PROCESS FOR THE MANUFACTURE OF AJOENE DERIVATIVES

• Main Authors: BJARNSHOLT, THOMAS, GIVSKOV, MICHAEL, LARSEN, THOMAS OSTENFELD, TANNER, DAVID, JAKOBSEN, TIM HOLM, CHRISTENSEN, LOUISE DAHL, JENSEN, PETER OSTRUP, PHIPPS, RICHARD, SHANMUGHAM, MEENAKSHI SUNDARAM, HOIBY, NIELS, GENNIP, MARIA VAN
• Format: Patent
• Language: English
• Published: 16.06.2016
• Subjects: ACYCLIC OR CARBOCYCLIC COMPOUNDS; CHEMISTRY; HUMAN NECESSITIES; HYGIENE; MEDICAL OR VETERINARY SCIENCE; METALLURGY; ORGANIC CHEMISTRY; PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES; SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS

Abstract The present invention relates to the compound (E,Z)-ajoene of formula (1) for use in treatment of bacterial infections. Another aspect of the present invention is a composition comprising (E,Z)-ajoene of formula (1) and at least one antibiotic. 5 Yet another aspect of the invention relates to a method for manufacturing (E,Z) ajoene of formula (1) wherein the conformation of the internal -C=C- bond can be either E or Z or a mixture thereof, said method comprising reacting allicin of formula (3) with an acid in the presence of a solvent to provide (E,Z ajoene) of formula (1) as defined above. Yet another aspect of the invention is (E,Z)-ajoene 10 of formula 1 obtainable by the method described above. Fig. 1