2, 3-Diaryl-5-ethylsulfanylmethyltetrahydrofurans as a new class of COX-2 inhibitors and cytotoxic agents.
2,3-Diaryl-5-ethylsulfanylmethyltetrahydrofuran-3-ols were designed and synthesized by the allylations of benzoins followed by iodocyclization and nucleophilic replacement reactions with ethanthiol. These molecules exhibit IC(50) for COX-2 at <10 nM concentration and exhibit average GI(50) over all the 59 human tumor cell lines at microM concentration.
Singh
Palwinder
P
Department of Chemistry, Guru Nanak Dev University, Amritsar, India. palwinder_singh_2000@yahoo.com
Mittal
Anu
A
Kaur
Satwinderjeet
S
Holzer
Wolfgang
W
Kumar
Subodh
S
D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D001573:Benzoin / Q000737:chemistry; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D003500:Cyclization; D051545:Cyclooxygenase 1 / Q000737:chemistry / Q000187:drug effects; D051546:Cyclooxygenase 2 / Q000737:chemistry* / Q000187:drug effects; D052246:Cyclooxygenase 2 Inhibitors / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D004980:Ethane / Q000737:chemistry; D005663:Furans / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D006801:Humans; D020128:Inhibitory Concentration 50; D008958:Models, Molecular; D015394:Molecular Structure; D013329:Structure-Activity Relationship; D013438:Sulfhydryl Compounds / Q000737:chemistry
D000970:Antineoplastic Agents; D052246:Cyclooxygenase 2 Inhibitors; D005663:Furans; D013438:Sulfhydryl Compounds; D051545:Cyclooxygenase 1; D051546:Cyclooxygenase 2; D001573:Benzoin; D004980:Ethane