Studies on selectin blocker. 1. Structure-activity relationships of sialyl Lewis X analogs

Hiroshi Ohmoto; Kenji Nakamura; Tomomi Inoue; Noriko Kondo; Yoshimasa Inoue; Kohichiro Yoshino; Hirosato Kondo; Hideharu Ishida; Makoto Kiso; Akira Hasegawa

doi:10.1021/jm9506478

Studies on selectin blocker. 1. Structure-activity relationships of sialyl Lewis X analogs

Hiroshi Ohmoto, Kenji Nakamura, Tomomi Inoue, Noriko Kondo, Yoshimasa Inoue, Kohichiro Yoshino, Hirosato Kondo, Hideharu Ishida, Makoto Kiso, Akira Hasegawa

Research output: Contribution to journal › Review article › peer-review

64 Citations (Scopus)

Abstract

As a part of our studies of selectin blockers, we prepared 1-deoxy-3'-O- sulfo Le(x) analogs (1-3), 1-deoxy-3'-O-phosphono Le(x) analogs (4), and 1- deoxy sLe(x) analogs (5-7), and examined their inhibitory activities against natural ligand (sLe(x)) binding to E-selectin, P-selectin, and L-selectin. The 1-deoxy sLe(x) 5 was up to 20 times more potent an inhibitor than the sLe(x) tetrasaccharide toward P- and L-selectin binding. This indicates that the modification of the 1 or 2 position of sLe(x) is useful in the design of a more potent selectin blocker.

Original language	English
Pages (from-to)	1339-1343
Number of pages	5
Journal	Journal of Medicinal Chemistry
Volume	39
Issue number	6
DOIs	https://doi.org/10.1021/jm9506478
Publication status	Published - Mar 15 1996
Externally published	Yes

All Science Journal Classification (ASJC) codes

Molecular Medicine
Drug Discovery

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10.1021/jm9506478

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Studies on selectin blocker. 1. Structure-activity relationships of sialyl Lewis X analogs. / Ohmoto, Hiroshi; Nakamura, Kenji; Inoue, Tomomi; Kondo, Noriko; Inoue, Yoshimasa; Yoshino, Kohichiro; Kondo, Hirosato; Ishida, Hideharu; Kiso, Makoto; Hasegawa, Akira.

In: Journal of Medicinal Chemistry, Vol. 39, No. 6, 15.03.1996, p. 1339-1343.

Research output: Contribution to journal › Review article › peer-review

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abstract = "As a part of our studies of selectin blockers, we prepared 1-deoxy-3'-O- sulfo Le(x) analogs (1-3), 1-deoxy-3'-O-phosphono Le(x) analogs (4), and 1- deoxy sLe(x) analogs (5-7), and examined their inhibitory activities against natural ligand (sLe(x)) binding to E-selectin, P-selectin, and L-selectin. The 1-deoxy sLe(x) 5 was up to 20 times more potent an inhibitor than the sLe(x) tetrasaccharide toward P- and L-selectin binding. This indicates that the modification of the 1 or 2 position of sLe(x) is useful in the design of a more potent selectin blocker.",

author = "Hiroshi Ohmoto and Kenji Nakamura and Tomomi Inoue and Noriko Kondo and Yoshimasa Inoue and Kohichiro Yoshino and Hirosato Kondo and Hideharu Ishida and Makoto Kiso and Akira Hasegawa",

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AU - Ohmoto, Hiroshi

AU - Nakamura, Kenji

AU - Inoue, Tomomi

AU - Kondo, Noriko

AU - Inoue, Yoshimasa

AU - Yoshino, Kohichiro

AU - Kondo, Hirosato

AU - Ishida, Hideharu

AU - Kiso, Makoto

AU - Hasegawa, Akira

PY - 1996/3/15

Y1 - 1996/3/15

N2 - As a part of our studies of selectin blockers, we prepared 1-deoxy-3'-O- sulfo Le(x) analogs (1-3), 1-deoxy-3'-O-phosphono Le(x) analogs (4), and 1- deoxy sLe(x) analogs (5-7), and examined their inhibitory activities against natural ligand (sLe(x)) binding to E-selectin, P-selectin, and L-selectin. The 1-deoxy sLe(x) 5 was up to 20 times more potent an inhibitor than the sLe(x) tetrasaccharide toward P- and L-selectin binding. This indicates that the modification of the 1 or 2 position of sLe(x) is useful in the design of a more potent selectin blocker.

AB - As a part of our studies of selectin blockers, we prepared 1-deoxy-3'-O- sulfo Le(x) analogs (1-3), 1-deoxy-3'-O-phosphono Le(x) analogs (4), and 1- deoxy sLe(x) analogs (5-7), and examined their inhibitory activities against natural ligand (sLe(x)) binding to E-selectin, P-selectin, and L-selectin. The 1-deoxy sLe(x) 5 was up to 20 times more potent an inhibitor than the sLe(x) tetrasaccharide toward P- and L-selectin binding. This indicates that the modification of the 1 or 2 position of sLe(x) is useful in the design of a more potent selectin blocker.

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SN - 0022-2623

IS - 6

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Studies on selectin blocker. 1. Structure-activity relationships of sialyl Lewis X analogs

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