Antimicrobial activity of a compound isolated from an oil-macerated garlic [Allium sativum] extract

• Published in: Bioscience, biotechnology, and biochemistry Vol. 62; no. 5; pp. 1014 - 1017
• Main Authors: Yoshida, H. (Nagoya Seiraku Co. Ltd. (Japan)), Iwata, N, Katsuzaki, H, Naganawa, R, Ishikawa, K, Fukuda, H, Fujino, T, Suzuki, A
• Format: Journal Article
• Language: English
• Published: Tokyo Japan Society for Bioscience, Biotechnology, and Agrochemistry 01-05-1998; Japan Society for Bioscience Biotechnology and Agrochemistry; Oxford University Press
• Subjects: ajoene; ALLIUM SATIVUM; ANALYTICAL METHODS; Anti-Bacterial Agents - chemistry; antimicrobial effect; ANTIMICROBIAL PROPERTIES; Biological and medical sciences; CHROMATOGRAPHIE; CHROMATOGRAPHY; CROMATOGRAFIA; Disulfides - chemistry; EXTRACTOS; EXTRACTS; EXTRAIT; garlic; Garlic - microbiology; General pharmacology; GROWTH INHIBITORS; INHIBIDORES DEL CRECIMIENTO; INHIBITEUR DE CROISSANCE; MACERACION; MACERATING; MACERATION; Medical sciences; Microbial Sensitivity Tests; oil-macerated garlic extract; Pharmacognosy. Homeopathy. Health food; Pharmacology. Drug treatments; Plant Extracts - chemistry; Plant Oils - chemistry; Plants, Medicinal; PROPIEDADES ANTIMICROBIANAS; PROPRIETE ANTIMICROBIENNE; SEPARACION; SEPARATING; SEPARATION; Structure-Activity Relationship; TECHNIQUE ANALYTIQUE; TECNICAS ANALITICAS; Monocotyledones; Purification; Pharmacognosy; Extract; Biological activity; Antimicrobial agent; Medicinal plant; Liliaceae; Oil; Structure activity relation; Angiospermae; Plant origin; Spermatophyta; Garlic; Allium sativum; Maceration; Food
• ISSN: 0916-8451; 1347-6947
• DOI: 10.1271/bbb.62.1014

A compound showing antimicrobial activity was isolated from an oil-macerated garlic extract by silica gel column chromatography and preparative TLC. On basis of the results of NMR and Ms analyses, it was identified as Z-4,5,9-trithiadeca-1,6-diene-9-oxide (Z-10-devinylajoene; Z-10-DA). Z-10-DA exhibited a broad spectrum of antimicrobial activity against such microorganisms as grampositive and gram-negative bacteria and yeasts. The antimicrobial activity of Z-10-DA was comparable to that of Z-ajoene, but was superior to the of E-ajoene. Z-10-DA and Z-ajoene are different in respect of substitution of the allyl group by the methyl group flanking a sulfinyl group. This result suggests that substitution by the methyl group would also be effective for the inhibition of microbial grown