Synthesis and Characterization of Novel Unsymmetrical and Symmetrical 3-Halo- or 3-Methoxy-substituted 2-Dibenzoylamino-1,4-naphthoquinone Derivatives

Abstract

Symmetrical and unsymmetrical 3-halo- or 3-methoxy- substituted 2-dibenzoylamino- 1,4-naphthoquinone analogs were synthesized with an average yield of 45% via sodium hydride promoted bis-acylation of 2-amino-3-chloro-1,4-naphthoquinone, 2-amino-3-bromo-1,4-naphthoquinone and 2-amino-3-methoxy-1,4-naphthoquinone.

References

Page 1

	Year	Citations
Indoleamine 2,3-Dioxygenase Is the Anticancer Target for a Novel Series of Potent Naphthoquinone-Based Inhibitors Sanjeev Kumar, William P. Malachowski, James B. DuHadaway, Journal of Medicinal Chemistry	2008	165
The Natural Naphthoquinone Plumbagin Exhibits Antiproliferative Activity and Disrupts the Microtubule Network through Tubulin Binding Bipul R. Acharya, Bhabatarak Bhattacharyya, Gopal Chakrabarti Biochemistry	2008	80
Cytotoxicity and apoptosis of benzoquinones: redox cycling, cytochrome c release, and BAD protein expression Gabriela Tudor, Peter L. Gutiérrez, Angelica Aguilera-Gutierrez, Biochemical Pharmacology	2003	79
Synthesis of 2-Alkoxy 1,4-Naphthoquinone Derivatives as Antiplatelet, Antiinflammatory, and Antiallergic Agents. Jin‐Cherng Lien, Li‐Jiau Huang, Che‐Ming Teng, Chemical and Pharmaceutical Bulletin Significant AntiplateletPharmaceutical ChemistryChemical DerivativeRedox BiologyOxidative Stress	2002	74
Synthesis and evaluation of Hsp90 inhibitors that contain the 1,4-naphthoquinone scaffold M. Kyle Hadden, Stéphanie Hill, Jason Davenport, Bioorganic & Medicinal Chemistry BiochemistryHsp90 InhibitorsMedicineNatural SciencesRational Drug Design	2008	69
Shikonin derivatives: synthesis and inhibition of human telomerase Qun Lu, Weijun Liu, Jian Ding, Bioorganic & Medicinal Chemistry Letters Medicinal ChemistryShikonin DerivativesNatural SciencesBioconjugationMolecular Biology	2002	60
Down-regulation of cyclooxygenase-2 and telomerase activity by β-lapachone in human prostate carcinoma cells Jae Hun Lee, JaeHun Cheong, Yeong Min Park, Pharmacological Research BiochemistryMedicineTelomerase ActivityCancer Cell BiologyCancer Biology	2005	58
Design, synthesis, and biological evaluation of novel naphthoquinone derivatives with CDC25 phosphatase inhibitory activity Marie‐Priscille Brun, Emmanuelle Braud, Delphine Angotti, Bioorganic & Medicinal Chemistry Bioorganic ChemistryBiochemistryMedicineDrug DiscoveryNatural Sciences	2005	57
Synthesis and Antiplatelet, Antiinflammatory and Antiallergic Activities of 2,3-Disubstituted 1,4-Naphthoquinones. Jin‐Cherng Lien, Li‐Jiau Huang, Jih-Pyang Wang, Chemical and Pharmaceutical Bulletin	1996	48
Vitamin K3 Disrupts the Microtubule Networks by Binding to Tubulin: A Novel Mechanism of Its Antiproliferative Activity Bipul R. Acharya, Diptiman Choudhury, Amlan Das, Biochemistry	2009	44

Page 1