Stereoselective synthesis of homo-apioneplanocin A as potential inhibitor of S-adenosylhomocysteine hydrolase.
Homo-apioneplanocin A (1) as a potential inhibitor of S-adenosylhomocysteine hydrolase was synthesized from D-ribose, employing stereoselective hydroxymethylation, regioselective oxidation, and regio- and chemoselective hydroboration as key steps.
Chun
Moon Woo
MW
College of Pharmacy, Seoul National University, Seoul, Korea. mwchun@snu.ac.kr
Lee
Hyuk Woo
HW
Kim
Jin-Hee
JH
Kim
Hea Ok
HO
Lee
Kang Man
KM
Pal
Shantanu
S
Moon
Hyung Ryong
HR
Jeong
Lak Shin
LS
D000241:Adenosine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D043383:Adenosylhomocysteinase / Q000037:antagonists & inhibitors*; D015195:Drug Design; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology*; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013237:Stereoisomerism
D004791:Enzyme Inhibitors; D009705:Nucleosides; C526391:homo-apioneplanocin A; D043383:Adenosylhomocysteinase; D000241:Adenosine