarity search in the MDL Drug Data Report (MDDR) database  confirmed this result making α-glucosidase a promising target for biological evaluation of compound (1).
References: 1. Kainz, K.P. et al. (2010)J. Nat. Prod.: submitted.
2. Rybak, R.J. et al. (2000) Antimicrob. Agents Chemother. 44/6: 1506–1511.
3. Qiu, Y.L. et al. (1998)J. Med. Chem. 41: 10–23.
4. Uchida, H. et al. (1999) Antimicrob. Agents Chemother. 43/6: 1487–1490.
5. Rollinger, J.M. et al. (2009) Planta Med. 75: 195–204.
6. Keiser, M.J. et al. (2007) Nat. Biotech. 25: 197–206.