Synthesis of some novel 8-(4-Alkylpiperazinyl) caffeine derivatives as potent anti-Leishmania agents

Design, synthesis, anticancer and in silico assessment of 8-caffeinyl-triazolylmethoxy hybrid conjugates

“…The 8-bromocaffeine (8-BC) was synthesized via our previously explained procedure in the literature. 27,34 The Reactions were monitored by TLC using SILG/UV 254 silica-gel plates. The purifications by a short column chromatography were done on the silica gel 60 (0.063–0.200 mm, 70–230 mesh; ASTM).…”

“…11 Moreover, C8–C derivatives 4 can be obtained by direct reaction of caffeine, alcohol and t -butyl hydroperoxide (TBHP) under microwave irradiation. 10 Regarding compounds 6–10 (C8–S), 12,21–28 11–19 (C8–N), 11,29–34 20 and 21 (C8–O) 35–37 (Fig. 3), they were often prepared by the S N Ar-type reaction of 8-bromocaffeine (8-BC) or 8-chlorocaffeine (8-CC) with the corresponding nucleophilies in a single or multistep processes.…”

“…27,34 The Reactions were monitored by TLC using SILG/UV 254 silica-gel plates. The purications by a short column chromatography were done on the silica gel 60 (0.063-0.200 mm, 70-230 mesh; ASTM).…”

Design, synthesis, anticancer and in silico assessment of 8-piperazinyl caffeinyl-triazolylmethyl hybrid conjugates

“…Having prepared 8-BC, the 8-piperazinyl caffeine (8-PC) was then acquired by a S N Ar-type coupling reaction of piperazine with electrophilic C(8) of 8-BC in DMF at 100 °C. 22 8-PC is an odorless white solid (m.p. = 165-167 °C) with apparent basic properties (pH z 12.5 in 0.01 M aqueous solution at 25 °C).…”

“…considerable biological activities comprising anticancer, antimicrobial, antiviral and CNS stimulants. 12,[16][17][18][19][20][21][22] The structures of some C8-N derivatives 1-9 and their corresponding biological activities are demonstrated in Fig. 3.…”