704912-40-3

Basic information

• Product Name: Quino[2,3:3,4]pyrrolo[2,1-b]quinazolin-11(13H)-one, 7-methoxy-
• Synonyms: Quino[2,3:3,4]pyrrolo[2,1-b]quinazolin-11(13H)-one, 7-methoxy-
• CAS NO: 704912-40-3
• Molecular Formula: C₁₉H₁₃N₃O₂
• Molecular Weight: 315.32542
• Mol File: 704912-40-3.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Quino[2,3:3,4]pyrrolo[2,1-b]quinazolin-11(13H)-one, 7-methoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Quino[2,3:3,4]pyrrolo[2,1-b]quinazolin-11(13H)-one, 7-methoxy-(704912-40-3)
• EPA Substance Registry System: Quino[2,3:3,4]pyrrolo[2,1-b]quinazolin-11(13H)-one, 7-methoxy-(704912-40-3)

Safety Data

• Hazardous Substances Data: 704912-40-3(Hazardous Substances Data)

Upstream product

• 5121-34-6 methyl 2-amino-3-methoxybenzoate 
• 34535-42-7 2,3-dihydro[1H]-pyrrolo[3,4-b]quinolin-3-one 
• 93945-52-9 2-p-Toluolsulfonyloxy-3-methoxy-benzoesaeure 
• 292077-58-8 C-(2-Bromoquinolin-3-yl)methylamine 
• 292077-57-7 2-Bromoquinolin-3-ylmethyl azide 
• 148-53-8 3-methoxy-2-hydroxybenzaldehyde 
• 7740-04-7 3-methoxy-2-<(p-tolylsulfonyl)oxy>benzaldehyde 
• 15865-57-3 2-nitro-3-methoxybenzoyl chloride 

Relevant articles and documents

Synthesis and cytotoxic activity of substituted Luotonin A derivatives

Luotonin A is a cytotoxic alkaloid that has been shown to inhibit topoisomerase I via stabilization of the binary complex topoisomerase-DNA in the same fashion as camptothecin. The synthesis and the cytotoxic activity on the lung carcinoma cell line H460

Synthesis and topoisomerase I inhibitory properties of luotonin A analogues

Luotonin A, a naturally occurring pyrroloquinazolinoquinoline alkaloid, has been previously demonstrated to be a topoisomerase I poison. A number of luotonin A derivatives have now been prepared through the condensation of anthranilic acid derivatives and 1,2-dihydropyrrolo[3,4-b]quinoline-3-one in the presence of phosphorus oxychloride. When dichloromethane was used as solvent the reaction proceeded to a single product. In contrast when the reaction was carried out in tetrahydrofuran or in phosphorus oxychloride, an additional isomeric product was obtained. The luotonin A analogues were evaluated for their ability to effect stabilization of the covalent binary complex formed between human topoisomerase I and DNA, and for cytotoxicity toward a yeast strain expressing the human topoisomerase I.

Synthesis and topoisomerase poisoning activity of A-ring and E-ring substituted luotonin A derivatives

A series of A-ring and E-ring analogues of the natural product luotonin A, a known topoisomerase I poison, was evaluated for growth inhibition in human carcinoma and leukemia cell lines. Rational design of structures was based on analogues of the related alkaloid camptothecin, which has been demonstrated to exert cytotoxic effects by the same mechanism of action. When compared to luotonin A, several compounds exhibited an improved topoisomerase I-dependent growth inhibition of a human leukemia cell line.

Concise approach to mono- And disubstituted luotonin A analogs and their cytotoxicity test

A concise approach for the preparation of luotonin A analogs has been developed. The new synthetic route contains an anion-assisted intramolecular double hetero Diels Alder reaction and a direct oxidative cross coupling reaction. Some synthetic luotonin A analogs show cytotoxic activities against Daudi and Jurkat human cancer cells as potent as camptothecin.

Synthesis and biochemical properties of E-ring modified luotonin a derivatives

Luotonin A is a cytotoxic pyrroloquinazolinoquinoline alkaloid that has been shown to stabilize the human topoisomerase I-DNA covalent binary complex in the same fashion as the antitumor alkaloid camptothecin. A study of the structural elements in luotoni