Synthesis and antihyperglycemic activity of erythrose, ribose and substituted pyrrolidine containing thiazolidinedione derivatives

Bok Young Kim; Joong Bok Ahn; Hong Woo Lee; Kyoung Sik Moon; Tae Bo Sim; Jae Soo Shin; Soon Kil Ahn; Chung Il Hong

doi:10.1248/cpb.51.276

Synthesis and antihyperglycemic activity of erythrose, ribose and substituted pyrrolidine containing thiazolidinedione derivatives

Bok Young Kim, Joong Bok Ahn, Hong Woo Lee^*, Kyoung Sik Moon, Tae Bo Sim, Jae Soo Shin, Soon Kil Ahn, Chung Il Hong

^*Corresponding author for this work

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

16 Citations (Scopus)

Abstract

A series of erythrose, ribose, and substituted pyrrolidine containing 2,4-thiazolidinediones were synthesized. Among them, thirteen unsaturated thiazolidinediones, six saturated thiazolidinediones and two unsaturated malonates were evaluated for their ability to enhance glucose utilization in cultured L6 myocytes. On the basis of the in vitro activity, 5-{4-[2-(1-benzyl-3,4-bis-benzyloxypyrrolidin-2-yl)ethoxy]benzylidene} thiazolidine-2,4-dione 24b was selected as the candidate for further pharmacological studies.

Original language	English
Pages (from-to)	276-285
Number of pages	10
Journal	Chemical and Pharmaceutical Bulletin
Volume	51
Issue number	3
DOIs	https://doi.org/10.1248/cpb.51.276
Publication status	Published - 2003 Mar

Keywords

Erythrose
Glucose utilization
Insulin sensitizing agent
Ribose
Substituted pyrrolidine
Thiazolidinedione

ASJC Scopus subject areas

General Chemistry
Drug Discovery

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10.1248/cpb.51.276

Cite this

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title = "Synthesis and antihyperglycemic activity of erythrose, ribose and substituted pyrrolidine containing thiazolidinedione derivatives",

abstract = "A series of erythrose, ribose, and substituted pyrrolidine containing 2,4-thiazolidinediones were synthesized. Among them, thirteen unsaturated thiazolidinediones, six saturated thiazolidinediones and two unsaturated malonates were evaluated for their ability to enhance glucose utilization in cultured L6 myocytes. On the basis of the in vitro activity, 5-\{4-[2-(1-benzyl-3,4-bis-benzyloxypyrrolidin-2-yl)ethoxy]benzylidene\} thiazolidine-2,4-dione 24b was selected as the candidate for further pharmacological studies.",

keywords = "Erythrose, Glucose utilization, Insulin sensitizing agent, Ribose, Substituted pyrrolidine, Thiazolidinedione",

author = "Kim, \{Bok Young\} and Ahn, \{Joong Bok\} and Lee, \{Hong Woo\} and Moon, \{Kyoung Sik\} and Sim, \{Tae Bo\} and Shin, \{Jae Soo\} and Ahn, \{Soon Kil\} and Hong, \{Chung Il\}",

year = "2003",

month = mar,

doi = "10.1248/cpb.51.276",

language = "English",

volume = "51",

pages = "276--285",

journal = "Chemical and Pharmaceutical Bulletin",

issn = "0009-2363",

publisher = "Pharmaceutical Society of Japan",

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TY - JOUR

T1 - Synthesis and antihyperglycemic activity of erythrose, ribose and substituted pyrrolidine containing thiazolidinedione derivatives

AU - Kim, Bok Young

AU - Ahn, Joong Bok

AU - Lee, Hong Woo

AU - Moon, Kyoung Sik

AU - Sim, Tae Bo

AU - Shin, Jae Soo

AU - Ahn, Soon Kil

AU - Hong, Chung Il

PY - 2003/3

Y1 - 2003/3

N2 - A series of erythrose, ribose, and substituted pyrrolidine containing 2,4-thiazolidinediones were synthesized. Among them, thirteen unsaturated thiazolidinediones, six saturated thiazolidinediones and two unsaturated malonates were evaluated for their ability to enhance glucose utilization in cultured L6 myocytes. On the basis of the in vitro activity, 5-{4-[2-(1-benzyl-3,4-bis-benzyloxypyrrolidin-2-yl)ethoxy]benzylidene} thiazolidine-2,4-dione 24b was selected as the candidate for further pharmacological studies.

AB - A series of erythrose, ribose, and substituted pyrrolidine containing 2,4-thiazolidinediones were synthesized. Among them, thirteen unsaturated thiazolidinediones, six saturated thiazolidinediones and two unsaturated malonates were evaluated for their ability to enhance glucose utilization in cultured L6 myocytes. On the basis of the in vitro activity, 5-{4-[2-(1-benzyl-3,4-bis-benzyloxypyrrolidin-2-yl)ethoxy]benzylidene} thiazolidine-2,4-dione 24b was selected as the candidate for further pharmacological studies.

KW - Erythrose

KW - Glucose utilization

KW - Insulin sensitizing agent

KW - Ribose

KW - Substituted pyrrolidine

KW - Thiazolidinedione

UR - https://www.scopus.com/pages/publications/0142009510

U2 - 10.1248/cpb.51.276

DO - 10.1248/cpb.51.276

M3 - Article

C2 - 12612411

AN - SCOPUS:0142009510

SN - 0009-2363

VL - 51

SP - 276

EP - 285

JO - Chemical and Pharmaceutical Bulletin

JF - Chemical and Pharmaceutical Bulletin

IS - 3

ER -

Synthesis and antihyperglycemic activity of erythrose, ribose and substituted pyrrolidine containing thiazolidinedione derivatives

Abstract

Keywords

ASJC Scopus subject areas

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