Total synthesis of natural product (R)-4-phenyl-2-O-[beta-D-xylopyranosyl(1-->6)-beta-D-glucopyranosyl]butane and its epimer.
The new compound (R)-4-phenyl-2-O-[beta-d-xylopyranosyl(1 --> 6)-beta-D-glucopyranosyl]butane (1) and its epimer (2), together with (R)-4-phenyl-2-O-beta-D-glucopyranosyl butane (24) and (S)-4-phenyl-2-O-beta-D-glucopyranosyl butane (25) were firstly synthesized from 4-phenylbutan-2-one and glucose. The absolute configuration of C-2 for 1 was confirmed as R. Their anti-tumour activities were evaluated.
Huang
L-J
LJ
Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China.
Hou
S-J
SJ
Li
J-B
JB
Yu
D-Q
DQ
D000972:Antineoplastic Agents, Phytogenic / Q000138:chemical synthesis*; D002073:Butanes / Q000138:chemical synthesis*; D045744:Cell Line, Tumor; D004187:Disaccharides / Q000138:chemical synthesis*; D006801:Humans; D029793:Rhododendron / Q000737:chemistry*; D013237:Stereoisomerism
C504846:(2R)-4-phenyl-2-O-(beta-D-xylopyranosyl(1-6)-beta-D-glucopyranosyl)butane; D000972:Antineoplastic Agents, Phytogenic; D002073:Butanes; D004187:Disaccharides