title: Studies toward the total synthesis of Itralamide B and biological evaluation of its structural analogs.
abstract: Itralamides A and B were isolated from the lipophilic extract of Lyngbya majuscula collected from the eastern Caribbean. Itralamide B (1) showed cytotoxic activity towards human embryonic kidney cells (HEK293, IC50 = 6 μM). Preliminary studies disapproved the proposed stereochemistry of itralamide. In this paper, we will provide a full account of the total synthesis of four stereoisomers of itralamide B and the results derived from biological tests of these structural congeners.
authors: School of Pharmacy, Jiangxi Science and Technology Normal University, Nanchang 330013, China. professorwxj@163.com.
authors: Xiaoji
authors: X
authors: Wang
authors: School of Pharmacy, Jiangxi Science and Technology Normal University, Nanchang 330013, China. mengy@pkusz.edu.cn.|Laboratory of Chemical Genomics, Peking University Shenzhen Graduate School, University Town of Shenzhen, Xili, Nanshan District, Shenzhen 518055, China. mengy@pkusz.edu.cn.
authors: Chanshan
authors: C
authors: Lv
authors: School of Pharmacy, Jiangxi Science and Technology Normal University, Nanchang 330013, China. mengy@pkusz.edu.cn.|Laboratory of Chemical Genomics, Peking University Shenzhen Graduate School, University Town of Shenzhen, Xili, Nanshan District, Shenzhen 518055, China. mengy@pkusz.edu.cn.
authors: Junmin
authors: J
authors: Feng
authors: School of Pharmacy, Jiangxi Science and Technology Normal University, Nanchang 330013, China. mengy@pkusz.edu.cn.|Laboratory of Chemical Genomics, Peking University Shenzhen Graduate School, University Town of Shenzhen, Xili, Nanshan District, Shenzhen 518055, China. mengy@pkusz.edu.cn.
authors: Linjun
authors: L
authors: Tang
authors: Department of Applied Biology & Chemical Technology, The Hong Kong Polytechnic University, Hung Hom, Kowloon, Hong Kong. w.jasmine85@gmail.com.
authors: Zhuo
authors: Z
authors: Wang
authors: Department of Applied Biology & Chemical Technology, The Hong Kong Polytechnic University, Hung Hom, Kowloon, Hong Kong. yuqing_liu@hotmail.com.
authors: Yuqing
authors: Y
authors: Liu
authors: Laboratory of Chemical Genomics, Peking University Shenzhen Graduate School, University Town of Shenzhen, Xili, Nanshan District, Shenzhen 518055, China. mengy@pkusz.edu.cn.
authors: Yi
authors: Y
authors: Meng
authors: Department of Applied Biology & Chemical Technology, The Hong Kong Polytechnic University, Hung Hom, Kowloon, Hong Kong. tao_ye35@hotmail.com.
authors: Tao
authors: T
authors: Ye
authors: Laboratory of Chemical Genomics, Peking University Shenzhen Graduate School, University Town of Shenzhen, Xili, Nanshan District, Shenzhen 518055, China. xuzs@pkusz.edu.cn.
authors: Zhengshuang
authors: Z
authors: Xu
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D017691:Caribbean Region; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D000458:Cyanobacteria / Q000737:chemistry / Q000254:growth & development / Q000302:isolation & purification; D047630:Depsipeptides / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D015195:Drug Design; D055808:Drug Discovery; D057809:HEK293 Cells; D022781:Hepatocytes / Q000187:drug effects* / Q000378:metabolism; D006801:Humans; D008113:Liver Neoplasms / Q000188:drug therapy* / Q000378:metabolism; D008235:Lyngbya Toxins / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D015394:Molecular Structure; D009842:Oligopeptides / Q000138:chemical synthesis / Q000737:chemistry / Q000633:toxicity; D009994:Osmolar Concentration; D010446:Peptide Fragments / Q000138:chemical synthesis / Q000737:chemistry / Q000633:toxicity; D011487:Protein Conformation; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: D000970:Antineoplastic Agents; D047630:Depsipeptides; D008235:Lyngbya Toxins; D009842:Oligopeptides; D010446:Peptide Fragments; C544277:itralamide B