74693-31-5Relevant articles and documents
Chemistry of lapachol - Syntheses of some new biogenetically related naphthoquinones, naphthoquinone dimers, naphthaquinoxaline and naphtha-azaquinoxaline derivatives from lapachol
Singh, Pahup,Krishna, Vivek,Khandelwal, Poonam,Sharma, Kuldeep K.,Sharma
experimental part, p. 85 - 95 (2011/07/30)
The present short review focus on chemical transformations of lapachol to a large number of biogenetically related lapachol conegeners, dimers and heterocyclic analogues that have been achieved in our laboratory during more than two decades. Conversion of lapachol to stenocarpoquinone-B, rhinacanthin-A, β-(l-hydroxyisopropanyl)-dihydrofurano-1,2-naphthoquinone, stenocarpoquinone-A, dehydro-α-lapachone and dehydro-β-lapachone by the reaction with m-chloroperbenzoic acid; dehydroiso-α-lapachone, dehydroiso-β-lapachone, dehydro-α-lapachone, α-lapachone and β-lapachone by the reaction with aqueous NaNO2 and glacial AcOH; adenophyllone, quadrllone and dehydro-α-lapachone by the reaction with boiling pyridine; naphthaquinoxaline and naphtha-azaquinoxaline derivatives by the reaction with 1,2-diamines and dialkyltin dilapacholates by the reaction with dialkyltin diisopropoxides have been accomplished. Notably the syntheses of rhinacanthin-A, β-(1-hydroxyisopropanyl)-dihydrofurano-1,2-naphthoquinone, dehydroiso-α-lapachone, dehydroiso-β-lapachone, adenophyllone and quadrllone have been reported for the first time from our group starting from lapachol. The synthesis of novel naphthaquinoxaline and azaquinoxaline derivatives from lapachol has been additional interesting results of this investigation.
Radermachera xylocarpa: The highly efficient source of lapachol and synthesis of its derivatives
Shetgiri,Kokitkar,Sawant
, p. 133 - 135 (2007/10/03)
Isolation and characterization of the major chemical constituents from the stem bark of Radermachera xylocarpa. Chloroform extract of the powdered stem bark contains mainly two components: one is lapachol (91.2%) and second is α-lapachone (5.0%), which are reported herewith first time from this plant, in good quantity and purity.