# SYNTHESIS OF ANTITUMOR/VIRAL PYRIMIDINE C NUCLEOSIDES

> **NIH NIH R01** · SLOAN-KETTERING INST CAN RESEARCH · 1988 · $168,604

## Abstract

Chemical methods will be developed for the preparation of six classes of
C-nucleoside derivatives which are close analogs of either synthetic
derivatives with established antitumor and/or antiviral activity or natural
products.

Isosteres and isoelectronic analogs of nicotinamide nucleoside (classes 1
and 2) will by synthesized.  These C-nucleosides may show potent antitumor
activity by inhibiting IMP-dehydrogenase or they may potentiate the
activity of other anticancer drugs whose mode of action involves DNA strand
disruption.

NAD analogs (class 3) in which the nicotinamide nucleoside is replaced by a
class 1 or class 2 C-nucleoside will be prepared.  These analogs may be
more active that the C-nucleosides of classes 1 and 2.

C-Nucleoside analogs (class 4) of the potent antiherpetic and potential
antileukemic agents, FMAU and FEAU, will be synthesized by modification of
a preformed nucleoside (gamma-uridine) at the sugar moiety.

Novel ring transformation reactions will be developed and applied to facile
synthesis of antitumor antibiotics, showdomycin and oxazinomycin, and their
analogs (classes 5 and 6) from Gamma-uridine.

"In house" biochemical and chemotherapeutic collaborative studies for
proper evaluation of the targeted C-nucleosides are described briefly.
From these studies, structure-activity relationships should be forthcoming
to aid in the development of new agents superior to those currently
available for the treatment of cancer and/or viral infection in man.

## Key facts

- **NIH application ID:** 3171656
- **Project number:** 5R01CA033907-06
- **Recipient organization:** SLOAN-KETTERING INST CAN RESEARCH
- **SAM.gov UEI:** KUKXRCZ6NZC2
- **Principal Investigator:** KYOICHI A WATANABE
- **Activity code:** R01 (R01, R21, SBIR, etc.)
- **Funding institute:** NIH
- **Fiscal year:** 1988
- **Award amount:** $168,604
- **Award type:** 5
- **Project period:** 1983-07-01 → 1990-06-30

## Primary source

NIH RePORTER: https://reporter.nih.gov/project-details/3171656

## Citation

> US National Institutes of Health, RePORTER application 3171656, SYNTHESIS OF ANTITUMOR/VIRAL PYRIMIDINE C NUCLEOSIDES (5R01CA033907-06). Retrieved via MORVS 2026-10-25 from https://api.morvs.ai/grant/nih/3171656. Licensed CC0.

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