Carbocyclic analogs of thymine nucleosides and related 1‐substituted thymines | Zendy

Shealy Y. Fulmer | Zendy; O'Dell C. Allen | Zendy; Thorpe Martha C. | Zendy

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Carbocyclic analogs of thymine nucleosides and related 1‐substituted thymines

Author(s) -

Shealy Y. Fulmer,

O'Dell C. Allen,

Thorpe Martha C.

Publication year - 1981

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.5570180231

Subject(s) - thymine , chemistry , thymidine , stereochemistry , biochemistry , dna

The carbocyclic analogs of thymidine (IXf), 1‐β‐ribofuranosylthymine (IXg), and 1‐β‐3′‐deoxyribofuranosyl‐thymine (IXe) were synthesized by incorporating modifications into the Shaw method of synthesizing 2,4‐(1 H ,3 H )pyrimidinediones via acryloylureas. Simpler analogs of thymine nucleosides were also prepared by this method. The carbocyclic analog of thymidine displayed modest activity against Leukemia L1210 in vivo. It differs from a compound prepared previously by a Prins reaction.

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