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 26 条

[1] SYNTHESIS AND CARDIOTONIC ACTIVITY OF 2-INDOLINONES BEARING PYRIDYL GROUPS
ANDREANI, A
RAMBALDI, M
LEONI, A
LOCATELLI, A
BOSSA, R
CHIERICOZZI, M
DAMBROSIO, M
GALATULAS, I
[J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1993, 28 (7-8) : 653 - 657
[2] Andreani A, 1998, ANTICANCER RES, V18, P3407
[3] 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
[4] Antitumor Activity of New Substituted 3-(5-Imidazo[2,1-b]thiazolylmethylene)-2-indolinones and 3-(5-Imidazo[2,1-b]thiadiazolylmethylene)-2-indolinones: Selectivity against Colon Tumor Cells and Effect on Cell Cycle-Related Events
Andreani, Aldo
Burnelli, Silvia
Granaiola, Massimiliano
Leoni, Alberto
Locatelli, Alessandra
Morigi, Rita
Rambaldi, Mirella
Varoli, Lucilla
Calonghi, Natalia
Cappadone, Concettina
Voltattomi, Manuela
Zini, Maddalena
Stefanelli, Claudio
Masotti, Lanfranco
Shoemaker, Robert H.
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 2008, 51 (23) : 7508 - 7513
[5] Angeloff A, 2000, EUR J INORG CHEM, P1985
[6] New α-substituted succinate-based hydroxamic acids as TNFα convertase inhibitors
Barlaam, B
Bird, TG
Lambert-van der Brempt, C
Campbell, D
Foster, SJ
Maciewicz, R
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1999, 42 (23) : 4890 - 4908
[7] CLARK RD, 1991, SYNTHESIS-STUTTGART, P871
[8] A NEW EFFICIENT AND MILD SYNTHESIS OF 2-OXINDOLES BY ONE-POT WOLFF-KISHNER LIKE REDUCTION OF ISATIN DERIVATIVES
CRESTINI, C
SALADINO, R
[J]. SYNTHETIC COMMUNICATIONS, 1994, 24 (20) : 2835 - 2841
[9] Antioxidant functions of sulforaphane: a potent inducer of phase II detoxication enzymes
Fahey, JW
Talalay, P
[J]. FOOD AND CHEMICAL TOXICOLOGY, 1999, 37 (9-10) : 973 - 979
[10] Ghigi E., 1957, ATTI ACCAD SCI I SF, V11, P14

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