Literature DB >> 22162894

Multicomponent Synthesis of 2,3-Dihydrochromeno[4,3-d]pyrazolo[3,4-b]pyridine-1,6-diones: A Novel Heterocyclic Scaffold with Antibacterial Activity.

Liliya V Frolova1, Indranil Malik, Pavel Y Uglinskii, Snezna Rogelj, Alexander Kornienko, Igor V Magedov.   

Abstract

A multicomponent reaction of 3-aminopyrazol-5-ones with substituted salicylic aldehydes and acetylacetic ester leading to the formation of novel 2,3-dihydrochromeno[4,3-d]pyrazolo[3,4-b]pyridine-1,6-diones was discovered. The elucidation of the reaction scope revealed that 5-aminopyrazoles, 3-amino-1,2,4-triazoles and 6-aminouracil could be used as the heterocyclic amine component. Selected heterocyclic products were found to possess notable antibacterial activities.

Entities:  

Year:  2011        PMID: 22162894      PMCID: PMC3234110          DOI: 10.1016/j.tetlet.2011.10.012

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN: 0040-4039            Impact factor:   2.415


  14 in total

1.  Synthesis and biological evaluation of novel angularly fused polycyclic coumarins.

Authors:  Imtyaz A Khan; Manohar V Kulkarni; M Gopal; M S Shahabuddin; Chung-Ming Sun
Journal:  Bioorg Med Chem Lett       Date:  2005-08-01       Impact factor: 2.823

2.  One-step synthesis of heterocyclic privileged medicinal scaffolds by a multicomponent reaction of malononitrile with aldehydes and thiols.

Authors:  Nikolai M Evdokimov; Artem S Kireev; Andrey A Yakovenko; Mikhail Yu Antipin; Igor V Magedov; Alexander Kornienko
Journal:  J Org Chem       Date:  2007-04-05       Impact factor: 4.354

3.  Anticancer properties of an important drug lead podophyllotoxin can be efficiently mimicked by diverse heterocyclic scaffolds accessible via one-step synthesis.

Authors:  Igor V Magedov; Liliya Frolova; Madhuri Manpadi; Uma devi Bhoga; Hong Tang; Nikolai M Evdokimov; Olivia George; Kathy Hadje Georgiou; Steffen Renner; Matthäus Getlik; Tiffany L Kinnibrugh; Manuel A Fernandes; Severine Van slambrouck; Wim F A Steelant; Charles B Shuster; Snezna Rogelj; Willem A L van Otterlo; Alexander Kornienko
Journal:  J Med Chem       Date:  2011-05-26       Impact factor: 7.446

4.  One-pot multicomponent synthesis of diversely substituted 2-aminopyrroles. A short general synthesis of rigidins A, B, C, and D.

Authors:  Liliya V Frolova; Nikolai M Evdokimov; Kathryn Hayden; Indranil Malik; Snezna Rogelj; Alexander Kornienko; Igor V Magedov
Journal:  Org Lett       Date:  2011-01-26       Impact factor: 6.005

5.  Structural simplification of bioactive natural products with multicomponent synthesis. 3. Fused uracil-containing heterocycles as novel topoisomerase-targeting agents.

Authors:  Nikolai M Evdokimov; Severine Van Slambrouck; Petra Heffeter; Lee Tu; Benjamin Le Calvé; Delphine Lamoral-Theys; Carla J Hooten; Pavel Y Uglinskii; Snezna Rogelj; Robert Kiss; Wim F A Steelant; Walter Berger; Jeremy J Yang; Cristian G Bologa; Alexander Kornienko; Igor V Magedov
Journal:  J Med Chem       Date:  2011-03-09       Impact factor: 7.446

6.  Convenient one-step synthesis of a medicinally relevant benzopyranopyridine system.

Authors:  Nikolai M Evdokimov; Artem S Kireev; Andrey A Yakovenko; Mikhail Yu Antipin; Igor V Magedov; Alexander Kornienko
Journal:  Tetrahedron Lett       Date:  2006-12-25       Impact factor: 2.415

7.  Discovery and investigation of antiproliferative and apoptosis-inducing properties of new heterocyclic podophyllotoxin analogues accessible by a one-step multicomponent synthesis.

Authors:  Igor V Magedov; Madhuri Manpadi; Severine Van Slambrouck; Wim F A Steelant; Elena Rozhkova; Nikolai M Przheval'skii; Snezna Rogelj; Alexander Kornienko
Journal:  J Med Chem       Date:  2007-09-26       Impact factor: 7.446

8.  One-step, three-component synthesis of pyridines and 1,4-dihydropyridines with manifold medicinal utility.

Authors:  Nikolai M Evdokimov; Igor V Magedov; Artem S Kireev; Alexander Kornienko
Journal:  Org Lett       Date:  2006-03-02       Impact factor: 6.005

9.  Antiproliferative and apoptosis inducing properties of pyrano[3,2-c]pyridones accessible by a one-step multicomponent synthesis.

Authors:  Igor V Magedov; Madhuri Manpadi; Nikolai M Evdokimov; Eerik M Elias; Elena Rozhkova; Marcia A Ogasawara; Jennifer D Bettale; Nikolai M Przheval'skii; Snezna Rogelj; Alexander Kornienko
Journal:  Bioorg Med Chem Lett       Date:  2007-05-06       Impact factor: 2.823

10.  Novel three-component synthesis and antiproliferative properties of diversely functionalized pyrrolines.

Authors:  Igor V Magedov; Giovanni Luchetti; Nikolai M Evdokimov; Madhuri Manpadi; Wim F A Steelant; Severine Van Slambrouck; Paul Tongwa; Mikhail Yu Antipin; Alexander Kornienko
Journal:  Bioorg Med Chem Lett       Date:  2008-01-11       Impact factor: 2.823

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  4 in total

1.  An efficient one-pot synthesis of functionalized chromeno[4,3-b]pyridine derivatives under catalyst-free conditions.

Authors:  Yong-Xiang Zheng; Zhan Xun; Juan-Juan Zhang; Zhi-Bin Huang; Da-Qing Shi
Journal:  Mol Divers       Date:  2017-01-31       Impact factor: 2.943

2.  Design, synthesis, antifungal activity, and 3D-QSAR of coumarin derivatives.

Authors:  Yan Wei; Wei Peng; Dong Wang; Shuang-Hong Hao; Wen-Wen Li; Fei Ding
Journal:  J Pestic Sci       Date:  2018-05-20       Impact factor: 1.519

Review 3.  5-Aminopyrazole as precursor in design and synthesis of fused pyrazoloazines.

Authors:  Ranjana Aggarwal; Suresh Kumar
Journal:  Beilstein J Org Chem       Date:  2018-01-25       Impact factor: 2.883

4.  A novel superparamagnetic powerful guanidine-functionalized γ-Fe2O3 based sulfonic acid recyclable and efficient heterogeneous catalyst for microwave-assisted rapid synthesis of quinazolin-4(3H)-one derivatives in Green media.

Authors:  Fateme Haji Norouzi; Naser Foroughifar; Alireza Khajeh-Amiri; Hoda Pasdar
Journal:  RSC Adv       Date:  2021-09-07       Impact factor: 3.361

  4 in total

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