Novel three-component synthesis and antiproliferative properties of diversely functionalized pyrrolines.
Diversely substituted 2-pyrrolines have been prepared by a novel multicomponent process involving a reaction of various N-(aryl- and alkylsulfonamido)-acetophenones with aldehydes and malononitrile. While the reaction is highly regioselective, it is not stereoselective, generating a mixture of cis and trans 2-pyrrolines. A number of analogs from both cis and trans 2-pyrroline libraries were found to have antiproliferative activity in human cancer cell lines.
Magedov
Igor V
IV
Department of Chemistry, New Mexico Institute of Mining and Technology, Socorro, NM 87801, USA.
Luchetti
Giovanni
G
Evdokimov
Nikolai M
NM
Manpadi
Madhuri
M
Steelant
Wim F A
WF
Van Slambrouck
Severine
S
Tongwa
Paul
P
Antipin
Mikhail Yu
MY
Kornienko
Alexander
A
D000098:Acetophenones / Q000737:chemistry; D000447:Aldehydes / Q000737:chemistry; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D017209:Apoptosis / Q000187:drug effects; D048708:Cell Growth Processes / Q000187:drug effects; D045744:Cell Line, Tumor; D018360:Crystallography, X-Ray; D004354:Drug Screening Assays, Antitumor; D006367:HeLa Cells; D006801:Humans; D007536:Isomerism; D019169:Jurkat Cells; D009570:Nitriles / Q000737:chemistry; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship
D000098:Acetophenones; D000447:Aldehydes; D000970:Antineoplastic Agents; D009570:Nitriles; D011758:Pyrroles; C013231:pyrroline; C000945:dicyanmethane