Studies toward the Total Synthesis of Itralamide B and Biological Evaluation of Its Structural Analogs
Xiaoji Wang,
Chanshan Lv,
Junmin Feng,
Linjun Tang,
Zhuo Wang,
Yuqing Liu,
Yi Meng,
Tao Ye,
Zhengshuang Xu
Affiliations
Xiaoji Wang
School of Pharmacy, Jiangxi Science and Technology Normal University, Nanchang 330013, China
Chanshan Lv
School of Pharmacy, Jiangxi Science and Technology Normal University, Nanchang 330013, China
Junmin Feng
School of Pharmacy, Jiangxi Science and Technology Normal University, Nanchang 330013, China
Linjun Tang
School of Pharmacy, Jiangxi Science and Technology Normal University, Nanchang 330013, China
Zhuo Wang
Department of Applied Biology & Chemical Technology, The Hong Kong Polytechnic University, Hung Hom, Kowloon, Hong Kong
Yuqing Liu
Department of Applied Biology & Chemical Technology, The Hong Kong Polytechnic University, Hung Hom, Kowloon, Hong Kong
Yi Meng
Laboratory of Chemical Genomics, Peking University Shenzhen Graduate School, University Town of Shenzhen, Xili, Nanshan District, Shenzhen 518055, China
Tao Ye
Department of Applied Biology & Chemical Technology, The Hong Kong Polytechnic University, Hung Hom, Kowloon, Hong Kong
Zhengshuang Xu
Laboratory of Chemical Genomics, Peking University Shenzhen Graduate School, University Town of Shenzhen, Xili, Nanshan District, Shenzhen 518055, China
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.
