title: Synthesis and biological activities of azalamellarins.
abstract: The synthesis of azalamellarins, a new series of lactam analogues of biologically active lamellarins, was achieved using Cu(I)-mediated and microwave-assisted C-N(amide) bond formation. Seventeen azalamellarins, including N-allylazalamellarins and N-propylazalamellarins chi-D, L-N, and J-dehydro J, were synthesized and evaluated for their cytotoxicity against the cancer cell lines HuCCA-1, A-549, HepG2, and MOLT-3. The results showed that certain azalamellarins exhibited good activities in the micromolar IC(50) value range (IC(50)=the drug concentration that causes 50 % of cell-growth inhibition after 72 h of continuous exposure to the test molecule), comparable to their parent lamellarin analogue.
authors.affiliation: Program on Chemical Biology, Center of Excellence on Environmental Health, Toxicology and Management of Chemicals (ETM), Chulabhorn Graduate Institute, Laksi, Bangkok 10210, Thailand.
authors.forename: Sasiwadee
authors.initials: S
authors.lastname: Boonya-Udtayan
authors.forename: Nattawut
authors.initials: N
authors.lastname: Yotapan
authors.forename: Christina
authors.initials: C
authors.lastname: Woo
authors.forename: Carson J
authors.initials: CJ
authors.lastname: Bruns
authors.forename: Somsak
authors.initials: S
authors.lastname: Ruchirawat
authors.forename: Nopporn
authors.initials: N
authors.lastname: Thasana
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity; D045744:Cell Line, Tumor; D003300:Copper / Q000737:chemistry; D003374:Coumarins / Q000138:chemical synthesis / Q000737:chemistry* / Q000633:toxicity; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D007769:Lactams / Q000138:chemical synthesis / Q000737:chemistry* / Q000633:toxicity; D013329:Structure-Activity Relationship
chemical_list: D000970:Antineoplastic Agents; D003374:Coumarins; D007769:Lactams; D003300:Copper