Biological activity of water-soluble fullerenes. Structural dependence of DNA cleavage, cytotoxicity, and enzyme inhibitory activities including HIV-protease inhibition

Eiichi Nakamura, Hidetoshi Tokuyama, Shigeru Yamago, Takashi Shiraki, Yukio Sugiura

Research output: Contribution to journalArticlepeer-review

186 Citations (Scopus)

Abstract

Two different classes of water-soluble fullerene derivatives, detergent-type and sphere-type, were synthesized. The derivatives were evaluated for their biological activities including cytotoxicity, DNA cleavage, and inhibition of HIV protease and other enzymes. Both classes of compounds display generally similar behavior except for their cytotoxicity spectra against several cell lines. The fullerene derivatives bearing N-methylpyrrole were found to be photo-inactive with respect to DNA cleaving activity and cytotoxicity. A study on the kinetics for the inhibition of HIV-protease with detergent type derivative revealed that the compound is a potent fullerene-based HIV protease inhibitor, inhibiting the enzyme activity in a reversible and competitive manner with a K(i) value of 0.32 μM.

Original languageEnglish
Pages (from-to)2143-2151
Number of pages9
JournalBulletin of the Chemical Society of Japan
Volume69
Issue number8
DOIs
Publication statusPublished - 1996 Jan 1
Externally publishedYes

ASJC Scopus subject areas

  • Chemistry(all)

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