Novel Combretastatin Analogues Effective against Murine Solid Tumors: Design and Structure−Activity Relationships
Koji OHSUMI
1
,
Ryusuke NAKAGAWA
1
,
Yumiko Fukuda
1
,
Toshihiro Hatanaka
1
,
Yoshihiro MORINAGA
1
,
Yukio Nihei
1
,
KAZUO OHISHI
1
,
Yasuyo SUGA
1
,
Yukio Akiyama
1
,
Takashi Tsuji
1
1
Central Research Laboratories, Ajinomoto Company Ltd., 1-1 Suzuki-cho, Kawasaki, Kawasaki 210, Japan
|
Publication type: Journal Article
Publication date: 1998-07-01
scimago Q1
wos Q1
SJR: 1.801
CiteScore: 11.5
Impact factor: 6.8
ISSN: 00222623, 15204804
PubMed ID:
9685242
Drug Discovery
Molecular Medicine
Abstract
A series of combretastatin A-4 (CA-4) analogues were synthesized, and their cytotoxic effects against murine Colon 26 adenocarcinoma and inhibitory activity on tubulin polymerization were evaluated. Since CA-4 has limited aqueous solubility, the target compounds were designed to improve solubility by introduction of a nitrogen-containing group. Among the compounds synthesized, those with an amino moiety in place of the phenolic OH of CA-4 showed potent antitubulin activity and cytotoxicity against murine Colon 26 adenocarcinoma in vitro. Some of the compounds which were potent in vitro were evaluated in the murine tumor model Colon 26 in vivo. Among these, 13bHCl, 21aHCl, and 21bHCl showed significant antitumor activity in the animal model, while CA-4 was ineffective. 13bHCl and 21aHCl were further evaluated in two murine tumor models (Colon 38 and 3LL) and human xenografts HCT-15. These compounds showed potent antitumor activity comparable or superior to that of CDDP. The structure-activity relationships of this series of compounds are also discussed.
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232
Total citations:
232
Citations from 2025:
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(1.29%)
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OHSUMI K. et al. Novel Combretastatin Analogues Effective against Murine Solid Tumors: Design and Structure−Activity Relationships // Journal of Medicinal Chemistry. 1998. Vol. 41. No. 16. pp. 3022-3032.
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OHSUMI K., NAKAGAWA R., Fukuda Y., Hatanaka T., MORINAGA Y., Nihei Y., OHISHI K., SUGA Y., Akiyama Y., Tsuji T. Novel Combretastatin Analogues Effective against Murine Solid Tumors: Design and Structure−Activity Relationships // Journal of Medicinal Chemistry. 1998. Vol. 41. No. 16. pp. 3022-3032.
Cite this
RIS
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TY - JOUR
DO - 10.1021/jm980101w
UR - https://doi.org/10.1021/jm980101w
TI - Novel Combretastatin Analogues Effective against Murine Solid Tumors: Design and Structure−Activity Relationships
T2 - Journal of Medicinal Chemistry
AU - OHSUMI, Koji
AU - NAKAGAWA, Ryusuke
AU - Fukuda, Yumiko
AU - Hatanaka, Toshihiro
AU - MORINAGA, Yoshihiro
AU - Nihei, Yukio
AU - OHISHI, KAZUO
AU - SUGA, Yasuyo
AU - Akiyama, Yukio
AU - Tsuji, Takashi
PY - 1998
DA - 1998/07/01
PB - American Chemical Society (ACS)
SP - 3022-3032
IS - 16
VL - 41
PMID - 9685242
SN - 0022-2623
SN - 1520-4804
ER -
Cite this
BibTex (up to 50 authors)
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@article{1998_OHSUMI,
author = {Koji OHSUMI and Ryusuke NAKAGAWA and Yumiko Fukuda and Toshihiro Hatanaka and Yoshihiro MORINAGA and Yukio Nihei and KAZUO OHISHI and Yasuyo SUGA and Yukio Akiyama and Takashi Tsuji},
title = {Novel Combretastatin Analogues Effective against Murine Solid Tumors: Design and Structure−Activity Relationships},
journal = {Journal of Medicinal Chemistry},
year = {1998},
volume = {41},
publisher = {American Chemical Society (ACS)},
month = {jul},
url = {https://doi.org/10.1021/jm980101w},
number = {16},
pages = {3022--3032},
doi = {10.1021/jm980101w}
}
Cite this
MLA
Copy
OHSUMI, Koji, et al. “Novel Combretastatin Analogues Effective against Murine Solid Tumors: Design and Structure−Activity Relationships.” Journal of Medicinal Chemistry, vol. 41, no. 16, Jul. 1998, pp. 3022-3032. https://doi.org/10.1021/jm980101w.