ChemInform Abstract: 6H‐Pyrazolo(4,5,1‐de)acridin‐6‐ones as a Novel Class of Antitumor Agents. Synthesis and Biological Activity.

Abstract

6H-Pyrazolo(4,5,1-de)acridin-6-ones as a Novel Class of Antitumor Agents. Synthesis and Biological Activity.-The title compounds (V) and (IX) (13 derivatives) are obtained by simultaneous introduction of the same amine side chain or by substitution with different amines successively at the C-2 and C-5 positions in (II) or (VI). They show DNA intercalating ability, antiproliferative activity in vitro against Hela S3 cells and significant antitumor activity in vivo against P388 leukemia and sarcoma 180 solid tumor in mice comparable to adriamycin. In part, they are also active against adriamycin-resistant P388 leukemia. The influence of the C-7 hydroxy group and different amine functions on the activity is discussed.-(SUGAYA, T.; MIMURA, Y.; SHIDA, Y.; OSAWA, Y.; MATSUKUMA, I.; IKEDA, S.; AKINAGA, S.; MORIMOTO, M.; ASHIZAWA, T.; OKABE, M.; OHNO, H.; GOMI, K.; KASAI, M.; J. Med.

Crystal structure, Hirshfeld surface and frontier molecular orbital analysis of 10-benzyl-9-(4-hydroxy-3-methoxyphenyl)-3,3,6,6-tetramethyl-3,4,6,7,9,10-hexahydroacridine-1,8(2H,5H)-dione

“…Some acridine derivatives (Nasim & Brychcy, 1979;Thull & Testa, 1994), also well known as therapeutic agents, have a wide range of applications in the pharmaceutical and dye industries. These include compounds that are used as anti-cancer (Sondhi et al, 2004;Sugaya et al, 1994;Kimura et al, 1993), anti-tubercular (Aly & Abadi, 2004;Tripathi et al, 2006), anti-inflammatory (Chen et al, 2002), anti-malarial (Kumar et al, 2009;Tomar et al, 2010), anti-viral (Gupta & Jaiswal, 2010;Tonelli et al, 2011), anti-parasitic (Di Giorgio, et al, 2005 and fungicidal agents (Srivastava & Nizamuddin, 2004). In this context, we report here the synthesis, crystal structure, Hirshfeld surface and frontier molecular orbital analysis of the title acridine-1,8-dione derivative.…”

Crystal structure, Hirshfeld surface and frontier molecular orbital analysis of 10-benzyl-9-(3-ethoxy-4-hydroxyphenyl)-3,3,6,6-tetramethyl-3,4,6,7,9,10-hexahydroacridine-1,8(2H,5H)-dione

“…Acridine derivatives (Nasim & Brychcy, 1979;Thull & Testa, 1994;Má ndi et al, 1994), well known as therapeutic agents, are important because of their range of applications in the dye and pharmaceutical industries. Certain acridinedione derivatives exhibit good inhibition against the pathogen vibro isolate-I (Josephrajan et al, 2005), display anti-cancer (Sondhi et al, 2004;Sugaya et al, 1994;Kimura et al, 1993) and antitumour (Talacki et al, 1974) activity and act as K-channel openers (Li et al, 1996).…”

A Facile and Catalyst-free Synthesis of Hexahydroacridine-1,8(2H,5H )-dione and Octahydroacridin-10(1H )-yl)thiourea Derivatives: Inter- and Intramolecular Aza-Michael addition

“…Acridine derivatives have a significant location in medicinal chemistry because of their extensive applications in biology. These derivatives exhibit fungicidal [1,2], anti-cancer [3][4][5], anti-parasitic [6], anti-inflammatory, and anti-microbial activities [7,8]. In addition, they are important components of effective analgesics [9,10].…”