Isolation and Synthesis of Novel Farnesyl Protein Transferase Inhibitors, Valinoctins A and B, from Streptomyces Strain MJ858-NF3

Journal of Natural Products
1996.0

Abstract

Two novel farnesyl protein transferase inhibitors, valinoctins A (1) and B (2), were isolated from the fermentation broth of Streptomyces strain MJ858-NF3. The tentative structures of these compounds were elucidated from NMR and mass spectra as dipeptides consisting of valine and a novel amino acyl moiety. Four possible isomers of valinoctin A were synthesized, and the protected derivative of the appropriate compound was crystallized to give the relative stereochemistry of X-ray analysis. Since the valine residue of valinoctin A was determined to be the L-configuration by a chiral HPLC column, absolute configuration of valinoctin A was determined.

Knowledge Graph

Similar Paper

Isolation and Synthesis of Novel Farnesyl Protein Transferase Inhibitors, Valinoctins A and B, from <i>Streptomyces</i> Strain MJ858-NF3
Journal of Natural Products 1996.0
Isolation and Synthesis of Novel Farnesyl Protein Transferase Inhibitors, Valinoctins A and B, from <i>Streptomyces</i> Strain MJ858-NF3
Journal of Natural Products 1996.0
Pepticinnamins, new farnesyl-protein transferase inhibitors produced by an actinomycete. I. Producing strain, fermentation, isolation and biological activity.
The Journal of Antibiotics 1993.0
Isolation and structure elucidation of two novel deformylase inhibitors produced by Streptomyces sp.
Tetrahedron Letters 2001.0
NEW PEPSTATINS, PEPSTATINS B AND G, AND PEPSTANONE A, PRODUCED BY STREPTOMYCES
The Journal of Antibiotics 1972.0
Ohmyungsamycins A and B: Cytotoxic and Antimicrobial Cyclic Peptides Produced by <i>Streptomyces</i> sp. from a Volcanic Island
The Journal of Organic Chemistry 2013.0
Barceloneic Acid A, a New Farnesyl-Protein Transferase Inhibitor from a Phoma Species
Journal of Natural Products 1995.0
A new cyclic tetrapeptide from an endophytic<i>Streptomyces</i>sp. YIM67005
Natural Product Research 2014.0
Isolation and Structural Determination of Phepropeptins A, B, C, and D, New Proteasome Inhibitors, Produced by Streptomyces sp.
The Journal of Antibiotics 2001.0
Kurasoins A and B, New Protein Farnesyltransferase Inhibitors Produced by Paecilomyces sp. FO-3684. II. Structure Elucidation and Total Synthesis.
The Journal of Antibiotics 1996.0