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Literature DB >> 7641303

Synthesis of toddacoumaquinone, a coumarin-naphthoquinone dimer, and its antiviral activities.

Abstract

Toddacoumaquinone (1), a coumarin-naphthoquinone dimer, was synthesized through Diels-Alder reaction between 8-(1-acetoxy-3-methyl-1,3-butadienyl)-5,7-dimethoxycoumarin (15) and 2-methoxy-1,4-benzoquinone (5). The activities of 1 against several viruses were examined. A weak activity (EC50 = 10 micrograms/ml) was observed against HSV-1 and HSV-2, but no activity was seen against HIV-1.

Entities: Chemical Disease Species

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Year: 1995 PMID： 7641303 DOI： 10.1248/cpb.43.1039

Source DB: PubMed Journal: Chem Pharm Bull (Tokyo) ISSN： 0009-2363 Impact factor: 1.645

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Cited

5 in total

1. Novel microtubule-targeted agent 6-chloro-4-(methoxyphenyl) coumarin induces G2-M arrest and apoptosis in HeLa cells.

Authors: Yi-ming Ma; Yu-bo Zhou; Chuan-ming Xie; Dong-mei Chen; Jia Li
Journal: Acta Pharmacol Sin Date: 2012-01-23 Impact factor: 6.150

2. An improved synthesis of 4-chlorocoumarin-3-sulfonyl chloride and its reactions with different bidentate nucleophiles to give pyrido[1',2':2,3]- and thiazino[3',2':2,3]-1,2,4-thiadiazino[6,5-c]benzopyran-6-one 7,7-dioxides.

Authors: Ahmed Jashari; Evamarie Hey-Hawkins; Bozhana Mikhova; Gerald Draeger; Emil Popovski
Journal: Molecules Date: 2007-08-22 Impact factor: 4.411

Synthesis of toddacoumaquinone, a coumarin-naphthoquinone dimer, and its antiviral activities.

1. Novel microtubule-targeted agent 6-chloro-4-(methoxyphenyl) coumarin induces G2-M arrest and apoptosis in HeLa cells.

2. An improved synthesis of 4-chlorocoumarin-3-sulfonyl chloride and its reactions with different bidentate nucleophiles to give pyrido[1',2':2,3]- and thiazino[3',2':2,3]-1,2,4-thiadiazino[6,5-c]benzopyran-6-one 7,7-dioxides.

3. Structure-Activity Relationships of Synthetic Coumarins as HIV-1 Inhibitors.

Review 4. Therapeutic potential of coumarins as antiviral agents.

5. 2-Chloro-3-[(2-oxo-2H-chromen-6-yl)amino]-naphthalene-1,4-dione.