Glucal-conjugated sterols as novel vascular leakage blocker: Structure-activity relationship focusing on the C17-side chain

Kyeojin Kim; Sony Maharjan; Changjin Lim; Nam Jung Kim; Vijayendra Agrawal; Young Taek Han; Sujin Lee; Hongchan An; Hwayoung Yun; Hyun Jung Choi; Young Guen Kwon; Young Ger Suh

doi:10.1016/j.ejmech.2014.01.027

Glucal-conjugated sterols as novel vascular leakage blocker: Structure-activity relationship focusing on the C₁₇-side chain

Kyeojin Kim
, Sony Maharjan
, Changjin Lim
, Nam Jung Kim
, Vijayendra Agrawal
, Young Taek Han
, Sujin Lee
, Hongchan An
, Hwayoung Yun
, Hyun Jung Choi
, Young Guen Kwon
, Young Ger Suh^*

^*Corresponding author for this work

Department of Pharmacy

Seoul National University
Yonsei University
Kyung Hee University
Woosuk University

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

6 Scopus citations

Abstract

A series of glucal-conjugated sterols as novel vascular leakage blocker were identified through design, synthesis and biologically evaluation. In addition, the structure-activity relationship (SAR) of the glucal-conjugated sterols focusing on the C₁₇-side chain was also established. The sterol analogs linked with the rigid C₁₇-side chain side chains exhibited potent cell survival activities. In particular, analog 21l, which possesses a cyclopentyl oxime moiety, was shown to have excellent pharmacological effects on retinal vascular leakage in a diabetic mouse model.

Original language	English
Pages (from-to)	184-194
Number of pages	11
Journal	European Journal of Medicinal Chemistry
Volume	75
DOIs	https://doi.org/10.1016/j.ejmech.2014.01.027
State	Published - 2014.03.21

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

SDG 3 Good Health and Well-being

Keywords

Anti-apoptotic agents
Diabetic retinopathy
Ginsenoside Rk1
Oxime
Pregnenolone
Tight junction

Access to Document

10.1016/j.ejmech.2014.01.027

Cite this

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title = "Glucal-conjugated sterols as novel vascular leakage blocker: Structure-activity relationship focusing on the C17-side chain",

abstract = "A series of glucal-conjugated sterols as novel vascular leakage blocker were identified through design, synthesis and biologically evaluation. In addition, the structure-activity relationship (SAR) of the glucal-conjugated sterols focusing on the C17-side chain was also established. The sterol analogs linked with the rigid C17-side chain side chains exhibited potent cell survival activities. In particular, analog 21l, which possesses a cyclopentyl oxime moiety, was shown to have excellent pharmacological effects on retinal vascular leakage in a diabetic mouse model.",

keywords = "Anti-apoptotic agents, Diabetic retinopathy, Ginsenoside Rk1, Oxime, Pregnenolone, Tight junction",

author = "Kyeojin Kim and Sony Maharjan and Changjin Lim and Kim, \{Nam Jung\} and Vijayendra Agrawal and Han, \{Young Taek\} and Sujin Lee and Hongchan An and Hwayoung Yun and Choi, \{Hyun Jung\} and Kwon, \{Young Guen\} and Suh, \{Young Ger\}",

year = "2014",

month = mar,

day = "21",

doi = "10.1016/j.ejmech.2014.01.027",

language = "English",

volume = "75",

pages = "184--194",

journal = "European Journal of Medicinal Chemistry",

issn = "0223-5234",

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T1 - Glucal-conjugated sterols as novel vascular leakage blocker

T2 - Structure-activity relationship focusing on the C17-side chain

AU - Kim, Kyeojin

AU - Maharjan, Sony

AU - Lim, Changjin

AU - Kim, Nam Jung

AU - Agrawal, Vijayendra

AU - Han, Young Taek

AU - Lee, Sujin

AU - An, Hongchan

AU - Yun, Hwayoung

AU - Choi, Hyun Jung

AU - Kwon, Young Guen

AU - Suh, Young Ger

PY - 2014/3/21

Y1 - 2014/3/21

N2 - A series of glucal-conjugated sterols as novel vascular leakage blocker were identified through design, synthesis and biologically evaluation. In addition, the structure-activity relationship (SAR) of the glucal-conjugated sterols focusing on the C17-side chain was also established. The sterol analogs linked with the rigid C17-side chain side chains exhibited potent cell survival activities. In particular, analog 21l, which possesses a cyclopentyl oxime moiety, was shown to have excellent pharmacological effects on retinal vascular leakage in a diabetic mouse model.

AB - A series of glucal-conjugated sterols as novel vascular leakage blocker were identified through design, synthesis and biologically evaluation. In addition, the structure-activity relationship (SAR) of the glucal-conjugated sterols focusing on the C17-side chain was also established. The sterol analogs linked with the rigid C17-side chain side chains exhibited potent cell survival activities. In particular, analog 21l, which possesses a cyclopentyl oxime moiety, was shown to have excellent pharmacological effects on retinal vascular leakage in a diabetic mouse model.

KW - Anti-apoptotic agents

KW - Diabetic retinopathy

KW - Ginsenoside Rk1

KW - Oxime

KW - Pregnenolone

KW - Tight junction

UR - https://www.scopus.com/pages/publications/84894133816

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DO - 10.1016/j.ejmech.2014.01.027

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JF - European Journal of Medicinal Chemistry

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