Synthesis of carbocyclic analogues of 3-deoxy-d-manno-2-octulosonic acid and N-acetylneuraminic acid

Seiichiro Ogawa; Masaru Yoshikawa; Toshihide Taki; Shigeki Yokoi; Noritaka Chida

doi:10.1016/0008-6215(94)00344-F

Synthesis of carbocyclic analogues of 3-deoxy-d-manno-2-octulosonic acid and N-acetylneuraminic acid

Seiichiro Ogawa, Masaru Yoshikawa, Toshihide Taki, Shigeki Yokoi, Noritaka Chida

Department of Applied Chemistry

Research output: Contribution to journal › Article › peer-review

15 Citations (Scopus)

Abstract

A carbocyclic analogue of N-acetylneuraminic acid was synthesised from the Diels-Alder endo-adduct of furan and acrylic acid, and its ammonium salt was subjected to bioassay. In addition, carbocyclic analogues of 3-deoxy-d-manno-2-octulosonic acid were synthesised in racemic form from the same synthetic intermediate.

Original language	English
Pages (from-to)	53-78
Number of pages	26
Journal	Carbohydrate Research
Volume	269
Issue number	1
DOIs	https://doi.org/10.1016/0008-6215(94)00344-F
Publication status	Published - 1995 Apr 3

Keywords

Carba-sugars
Carbocyclic Kdo-analogues
Carbocyclic Neu5Ac-analogues
Cyclitols
Sialidase inhibitors

ASJC Scopus subject areas

Analytical Chemistry
Biochemistry
Organic Chemistry

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10.1016/0008-6215(94)00344-F

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title = "Synthesis of carbocyclic analogues of 3-deoxy-d-manno-2-octulosonic acid and N-acetylneuraminic acid",

abstract = "A carbocyclic analogue of N-acetylneuraminic acid was synthesised from the Diels-Alder endo-adduct of furan and acrylic acid, and its ammonium salt was subjected to bioassay. In addition, carbocyclic analogues of 3-deoxy-d-manno-2-octulosonic acid were synthesised in racemic form from the same synthetic intermediate.",

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author = "Seiichiro Ogawa and Masaru Yoshikawa and Toshihide Taki and Shigeki Yokoi and Noritaka Chida",

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T1 - Synthesis of carbocyclic analogues of 3-deoxy-d-manno-2-octulosonic acid and N-acetylneuraminic acid

AU - Ogawa, Seiichiro

AU - Yoshikawa, Masaru

AU - Taki, Toshihide

AU - Yokoi, Shigeki

AU - Chida, Noritaka

PY - 1995/4/3

Y1 - 1995/4/3

N2 - A carbocyclic analogue of N-acetylneuraminic acid was synthesised from the Diels-Alder endo-adduct of furan and acrylic acid, and its ammonium salt was subjected to bioassay. In addition, carbocyclic analogues of 3-deoxy-d-manno-2-octulosonic acid were synthesised in racemic form from the same synthetic intermediate.

AB - A carbocyclic analogue of N-acetylneuraminic acid was synthesised from the Diels-Alder endo-adduct of furan and acrylic acid, and its ammonium salt was subjected to bioassay. In addition, carbocyclic analogues of 3-deoxy-d-manno-2-octulosonic acid were synthesised in racemic form from the same synthetic intermediate.

KW - Carba-sugars

KW - Carbocyclic Kdo-analogues

KW - Carbocyclic Neu5Ac-analogues

KW - Cyclitols

KW - Sialidase inhibitors

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JO - Carbohydrate Research

JF - Carbohydrate Research

IS - 1

ER -

Synthesis of carbocyclic analogues of 3-deoxy-d-manno-2-octulosonic acid and N-acetylneuraminic acid

Abstract

Keywords

ASJC Scopus subject areas

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