Synthesis of 1-(Indol-2-yl)-phenoxazine hybrids from quinacetophenone precursors and their biological evaluation as DNA intercalating agents

Synthesis of (1,4-benzoxazinones-3-yl)malonate derivatives via cross-dehydrogenative-coupling reactions under ball-milling conditions

“…With FeCl3 (entry 4), various copper salts (entries 5-10) or CoCl2.6H2O (entry 11) the yield dropped partially. Similarly, no improvement was observed by replacing DDQ with other oxidants (entries [12][13][14][15][16][17][18][19].…”

“…[13][14][15][16] Therefore, the development of new methods for the synthesis and derivatization of 1,4benzoxazinones is of continuous interest. [17][18][19][20] Iron is one of the most abundant elements on Earth and iron salts act as catalyst for several chemical transformations, 21 while they are inexpensive and nonharmful to humans and the environment. 22,23 These features make various types of iron catalysts very popular in organic synthesis and have resulted in many applications in recent decades.…”

Pharmacological Activities of Aminophenoxazinones

“…Taking into account the potential pharmacological effects of indoles, as well as those already recognized of phenoxazines and the synergistic effects exhibited by some pharmacophoric hybrids [ 86 ], Nunewar et al [ 87 ] suggested that certain hybrids formed by two of these groups would possess some proliferative effect by operating as DNA exchangers. The general proposed mechanism consists of a first transfer of the molecule to the hydrophobic space between two adjacent DNA base pairs.…”

“…Some natural indol cristine (Figure 9), have been approved in the USA by the Food an (FDA) as antitumor drugs [85]. Taking into account the potential pharmacological effects of already recognized of phenoxazines and the synergistic effects e macophoric hybrids [86], Nunewar et al [87] suggested that cer two of these groups would possess some proliferative effect by changers. The general proposed mechanism consists of a first tra the hydrophobic space between two adjacent DNA base pairs.…”

Oxidative Dearomatization as a Strategy for a Facile, Metal‐Free Synthesis of Vanillyl Benzodiazepines

“…For the past decade, we have been interested in exploiting the synthetic potential of simple arenols in general and their ability to generate interesting privileged scaffolds in particular . In the recent past we have focused our attention on vanilloids, the inexpensive, naturally occurring 2‐alkoxy arenols for the synthesis of naphthoxazines.…”