Literature DB >> 26754878

A new vinyl selenone-based domino approach to spirocyclopropyl oxindoles endowed with anti-HIV RT activity.

M Palomba1, L Rossi1, L Sancineto1, E Tramontano2, A Corona2, L Bagnoli1, C Santi1, C Pannecouque3, O Tabarrini1, F Marini1.   

Abstract

Herein, we disclose a general and flexible access to spirocyclopropyl oxindoles by a domino Michael/intramolecular nucleophilic substitution pathway with variously substituted vinyl selenones and enolizable oxindoles in aqueous sodium hydroxide solution. The spirocyclopropyl oxindole being a privileged scaffold, some of the synthesized compounds were selected for biological evaluation. Compound showed selective anti-HIV-1 activity thanks to its ability to inhibit the reverse transcriptase.

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Year:  2016        PMID： 26754878     DOI： 10.1039/c5ob02451j

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN： 1477-0520            Impact factor:   3.876


  7 in total

1.  Probing Mercaptobenzamides as HIV Inactivators via Nucleocapsid Protein 7.

Authors:  Mrinmoy Saha; Michael T Scerba; Nathaniel I Shank; Tracy L Hartman; Caitlin A Buchholz; Robert W Buckheit; Stewart R Durell; Daniel H Appella
Journal:  ChemMedChem       Date:  2017-04-25       Impact factor: 3.466

2.  High pressure assisted synthetic approach for novel 6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-b]pyridine and 5,6-dihydrobenzo[h]quinoline derivatives and their assessment as anticancer agents.

Authors:  Haider Behbehani; Fatemah A Aryan; Kamal M Dawood; Hamada Mohamed Ibrahim
Journal:  Sci Rep       Date:  2020-12-10       Impact factor: 4.379

3.  Green Protocol for the Novel Synthesis of Thiochromeno[4,3-b]pyridine and Chromeno[4,3-b]pyridine Derivatives Utilizing a High-Pressure System.

Authors:  Haider Behbehani; Kamal M Dawood; Fatemah A Aryan; Hamada Mohamed Ibrahim
Journal:  ACS Omega       Date:  2021-11-30

Review 4.  "Green Is the Color": An Update on Ecofriendly Aspects of Organoselenium Chemistry.

Authors:  Juliano B Azeredo; Filipe Penteado; Vanessa Nascimento; Luca Sancineto; Antonio L Braga; Eder João Lenardao; Claudio Santi
Journal:  Molecules       Date:  2022-02-28       Impact factor: 4.411

5.  Highly stereoselective spirocyclopropanation of various diazooxindoles with olefins catalyzed using Ru(ii)-complex.

Authors:  Masaya Tone; Yoko Nakagawa; Soda Chanthamath; Ikuhide Fujisawa; Naofumi Nakayama; Hitoshi Goto; Kazutaka Shibatomi; Seiji Iwasa
Journal:  RSC Adv       Date:  2018-11-28       Impact factor: 3.361

6.  TFA-catalyzed Q-Tube Reactor-Assisted Strategy for the Synthesis of Pyrido[1,2-b][1,2,4]triazine and Pyrido[1',2':2,3][1,2,4]triazino[5,6-b]indole Derivatives.

Authors:  Hamada Mohamed Ibrahim; Haider Behbehani
Journal:  ACS Omega       Date:  2021-06-08

Review 7.  Modern Synthetic Strategies with Organoselenium Reagents: A Focus on Vinyl Selenones.

Authors:  Martina Palomba; Italo Franco Coelho Dias; Ornelio Rosati; Francesca Marini
Journal:  Molecules       Date:  2021-05-25       Impact factor: 4.411
  7 in total

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