Literature DB >> 21268635

One-pot synthesis of luotonin A and its analogues.

Ming-Chung Tseng1, Yu-Wan Chu, Hsiang-Ping Tsai, Chun-Mao Lin, Jaulang Hwang, Yen-Ho Chu.   

Abstract

Starting with inexpensive reagents, a self-directed chemical process with the aid of a single metal triflate was readily achieved to concomitantly construct quinazoline and pyrroloquinoline cores to afford the synthesis of luotonin A and its analogues. Among all compounds prepared, 2c, 2d, and 3b exhibit more potent inhibitory activity than luotonin A against human topoisomerase I.

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Year:  2011        PMID： 21268635     DOI： 10.1021/ol1029707

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  8 in total

1.  MULTICOMPONENT REACTIONS IN ALKALOID-BASED DRUG DISCOVERY.

Authors:  I V Magedov; A Kornienko
Journal:  Chem Heterocycl Compd (N Y)       Date:  2012-05-08       Impact factor: 1.277

2.  Oxone promoted dehydrogenative Povarov cyclization of N-aryl glycine derivatives: an approach towards quinoline fused lactones and lactams.

Authors:  Devidas A More; Ganesh H Shinde; Aslam C Shaikh; M Muthukrishnan
Journal:  RSC Adv       Date:  2019-09-25       Impact factor: 4.036

3.  Design and synthesis of C-aryl angular luotonins via a one-pot aza-Nazarov-Friedlander sequence and their Topo-I inhibition studies along with C-aryl vasicinones and luotonins.

Authors:  Sivappa Rasapalli; Vamshikrishna Reddy Sammeta; Zachary F Murphy; James A Golen; Keli Agama; Yves Pommier; Sergey N Savinov
Journal:  Bioorg Med Chem Lett       Date:  2021-03-30       Impact factor: 2.940

Review 4.  Recent advances in the studies on luotonins.

Authors:  Jing Lu Liang; Hyo Chang Cha; Yurngdong Jahng
Journal:  Molecules       Date:  2011-06-14       Impact factor: 4.411

5.  Weinreb amidation as the cornerstone of an improved synthetic route to A-ring-modified derivatives of luotonin A.

Authors:  Norbert Haider; Simon Nuß
Journal:  Molecules       Date:  2012-09-25       Impact factor: 4.411

6.  D-Ring-Modified Analogues of Luotonin A with Reduced Planarity: Design, Synthesis, and Evaluation of Their Topoisomerase Inhibition-Associated Cytotoxicity.

Authors:  Abdulrahman I Almansour; Raju Suresh Kumar; Natarajan Arumugam; Giulia Bianchini; J Carlos Menéndez; Faruq Mohammad; Kotresha Dupadahalli; Mohammad Altaf
Journal:  Biomed Res Int       Date:  2019-11-13       Impact factor: 3.411

7.  B-ring-aryl substituted luotonin A analogues with a new binding mode to the topoisomerase 1-DNA complex show enhanced cytotoxic activity.

Authors:  Víctor González-Ruiz; Irene Pascua; Tamara Fernández-Marcelo; Pascual Ribelles; Giulia Bianchini; Vellaisamy Sridharan; Pilar Iniesta; M Teresa Ramos; Ana I Olives; M Antonia Martín; J Carlos Menéndez
Journal:  PLoS One       Date:  2014-05-15       Impact factor: 3.240

8.  A Facile Oxidative Opening of the C-Ring in Luotonin A and Derivatives.

Authors:  Amra Ibric; Kathrin Dutter; Brigitte Marian; Norbert Haider
Journal:  Molecules       Date:  2017-09-12       Impact factor: 4.411
  8 in total

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