2- and 6-methyl-1,4-naphthoquinone derivatives and potential bioreductive alkylating agents.

doi:10.1021/JM00348A023

Paper

2- and 6-methyl-1,4-naphthoquinone derivatives and potential bioreductive alkylating agents.

Published Jun 1, 1982 · I. Antonini, T. Lin, L. A. Cosby

Journal of medicinal chemistry

34

Citations

0

Influential Citations

Full text

Abstract

A number of antineoplastic agents possess both the quinone nucleus and an appropriate substituent that permits them to function as bioreductive alkylating agents. To develop new compounds of this type with unique properties, we have synthesized a series of 2- and 6-methyl-1,4-naphthoquinone derivatives and have evaluated them for antineoplastic activity against Sarcoma 180 ascites cells. Several of these quinones showed antitumor activity, causing significant prolongation of the survival time of tumor-bearing mice. Among the most active agents were the mesylates, tosylates, and N-(chloroethyl)carbamates of 2- and 6-methyl-1,4-naphthoquinone. That bioreductive activation to a quinone methide might be involved in the mechanism of action of these agents was shown by the finding that compounds with the best leaving groups were the most efficacious as antineoplastic agents.

In Vitro Study

Study Snapshot

2- and 6-methyl-1,4-naphthoquinone derivatives show antitumor activity, with the most active compounds being mesylates, tosylates, and N-(chloroethyl)carbamates, potentially acting as bioreductive alkylating

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

2- and 6-methyl-1,4-naphthoquinone derivatives and potential bioreductive alkylating agents.

References

Citations