Facile synthesis of active antitubercular, cytotoxic and antibacterial agents: a Michael addition approach.
Spiro derivatives of oxindole and isoxazole-5-one were synthesized by using Michael addition reaction, highlighting the regioselective approach towards the synthesis of Michael diadduct followed by condensation of Michael diadduct. The spiro compound 4 showed antitubercular activity against Mycobacterium tuberculosis H37Rv whereas spiro compound 9 possesses pronounced anticancer and antibacterial profile.
Chande
Madhukar S
MS
Department of Chemistry, The Institute of Science, Madam Cama Road, Mumbai 32, India. chandems@vsnl.com
Verma
Ranjit S
RS
Barve
Pravin A
PA
Khanwelkar
Rahul R
RR
Vaidya
R B
RB
Ajaikumar
K B
KB
D000478:Alkylation; D000737:Androstenols / Q000138:chemical synthesis*; D000818:Animals; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D000995:Antitubercular Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D002470:Cell Survival / Q000187:drug effects; D015195:Drug Design; D004354:Drug Screening Assays, Antitumor; D007211:Indoles / Q000138:chemical synthesis; D051379:Mice; D008826:Microbial Sensitivity Tests; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D014407:Tumor Cells, Cultured
D000737:Androstenols; D000900:Anti-Bacterial Agents; D000970:Antineoplastic Agents; D000995:Antitubercular Agents; D007211:Indoles; D013141:Spiro Compounds; C017039:azastene