Antitumor activity and COMPARE analysis of bis-indole derivatives

被引：19

作者：

Andreani, Aldo ^{[1
]}

Burnelli, Silvia ^{[1
]}

Granaiola, Massimiliano ^{[1
]}

Leoni, Alberto ^{[1
]}

Locatelli, Alessandra ^{[1
]}

Morigi, Rita ^{[1
]}

Rambaldi, Mirella ^{[1
]}

Varoli, Lucilla ^{[1
]}

Landi, Laura ^{[2
]}

Prata, Cecilia ^{[2
]}

Dalla Sega, Francesco Vieceli ^{[2
]}

Caliceti, Cristiana ^{[2
]}

Shoemaker, Robert H. ^{[3
]}

机构：

[1] Univ Bologna, Dipartimento Sci Farmaceut, I-40126 Bologna, Italy

[2] Univ Bologna, Dipartimento Biochim G Moruzzi, I-40126 Bologna, Italy

[3] NCI, Div Canc Treatment & Diag, Screening Technol Branch, Dev Therapeut Program, Frederick, MD 21702 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2010年 / 18卷 / 09期

关键词：

Indole; Pyridine; Antitumor; Hollow fiber assay; COMPARE; NQO1; TUMOR-CELL-LINES; INHIBITORS; INDUCERS; NAD(P)H;

D O I：

10.1016/j.bmc.2010.03.063

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

This paper reports the synthesis of new derivatives (formed by two indole systems separated by a central moiety) analogous of potent antitumor agents previously described. The activity of the bis-indoles bearing a pyridine core confirms the good result described in the previous paper and compound 4c was chosen for the first in vivo experiment (Hollow Fiber Assay). COMPARE analysis and structure-activity relationships were also considered. Contrary to data reported by other Authors, no correlations were found between antitumor activity and NQO1 induction. (c) 2010 Elsevier Ltd. All rights reserved.

引用

页码：3004 / 3011

页数：8

共 50 条

[1] Antitumor activity of bis-indole derivatives
Andreani, Aldo
Burnelli, Silvia
Granaiola, Massimiliano
Leoni, Alberto
Locatelli, Alessandra
Morigi, Rita
Rambaldi, Mirella
Varoli, Lucilla
Landi, Laura
Prata, Cecilia
Berridge, Michael V.
Grasso, Carole
Fiebig, Heinz-Herbert
Kelter, Gerhard
Burger, Angelika M.
Kunkel, Mark W.
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 2008, 51 (15) : 4563 - 4570
[2] THE SYNTHESIS OF BIS-INDOLE ALKALOIDS AND THEIR DERIVATIVES
LOUNASMAA, M
NEMES, A
[J]. TETRAHEDRON, 1982, 38 (02) : 223 - 243
[3] Bis-indole derivatives with antitumor activity turn out to be specific ligands of human telomeric G-quadruplex
Amato, Jussara
Iaccarino, Nunzia
Pagano, Bruno
Morigi, Rita
Locatelli, Alessandra
Leoni, Alberto
Rambaldi, Mirella
Zizza, Pasquale
Biroccio, Annamaria
Novellino, Ettore
Randazzo, Antonio
[J]. FRONTIERS IN CHEMISTRY, 2014, 2
[4] Synthesis of a 7-(aminomethyl)indole and related bis-indole derivatives
Kandemir, Hakan
Sengul, Ibrahim F.
Kumar, Naresh
Black, David StC.
[J]. ARKIVOC, 2016, : 288 - 295
[5] Construction of Bis-Indole Derivatives Using α-Amylase Enzyme: Application in the Gram-Scale Synthesis of Bis-Indole Containing Bioactive Molecules
Kamboj, Priya
Tyagi, Vikas
[J]. ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2023, 12 (04)
[6] A novel bis-indole destabilizes microtubules and displays potent in vitro and in vivo antitumor activity in prostate cancer
Sunjoo Ahn
Dong Jin Hwang
Christina M. Barrett
Jun Yang
Charles B. Duke
Duane D. Miller
James T. Dalton
[J]. Cancer Chemotherapy and Pharmacology, 2011, 67 : 293 - 304
[7] A novel bis-indole destabilizes microtubules and displays potent in vitro and in vivo antitumor activity in prostate cancer
Ahn, Sunjoo
Hwang, Dong Jin
Barrett, Christina M.
Yang, Jun
Duke, Charles B., III
Miller, Duane D.
Dalton, James T.
[J]. CANCER CHEMOTHERAPY AND PHARMACOLOGY, 2011, 67 (02) : 293 - 304
[8] CHEMISTRY OF BIS-INDOLE ALKALOIDS
CHATTERJEE, A
GANGULI, G
[J]. JOURNAL OF SCIENTIFIC & INDUSTRIAL RESEARCH, 1964, 23 (05): : 178 - &
[9] Isatin Bis-Indole and Bis-Imidazothiazole Hybrids: Synthesis and Antimicrobial Activity
Bonvicini, Francesca
Locatelli, Alessandra
Morigi, Rita
Leoni, Alberto
Gentilomi, Giovanna Angela
[J]. MOLECULES, 2022, 27 (18):
[10] Synthesis and Cytotoxic Activity of Novel Mono- and Bis-Indole Derivatives: Analogues of Marine Alkaloid Nortopsentin
Kamel, Mona Monir
Abdel-Hameid, Mohamed Kamal
El-Nassan, Hala Bakr
El-Khouly, Eman Adel
[J]. MEDICINAL CHEMISTRY, 2021, 17 (07) : 779 - 789

← 1 2 3 4 5 →