Synthesis of thiazo- or thiadiazo- naphthalene carboxamides via mercuric intermediates and their antitumor and DNA photocleavage activities

Zhigang Li; Qing Yang; Xuhong Qian

doi:10.1016/j.tet.2005.03.135

Synthesis of thiazo- or thiadiazo- naphthalene carboxamides via mercuric intermediates and their antitumor and DNA photocleavage activities

Zhigang Li
, Qing Yang
, Xuhong Qian^*

^*Corresponding author for this work

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

12 Scopus citations

Abstract

Two kinds of thiazo- or thiadiazo- naphthalene carboxamides with aminoalkyl side chains at 5- or 6-position modified from naphthalimides were designed, synthesized and quantitatively evaluated as antitumor and DNA photocleaving agents. The compound with aminoalkyl side chain at 6-position showed stronger antitumor (A549, P388) and DNA photocleaving abilities than its isomer with that at 5-position. B₂, the most efficient DNA photocleaver, also exhibited the highest cytotoxicity with the IC₅₀ of 2.53 and 0.11 μM against cell lines of A549 and P388, respectively. These compounds also photocleaved DNA more efficiently than their corresponding naphthalimides.

Original language	English
Pages (from-to)	6634-6641
Number of pages	8
Journal	Tetrahedron
Volume	61
Issue number	27
DOIs	https://doi.org/10.1016/j.tet.2005.03.135
State	Published - 4 Jul 2005
Externally published	Yes

Keywords

Antitumor
Intercalating
Photocleavage

Access to Document

10.1016/j.tet.2005.03.135

Cite this

@article{f6603ea595d64888b58206dc3940d2d1,

title = "Synthesis of thiazo- or thiadiazo- naphthalene carboxamides via mercuric intermediates and their antitumor and DNA photocleavage activities",

abstract = "Two kinds of thiazo- or thiadiazo- naphthalene carboxamides with aminoalkyl side chains at 5- or 6-position modified from naphthalimides were designed, synthesized and quantitatively evaluated as antitumor and DNA photocleaving agents. The compound with aminoalkyl side chain at 6-position showed stronger antitumor (A549, P388) and DNA photocleaving abilities than its isomer with that at 5-position. B2, the most efficient DNA photocleaver, also exhibited the highest cytotoxicity with the IC50 of 2.53 and 0.11 μM against cell lines of A549 and P388, respectively. These compounds also photocleaved DNA more efficiently than their corresponding naphthalimides.",

keywords = "Antitumor, Intercalating, Photocleavage",

author = "Zhigang Li and Qing Yang and Xuhong Qian",

year = "2005",

month = jul,

day = "4",

doi = "10.1016/j.tet.2005.03.135",

language = "英语",

volume = "61",

pages = "6634--6641",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier Ltd",

number = "27",

}

TY - JOUR

T1 - Synthesis of thiazo- or thiadiazo- naphthalene carboxamides via mercuric intermediates and their antitumor and DNA photocleavage activities

AU - Li, Zhigang

AU - Yang, Qing

AU - Qian, Xuhong

PY - 2005/7/4

Y1 - 2005/7/4

N2 - Two kinds of thiazo- or thiadiazo- naphthalene carboxamides with aminoalkyl side chains at 5- or 6-position modified from naphthalimides were designed, synthesized and quantitatively evaluated as antitumor and DNA photocleaving agents. The compound with aminoalkyl side chain at 6-position showed stronger antitumor (A549, P388) and DNA photocleaving abilities than its isomer with that at 5-position. B2, the most efficient DNA photocleaver, also exhibited the highest cytotoxicity with the IC50 of 2.53 and 0.11 μM against cell lines of A549 and P388, respectively. These compounds also photocleaved DNA more efficiently than their corresponding naphthalimides.

AB - Two kinds of thiazo- or thiadiazo- naphthalene carboxamides with aminoalkyl side chains at 5- or 6-position modified from naphthalimides were designed, synthesized and quantitatively evaluated as antitumor and DNA photocleaving agents. The compound with aminoalkyl side chain at 6-position showed stronger antitumor (A549, P388) and DNA photocleaving abilities than its isomer with that at 5-position. B2, the most efficient DNA photocleaver, also exhibited the highest cytotoxicity with the IC50 of 2.53 and 0.11 μM against cell lines of A549 and P388, respectively. These compounds also photocleaved DNA more efficiently than their corresponding naphthalimides.

KW - Antitumor

KW - Intercalating

KW - Photocleavage

UR - https://www.scopus.com/pages/publications/20444480259

U2 - 10.1016/j.tet.2005.03.135

DO - 10.1016/j.tet.2005.03.135

M3 - 文章

AN - SCOPUS:20444480259

SN - 0040-4020

VL - 61

SP - 6634

EP - 6641

JO - Tetrahedron

JF - Tetrahedron

IS - 27

ER -

Synthesis of thiazo- or thiadiazo- naphthalene carboxamides via mercuric intermediates and their antitumor and DNA photocleavage activities

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this