H. Yoshida et al., ANTIMICROBIAL ACTIVITY OF A COMPOUND ISOLATED FROM AN OIL-MACERATED GARLIC EXTRACT, Bioscience, biotechnology, and biochemistry, 62(5), 1998, pp. 1014-1017
A compound showing antimicrobial activity was isolated from an oil-mac
erated garlic extract by silica gel column chromatography and preparat
ive TLC. On basis of the results of NMR and MS analyses, it was identi
fied as Z-4,5,9-trithiadeca-1,6-diene-9-oxide (Z-10-devinylajoene; Z-1
0-DA). Z-10-DA exhibited a broad spectrum of antimicrobial activity ag
ainst such microorganisms as grampositive and gram-negative bacteria a
nd yeasts. The antimicrobial activity of Z-10-DA was comparable to tha
t of Z-ajoene, but was superior to that of E-ajoene. Z-10-DA and Z-ajo
ene are different in respect of substitution of the allyl group by the
methyl group flanking a sulfinyl group. This result suggests that sub
stitution by the methyl group would also be effective for the inhibiti
on of microbial growth.