N-linked analogs of retinoid O-glucuronides: potential cancer chemopreventive/chemotherapeutic agents

M. J. Robarge; J. J. Repa; K. K. Hanson; S. Seth; M. Clagett-Dame; H. Abou-Issa; R. W. Curley

doi:10.1016/S0960-894X(01)80113-X

N-linked analogs of retinoid O-glucuronides: potential cancer chemopreventive/chemotherapeutic agents

M. J. Robarge, J. J. Repa, K. K. Hanson, S. Seth, M. Clagett-Dame, H. Abou-Issa, R. W. Curley

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17 Scopus citations

Abstract

Glucuronide metabolites of retinoic acid (RA) and its analogs have been suggested to be active cancer chemopreventive/chemotherapeutic metabolites of the parent molecule. The glucuronide of RA is relatively unstable, thus we prepared N-linked glycoside analogs of RA that are nonsubstrates for β-glucuronidase in efforts to improve efficacy. The synthesis and biological activity of the analogs are reported.

Original language	English (US)
Pages (from-to)	2117-2122
Number of pages	6
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	4
Issue number	17
DOIs	https://doi.org/10.1016/S0960-894X(01)80113-X
State	Published - Sep 8 1994

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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10.1016/S0960-894X(01)80113-X

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abstract = "Glucuronide metabolites of retinoic acid (RA) and its analogs have been suggested to be active cancer chemopreventive/chemotherapeutic metabolites of the parent molecule. The glucuronide of RA is relatively unstable, thus we prepared N-linked glycoside analogs of RA that are nonsubstrates for β-glucuronidase in efforts to improve efficacy. The synthesis and biological activity of the analogs are reported.",

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T1 - N-linked analogs of retinoid O-glucuronides

T2 - potential cancer chemopreventive/chemotherapeutic agents

AU - Robarge, M. J.

AU - Repa, J. J.

AU - Hanson, K. K.

AU - Seth, S.

AU - Clagett-Dame, M.

AU - Abou-Issa, H.

AU - Curley, R. W.

PY - 1994/9/8

Y1 - 1994/9/8

N2 - Glucuronide metabolites of retinoic acid (RA) and its analogs have been suggested to be active cancer chemopreventive/chemotherapeutic metabolites of the parent molecule. The glucuronide of RA is relatively unstable, thus we prepared N-linked glycoside analogs of RA that are nonsubstrates for β-glucuronidase in efforts to improve efficacy. The synthesis and biological activity of the analogs are reported.

AB - Glucuronide metabolites of retinoic acid (RA) and its analogs have been suggested to be active cancer chemopreventive/chemotherapeutic metabolites of the parent molecule. The glucuronide of RA is relatively unstable, thus we prepared N-linked glycoside analogs of RA that are nonsubstrates for β-glucuronidase in efforts to improve efficacy. The synthesis and biological activity of the analogs are reported.

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U2 - 10.1016/S0960-894X(01)80113-X

DO - 10.1016/S0960-894X(01)80113-X

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JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 17

ER -

N-linked analogs of retinoid O-glucuronides: potential cancer chemopreventive/chemotherapeutic agents

Abstract

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