SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF UNDEC-10-ENOIC ACID DERIVATIVES
Manju Kumari* and Ramandeep Kaur
Antimicrobial agents are effective in treatment of many types of infections, but their overuse promotes the spread
of resistant microorganisms that refuse to obey conventional treatments and complicate patient care. One way to
overcome the problem of antibiotic resistance is by synthesizing new and effective antimicrobial agents. Long
chain fatty acid hydrazide derivatives possess antibacterial, antifungal, antimycobacterial and antiviral activities.
Undec-10-enoic acid (Undecylenic acid) is an eleven carbon straight chain unsaturated fatty acid. It is a natural
fungicide used against fungal skin infections, such as athlete's foot, ringworm and jock itch. Inspired by above
facts, in present study a series of undec-10-enoic acid hydrazide derivatives have been synthesized successfully in
appreciable yield (50-80%) and characterized by their physicochemical (Mp/Bp and Rf value) and spectral (IR and
NMR) data. Synthesized derivatives were evaluated for their in vitro antimicrobial activities against Gram-positive
S. aureus, B. subtilis and Gram-negative E. coli and antifungal activity against A. fumigatus and A. niger by tube
dilution method. Antimicrobial screening results indicated that compounds having NO2 (4 and 15), alkoxy (9, 11
and 12), hydroxyl (7, 8, 10, 11 and 13) groups and phenyl substituted azetidinone ring (15-17) were more active
against tested strains, but none of them have antimicrobial activity comparable to standard drug Ciprofloxacin and
Fluconazole. Further, the presence of electron-withdrawing p-fluoro phenyl group in azetidinone moiety (16)
improved the growth inhibition potency specifically against tested fungal strains, A. fumigatus and A. niger.
Keywords: Undec-10-enoic acid, Hydrazide derivatives, Antimicrobial activity.
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