Synthesis and chain length-anti-HIV activity relationship of fully N- and O-sulfated homooligomers of tyrosine

Authors
Ueki, M Watanabe, S Saitoh, T Nakashima, H Yamamoto, N Ogawara, H
Citation
M. Ueki et al., Synthesis and chain length-anti-HIV activity relationship of fully N- and O-sulfated homooligomers of tyrosine, BIO MED CH, 9(2), 2001, pp. 487-492
Citations number
11
Categorie Soggetti
Chemistry & Analysis
Journal title
BIOORGANIC & MEDICINAL CHEMISTRY
ISSN journal
09680896 → ACNP
Volume
9
Issue
2
Year of publication
2001
Pages
487 - 492
Database
ISI
SICI code
0968-0896(200102)9:2<487:SACLAR>2.0.ZU;2-Z
Abstract
Fully N- and O-sulfated homooligomers from octamer to nonadecamer of tyrosi ne were obtained as their sodium salts, NaO3S-[Tyr(SO3Na)](n)-ONa (n=8-19), from reaction mixtures of tyrosine with sulfur trioxide trimethylamine and pyridine complexes, respectively, in pyridine. Their anti-HIV activity inc reased along with the increase of the chain length up to the dodecamer, mai ntained the same level to the length of the heptadecamer and then decreased . The maximal activity level was the same as or higher than that of dextran and curdlan sulfates. (C) 2001 Elsevier Science Ltd. All rights reserved.