Synthesis and anti-oxidant activity of (5E,9E)-16-(substituted)-7,8-dihydro-16λ(5) -dibenzo[d,l][1,3,7,10,2]dioxadiazaphosphacyclotridecine-16-ones.
A new class of biologically active 13-membered phosphorus-macroheterocycles (6a-l) were conveniently synthesized from 1,2-bis(salicylidene amino)-phenylene (1), by treating with phosporusoxychloride (3) and followed by reacting with various aromatic thiols and amines (5f-l) in one path, and in another path 1 was directly treated with various phosphorodichloridates (2a-e) in the presence of triethylamine at 0-10°C under N(2)  atmosphere in THF. All the title compounds were confirmed by analytical and spectral data (IR, (1) H-, (13) C-, (31) P-NMR, and mass spectra) and screened for anti-oxidant activity. Among these compounds, 6k, 6e, and 6l containing nitro, fluoro, and chloro groups as substituents on the phenyl ring exhibited high anti-oxidant activity with effective inhibitory concentration (IC(50) ) values.
Department of Chemistry, Sri Venkateswara University, Tirupati, Andhra Pradesh, India.
Chinta Raveendra
CR
Reddy
Chinthaparthi Radha
CR
Rani
Kuruva Chandra
KC
Sekhar
Gangireddy Chandra Sekhar
GC
Reddy
Chamarthi Naga
CN
Raju
D016166:Free Radical Scavengers / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D005609:Free Radicals / Q000737:chemistry; D006860:Hydrogen Bonding; D017665:Hydroxyl Radical / Q000737:chemistry; D008968:Molecular Conformation; D009943:Organophosphorus Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D013830:Thiadiazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
D016166:Free Radical Scavengers; D005609:Free Radicals; D009943:Organophosphorus Compounds; D013830:Thiadiazoles; D017665:Hydroxyl Radical