The lachrymatory principle of Petiveria alliacea.
The lachrymatory principle of Petiveria alliacea has been isolated from a fresh homogenate of the root. Its structure and geometric configuration have been determined as (Z)-thiobenzaldehyde S-oxide by means of NMR, IR, MALDI-MS and by comparison with an authentic compound obtained by synthesis. This unique compound represents only the third naturally occurring sulfine (thiocarbonyl S-oxide) to be reported. Its formation and possible subsequent rearrangements are discussed. Its antibacterial and antifungal activities are also reported.
Kubec
Roman
R
Department of Chemistry, State University of New York at Albany, Albany, NY 12222, USA.
Kim
Seokwon
S
Musah
Rabi A
RA
D000900:Anti-Bacterial Agents; D000890:Anti-Infective Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D000935:Antifungal Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D001547:Benzaldehydes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D002176:Candida albicans / Q000187:drug effects; D006090:Gram-Negative Bacteria / Q000187:drug effects; D006094:Gram-Positive Bacteria / Q000187:drug effects; D007765:Lacrimal Apparatus / Q000187:drug effects; D029602:Phytolaccaceae / Q000737:chemistry*; D018517:Plant Roots / Q000737:chemistry; D013057:Spectrum Analysis; D013237:Stereoisomerism; D013454:Sulfoxides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*
D000900:Anti-Bacterial Agents; D000890:Anti-Infective Agents; D000935:Antifungal Agents; D001547:Benzaldehydes; D013454:Sulfoxides