Naphtho[2,3-b][1,4]-thiazine-5,10-diones and 3-substituted-1,4-dioxo-1,4-dihydronaphthalen-2-yl-thioalkanoate derivatives: synthesis and biological evaluation as potential antibacterial and antifungal agents.
A series of 3-substituted-1,4-dioxo-1,4-dihydronaphthalen-2-yl-thio-alkanoate derivatives 3-21 and naphtho[2,3-b][1,4]-thiazine-5,10-diones 24 were synthesized and evaluated for their antibacterial and antifungal activities. The structure-activity relationships of these compounds were studied and the results show that the compound 24a exhibited better antibacterial activity than Gentamycin in vitro against Staphylococcus aureus. In addition 24a also imparted marked antifungal activity in vitro against Cryptococcus neoformans, Sporothrix schenckii, and Trichophyton mentagraphytes when compared with Fluconazole. Compounds 15, 18, 19, and 21 also exhibited significant antibacterial activity in vitro against S. aureus.
Tandon
Vishnu K
VK
Department of Chemistry, Lucknow University, Lucknow 226007, India. vishnutandon@yahoo.co.in
Maurya
Hardesh K
HK
Yadav
Dharmendra B
DB
Tripathi
Ashutosh
A
Kumar
Manish
M
Shukla
Praveen K
PK
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000494:pharmacology*; D000935:Antifungal Agents / Q000138:chemical synthesis / Q000494:pharmacology*; D003455:Cryptococcus neoformans / Q000187:drug effects*; D015195:Drug Design; D015725:Fluconazole / Q000494:pharmacology; D005839:Gentamicins / Q000494:pharmacology; D009285:Naphthoquinones / Q000138:chemical synthesis / Q000494:pharmacology*; D013175:Sporothrix / Q000187:drug effects*; D013211:Staphylococcus aureus / Q000187:drug effects*; D013329:Structure-Activity Relationship; D013843:Thiazines / Q000138:chemical synthesis / Q000494:pharmacology*; D014249:Trichophyton / Q000187:drug effects*
D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D005839:Gentamicins; D009285:Naphthoquinones; D013843:Thiazines; D015725:Fluconazole