Miniaturization of the structure elucidation of novel natural products--two trace antibacterial acylated caprylic alcohol glycosides from Arctostaphylos pumila.
High-throughput isolation, purification and analysis methods applied to natural products libraries from plants gave rise to the discovery of two novel acylated caprylic alcohol glycosides (1, 2) produced by Arctostaphylos pumila. The NMR spectra were acquired using the CapNMR probe and performed on mass-limited samples, which enabled us to elucidate the structures of 2,6-diacetyl-3,4-diisobutyl-1- O-octylglucopyranoside (1, 200 microg) and 2,6-diacetyl-3,4-dimethylbutyl-1- O-octylglucopyranosid (2, 70 microg). Compounds 1 and 2 exhibited antibacterial activity against Gram-positive methicillin-resistant Staphylococcus aureus with an MIC of 128 microg/mL and 64 microg/mL, respectively.
Hu
Jin-Feng
JF
Lead Discovery and Rapid Structure Elucidation Group, Sequoia Sciences, Inc., San Diego, CA 92121, USA. jhu@sequoiasciences.com
Yoo
Hye-Dong
HD
Williams
Caroline T
CT
Garo
Eliane
E
Cremin
Peadar A
PA
Zeng
Lu
L
Vervoort
Helene C
HC
Lee
Chris M
CM
Hart
Shane M
SM
Goering
Matt G
MG
O'Neil-Johnson
Mark
M
Eldridge
Gary R
GR
D000900:Anti-Bacterial Agents / Q000008:administration & dosage / Q000737:chemistry / Q000494:pharmacology* / Q000627:therapeutic use; D029792:Arctostaphylos; D006027:Glycosides / Q000008:administration & dosage / Q000737:chemistry / Q000494:pharmacology / Q000627:therapeutic use; D006801:Humans; D016106:Methicillin Resistance; D008826:Microbial Sensitivity Tests; D008517:Phytotherapy; D010936:Plant Extracts / Q000008:administration & dosage / Q000737:chemistry / Q000494:pharmacology* / Q000627:therapeutic use; D013211:Staphylococcus aureus / Q000187:drug effects*
D000900:Anti-Bacterial Agents; D006027:Glycosides; D010936:Plant Extracts