Literature DB >> 22543980

VCD to determine absolute configuration of natural product molecules: secolignans from Peperomia blanda.

Lidiane G Felippe1, João M Batista, Debora C Baldoqui, Isabele R Nascimento, Massuo J Kato, Yanan He, Laurence A Nafie, Maysa Furlan.   

Abstract

The absolute configuration and solution-state conformers of three peperomin-type secolignans isolated from Peperomia blanda (Piperaceae) are unambiguously determined by using vibrational circular dichroism (VCD) spectroscopy associated with density functional theory (DFT) calculations. Advantages of VCD over the electronic form of CD for the analysis of diastereomers are also discussed. This work extends our growing knowledge about secondary metabolites within the Piperaceae family species while providing a definitive and straightforward method to assess the absolute stereochemistry of secolignans.

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Year:  2012        PMID: 22543980     DOI: 10.1039/c2ob25109d

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


  4 in total

Review 1.  Approaches to Configuration Determinations of Flexible Marine Natural Products: Advances and Prospects.

Authors:  Zong-Qing Huo; Feng Zhu; Xing-Wang Zhang; Xiao Zhang; Hong-Bao Liang; Jing-Chun Yao; Zhong Liu; Gui-Min Zhang; Qing-Qiang Yao; Guo-Fei Qin
Journal:  Mar Drugs       Date:  2022-05-19       Impact factor: 6.085

2.  Two rare-class tricyclic diterpenes with antitubercular activity from the Caribbean sponge Svenzea flava. Application of vibrational circular dichroism spectroscopy for determining absolute configuration.

Authors:  Edward Avilés; Abimael D Rodríguez; Jan Vicente
Journal:  J Org Chem       Date:  2013-11-05       Impact factor: 4.354

3.  Natural compounds isolated from Brazilian plants are potent inhibitors of hepatitis C virus replication in vitro.

Authors:  A C G Jardim; Z Igloi; J F Shimizu; V A F F M Santos; L G Felippe; B F Mazzeu; Y Amako; M Furlan; M Harris; P Rahal
Journal:  Antiviral Res       Date:  2014-12-31       Impact factor: 5.970

4.  Crude leaf extracts of Piperaceae species downmodulate inflammatory responses by human monocytes.

Authors:  Angela Carolina Finato; Thais Fernanda Fraga-Silva; Amanda Uliana Carvalho Prati; Amauri Alves de Souza Júnior; Bruna Fonseca Mazzeu; Lidiane Gaspareto Felippe; Rute Alves Pinto; Marjorie de Assis Golim; Maria Sueli Parreira Arruda; Maysa Furlan; James Venturini
Journal:  PLoS One       Date:  2018-06-20       Impact factor: 3.240

  4 in total

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