Total synthesis of caminoside B, a novel antimicrobial glycolipid isolated from the marine sponge Caminus sphaeroconia.
The first total synthesis of caminoside B, a novel marine antimicrobial glycolipid isolated from the marine sponge Caminus sphaeroconia, was developed. This marine small molecule inhibitor (IC(50)=20 microM) targeting type III secretory pathway of bacterial pathogenesis was assembled in good yield via a '2+2+1' strategy based on stereocontrolled construction of the four glycosidic linkages.
Zhang
Zaihong
Z
School of Medicine and Pharmacy, Ocean University of China, Qingdao, China.
Zong
Chengli
C
Song
Gaopeng
G
Lv
Guokai
G
Chun
Yuexing
Y
Wang
Peng
P
Ding
Ning
N
Li
Yingxia
Y
D000818:Animals; D000890:Anti-Infective Agents / Q000138:chemical synthesis* / Q000737:chemistry*; D006017:Glycolipids / Q000138:chemical synthesis* / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D011161:Porifera / Q000737:chemistry*
D000890:Anti-Infective Agents; D006017:Glycolipids; C508811:caminoside B