Naphthazarin derivatives (II): Formation of glutathione conjugate, inhibition of DNA topoisomerase-I and cytotoxicity

Gyu Yong Song; Xiang Guo Zheng; Yong Kim; Young Jae You; Dai Eun Sok; Byung Zun Ahn

doi:10.1016/S0960-894X(99)00397-2

Naphthazarin derivatives (II): Formation of glutathione conjugate, inhibition of DNA topoisomerase-I and cytotoxicity

Gyu Yong Song
, Xiang Guo Zheng
, Yong Kim
, Young Jae You
, Dai Eun Sok
, Byung Zun Ahn

Pharmaceutical Sciences

University at Buffalo

Chungnam National University

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

30 Scopus citations

Abstract

6-(1-Hydroxyalkyl)-5,8-dimethoxy-1,4-naphthoquinones, expressing a higher reactivity in conjugation with glutathione, showed a greater potency in the inhibition of DNA topoisomerase-I and the cytotoxicity against L1210 cells than 2-(1-hydroxyalkyl)-DMNQ derivatives, implying the participation of electrophilic arylation in the bioactivities. In further study 6-(1- Hydroxyalkyl)-5,8-dimethoxy-1,4-naphthoquinones with an alkyl group of shorter chain length (C₂ ~ C₆) exerted a greater bioactivities than those with longer chain length (> C₆).

Original language	English
Pages (from-to)	2407-2412
Number of pages	6
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	9
Issue number	16
DOIs	https://doi.org/10.1016/S0960-894X(99)00397-2
State	Published - Aug 16 1999

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title = "Naphthazarin derivatives (II): Formation of glutathione conjugate, inhibition of DNA topoisomerase-I and cytotoxicity",

abstract = "6-(1-Hydroxyalkyl)-5,8-dimethoxy-1,4-naphthoquinones, expressing a higher reactivity in conjugation with glutathione, showed a greater potency in the inhibition of DNA topoisomerase-I and the cytotoxicity against L1210 cells than 2-(1-hydroxyalkyl)-DMNQ derivatives, implying the participation of electrophilic arylation in the bioactivities. In further study 6-(1- Hydroxyalkyl)-5,8-dimethoxy-1,4-naphthoquinones with an alkyl group of shorter chain length (C2 \textasciitilde{} C6) exerted a greater bioactivities than those with longer chain length (> C6).",

author = "Song, \{Gyu Yong\} and Zheng, \{Xiang Guo\} and Yong Kim and You, \{Young Jae\} and Sok, \{Dai Eun\} and Ahn, \{Byung Zun\}",

year = "1999",

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doi = "10.1016/S0960-894X(99)00397-2",

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TY - JOUR

T1 - Naphthazarin derivatives (II)

T2 - Formation of glutathione conjugate, inhibition of DNA topoisomerase-I and cytotoxicity

AU - Song, Gyu Yong

AU - Zheng, Xiang Guo

AU - Kim, Yong

AU - You, Young Jae

AU - Sok, Dai Eun

AU - Ahn, Byung Zun

PY - 1999/8/16

Y1 - 1999/8/16

N2 - 6-(1-Hydroxyalkyl)-5,8-dimethoxy-1,4-naphthoquinones, expressing a higher reactivity in conjugation with glutathione, showed a greater potency in the inhibition of DNA topoisomerase-I and the cytotoxicity against L1210 cells than 2-(1-hydroxyalkyl)-DMNQ derivatives, implying the participation of electrophilic arylation in the bioactivities. In further study 6-(1- Hydroxyalkyl)-5,8-dimethoxy-1,4-naphthoquinones with an alkyl group of shorter chain length (C2 ~ C6) exerted a greater bioactivities than those with longer chain length (> C6).

AB - 6-(1-Hydroxyalkyl)-5,8-dimethoxy-1,4-naphthoquinones, expressing a higher reactivity in conjugation with glutathione, showed a greater potency in the inhibition of DNA topoisomerase-I and the cytotoxicity against L1210 cells than 2-(1-hydroxyalkyl)-DMNQ derivatives, implying the participation of electrophilic arylation in the bioactivities. In further study 6-(1- Hydroxyalkyl)-5,8-dimethoxy-1,4-naphthoquinones with an alkyl group of shorter chain length (C2 ~ C6) exerted a greater bioactivities than those with longer chain length (> C6).

UR - https://www.scopus.com/pages/publications/0033575723

U2 - 10.1016/S0960-894X(99)00397-2

DO - 10.1016/S0960-894X(99)00397-2

M3 - Article

C2 - 10476878

SN - 0960-894X

VL - 9

SP - 2407

EP - 2412

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 16

ER -

Naphthazarin derivatives (II): Formation of glutathione conjugate, inhibition of DNA topoisomerase-I and cytotoxicity

Abstract

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