Syntheses and biological evaluations of alpha-D-mannosyl [60]fullerenols.

Abstract:

:[60]Fullerenols carrying mono- and bis-alpha-D-mannosyl linkages on the surface were prepared via a [3+2]-cycloaddition reaction between 2-azidoethyl alpha-D-mannoside and C(60) followed by polyhydroxylation with aqueous NaOH. Their biological activity was evaluated in terms of binding affinity to lectins by hemagglutination assay and surface plasmon resonance. [60]Fullerenols without the mannosyl linkage caused aggregation of erythrocytes and binding to a beta-D-galactopyranoside specific lectin (RCA(120)). In contrast, mono- and bis-mannosyl fullerenols were found to decrease the activity for both aggregating erythrocytes and binding to RCA(120), and mono-mannosyl fullerenols turned to binding to alpha-D-mannose specific lectin (Con A).

journal_name

Bioorg Med Chem Lett

authors

Kato H,Yashiro A,Mizuno A,Nishida Y,Kobayashi K,Shinohara H

doi

10.1016/s0960-894x(01)00583-2

subject

Has Abstract

pub_date

2001-11-19 00:00:00

pages

2935-9

issue

22

eissn

0960-894X

issn

1464-3405

pii

S0960894X01005832

journal_volume

11

pub_type

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