Anti-staphylococcal and cytotoxic compounds from Hyptis pectinata.
Bioassay-guided fractionation of a CHCl (3) extract prepared from the Mexican medicinal plant Hyptis pectinata led to the isolation of four pyrones, pectinolides A-C ( 1-3) and H ( 4). Activity was tracked using cultured KB cells. Multidrug-resistant strains of Staphylococcus aureus were sensitive to pectinolide H ( 4; KB > 20 microg/mL) in the concentration range of 32-64 microg/mL. The absolute stereochemistry of this new compound was established as 5 S-[(4 S-acetyloxy)-(1 S-hydroxy)-2 Z-octenyl]-2(5 H)-furanone on the basis of spectral, chiroptical data and chemical correlation with pectinolide A ( 1). Mosher ester derivatives were used with pectinolide B ( 2) for confirmation of the 3'-( S) absolute stereochemistry on the side chain chiral center of pectinolides A-C.
Fragoso-Serrano
Mabel
M
Departamento de Farmacia. Facultad de Química. Universidad Nacional Autónoma de México, University City, 04510 DF Mexico City, Mexico.
Gibbons
Simon
S
Pereda-Miranda
Rogelio
R
D000900:Anti-Bacterial Agents / Q000008:administration & dosage / Q000494:pharmacology* / Q000627:therapeutic use; D000972:Antineoplastic Agents, Phytogenic / Q000008:administration & dosage / Q000494:pharmacology* / Q000627:therapeutic use; D018432:Drug Resistance, Multiple; D006801:Humans; D031331:Hyptis; D020128:Inhibitory Concentration 50; D007624:KB Cells / Q000187:drug effects; D008826:Microbial Sensitivity Tests; D008517:Phytotherapy; D010936:Plant Extracts / Q000008:administration & dosage / Q000494:pharmacology* / Q000627:therapeutic use; D013211:Staphylococcus aureus / Q000187:drug effects*
D000900:Anti-Bacterial Agents; D000972:Antineoplastic Agents, Phytogenic; D010936:Plant Extracts