Stereoselective synthesis of a novel apio analogue of neplanocin A as potential S-adenosylhomocysteine hydrolase inhibitor.

Moon, Hyung Ryong; Kim, Hea Ok; Lee, Kang Man; Chun, Moon Woo; Kim, Joong Hyup; Jeong, Lak Shin

Moon, Hyung Ryong; Kim, Hea Ok; Lee, Kang Man; Chun, Moon Woo; Kim, Joong Hyup; Jeong, Lak Shin.

Affiliation

Moon HR; College of Pharmacy, Ewha Womans University, Seoul 120-750, Korea.

Org Lett ; 4(20): 3501-3, 2002 Oct 03.

Article in En | MEDLINE | ID: mdl-12323054

ABSTRACT

ABSTRACT

A total synthesis of apio-neplanocin A, which combines properties of apio nucleoside and neplanocin A and is a potential inhibitor of S-adenosylhomocysteine hydrolase, was accomplished starting from D-ribose via stereoselective hydroxymethylation and RCM reaction. [reaction see text]

Subject(s)

Adenosine/analogs & derivatives; Adenosine/chemistry; Adenosine/chemical synthesis; Enzyme Inhibitors/chemistry; Enzyme Inhibitors/chemical synthesis; Hydrolases/antagonists & inhibitors; Adenosylhomocysteinase; Molecular Structure; Stereoisomerism

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Collection: 01-internacional Database: MEDLINE Main subject: Adenosine / Enzyme Inhibitors / Hydrolases Language: En Journal: Org Lett Journal subject: BIOQUIMICA Year: 2002 Type: Article

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