Synthesis of variants of 5‐benzylacyclouridine and 5‐benzyloxybenzylacyclouridine | Zendy

Chu ShihHsi | Zendy; Chen ZhiHao | Zendy; Weng ZumYao | Zendy; Rowe Elizabeth C. | Zendy; Chu Edward | Zendy; Chu MingYu Wang | Zendy

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Synthesis of variants of 5‐benzylacyclouridine and 5‐benzyloxybenzylacyclouridine

Author(s) -

Chu ShihHsi,

Chen ZhiHao,

Weng ZumYao,

Rowe Elizabeth C.,

Chu Edward,

Chu MingYu Wang

Publication year - 1986

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570230609

Subject(s) - chemistry , potentiator , uracil , methylene , uridine , stereochemistry , combinatorial chemistry , biochemistry , medicinal chemistry , rna , pharmacology , dna , medicine , gene

A number of variations and derivatives of BAU (5‐benzylacyclouridine) and BBAU (5‐benzyloxybenzylacy‐clouridine), potent inhibitors of uridine phosphorylase were synthesized for evaluation as potential cancer chemotherapeutic agents. (“Acyclo” = 2′‐hydroxymethoxymethyl‐). These included a modification of the methylene group at N‐1, esters of the terminal hydroxyl of the acyclo group, and extension of the benzyl chain at position 5 of the uracil base. BBBAU was a very good potentiator of FUdR in cell culture.

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