Literature DB >> 28253622

One-Pot, Three-Component Assembly of Indoloquinolines: Total Synthesis of Isocryptolepine.

Alexander V Aksenov1, Dmitrii A Aksenov1, Naila A Orazova1, Nicolai A Aksenov1, Georgii D Griaznov1, Annelise De Carvalho2, Robert Kiss2, Véronique Mathieu2, Alexander Kornienko3, Michael Rubin1,4.   

Abstract

Indolo[3,2-c]quinolones have been efficiently synthesized via an acid-mediated, one-pot, three-component condensation of arylhydrazines, o-aminoacetophenones, and triazines or nitriles. The synthetic application of this method is showcased by the concise synthesis of isocryptolepine alkaloid and a series of its synthetic analogues with demonstrated cancer cell antiproliferative activities.

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Year:  2017        PMID: 28253622     DOI: 10.1021/acs.joc.6b03084

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  2 in total

Review 1.  Isolation and synthesis of cryptosanguinolentine (isocryptolepine), a naturally-occurring bioactive indoloquinoline alkaloid.

Authors:  Elida N Thobokholt; Enrique L Larghi; Andrea B J Bracca; Teodoro S Kaufman
Journal:  RSC Adv       Date:  2020-05-19       Impact factor: 4.036

2.  A nitroalkane-based approach to one-pot three-component synthesis of isocryptolepine and its analogs with potent anti-cancer activities.

Authors:  Nicolai A Aksenov; Alexander V Aksenov; Alexander Kornienko; Annelise De Carvalho; Véronique Mathieu; Dmitrii A Aksenov; Sergei N Ovcharov; Georgii D Griaznov; Michael Rubin
Journal:  RSC Adv       Date:  2018-11-01       Impact factor: 3.361

  2 in total

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