scholarly journals Achmatowicz reaction and its application in the syntheses of bioactive molecules

RSC Advances ◽  
2016 ◽  
Vol 6 (112) ◽  
pp. 111564-111598 ◽  
Author(s):  
Arun K. Ghosh ◽  
Margherita Brindisi
Keyword(s):  
Natural Products ◽  
Bioactive Molecules ◽  
Extensive Review ◽  
Bioactive Natural Products

An extensive review of the Achmatowicz reaction and its application in the synthesis of bioactive natural products is reported.

scholarly journals Discovery of Lipid Peroxidation Inhibitors from Bacopa Species Prioritized through Multivariate Data Analysis and Multi-Informative Molecular Networking

Molecules ◽  
2019 ◽  
Vol 24 (16) ◽  
pp. 2989 ◽  
Author(s):  
Saesong ◽  
Allard ◽  
Queiroz ◽  
Marcourt ◽  
Nuengchamnong ◽  
...  
Keyword(s):  
Lipid Peroxidation ◽  
Natural Products ◽  
Data Analysis ◽  
Multivariate Data Analysis ◽  
Multivariate Data ◽  
Bioactive Molecules ◽  
Seasonal Effects ◽  
Fractionation Process ◽  
Bioactive Natural Products ◽  
Bioassay Guided Fractionation

A major goal in the discovery of bioactive natural products is to rapidly identify active compound(s) and dereplicate known molecules from complex biological extracts. The conventional bioassay-guided fractionation process can be time consuming and often requires multi-step procedures. Herein, we apply a metabolomic strategy merging multivariate data analysis and multi-informative molecular maps to rapidly prioritize bioactive molecules directly from crude plant extracts. The strategy was applied to 59 extracts of three Bacopa species (B. monnieri, B. caroliniana and B. floribunda), which were profiled by UHPLC-HRMS2 and screened for anti-lipid peroxidation activity. Using this approach, six lipid peroxidation inhibitors 1‒6 of three Bacopa spp. were discovered, three of them being new compounds: monnieraside IV (4), monnieraside V (5) and monnieraside VI (6). The results demonstrate that this combined approach could efficiently guide the discovery of new bioactive natural products. Furthermore, the approach allowed to evidence that main semi-quantitative changes in composition linked to the anti-lipid peroxidation activity were also correlated to seasonal effects notably for B. monnieri.

scholarly journals Advances in the Asymmetric Total Synthesis of Natural Products Using Chiral Secondary Amine Catalyzed Reactions of α,β-Unsaturated Aldehydes

Molecules ◽  
2019 ◽  
Vol 24 (18) ◽  
pp. 3412 ◽  
Author(s):  
Zhonglei Wang
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Secondary Amine ◽  
Bioactive Molecules ◽  
Secondary Amines ◽  
Asymmetric Total Synthesis ◽  
Bioactive Natural Products ◽  
Unsaturated Aldehydes ◽  
Target Molecules ◽  
Catalyzed Reactions

Chirality is one of the most important attributes for its presence in a vast majority of bioactive natural products and pharmaceuticals. Asymmetric organocatalysis methods have emerged as a powerful methodology for the construction of highly enantioenriched structural skeletons of the target molecules. Due to their extensive application of organocatalysis in the total synthesis of bioactive molecules and some of them have been used in the industrial synthesis of drugs have attracted increasing interests from chemists. Among the chiral organocatalysts, chiral secondary amines (MacMillan’s catalyst and Jorgensen’s catalyst) have been especially considered attractive strategies because of their impressive efficiency. Herein, we outline advances in the asymmetric total synthesis of natural products and relevant drugs by using the strategy of chiral secondary amine catalyzed reactions of α,β-unsaturated aldehydes in the last eighteen years.

scholarly journals Metabolites from marine invertebrates and their symbiotic microorganisms: molecular diversity discovery, mining, and application

2019 ◽  
Vol 1 (1) ◽  
pp. 60-94 ◽  
Author(s):  
Lu Liu ◽  
Yao-Yao Zheng ◽  
Chang-Lun Shao ◽  
Chang-Yun Wang
Keyword(s):  
Natural Products ◽  
Secondary Metabolites ◽  
Molecular Diversity ◽  
Marine Invertebrates ◽  
Epigenetic Modification ◽  
Marine Organisms ◽  
Bioactive Molecules ◽  
Bioactive Natural Products ◽  
Symbiotic Microorganisms ◽  
Symbiotic Fungi

Abstract Metabolites from marine organisms have proven to be a rich source for the discovery of multiple potent bioactive molecules with diverse structures. In recent years, we initiated a program to investigate the diversity of the secondary metabolites from marine invertebrates and their symbiotic microorganisms collected from the South China Sea. In this review, representative cases are summarized focusing on molecular diversity, mining, and application of natural products from these marine organisms. To provide a comprehensive introduction to the field of marine natural products, we highlight typical molecules including their structures, chemical synthesis, bioactivities and mechanisms, structure–activity relationships as well as biogenesis. The mining of marine-derived microorganisms to produce novel secondary metabolites is also discussed through the OSMAC strategy and via partial chemical epigenetic modification. A broad prospectus has revealed a plethora of bioactive natural products with novel structures from marine organisms, especially from soft corals, gorgonians, sponges, and their symbiotic fungi and bacteria.

scholarly journals The Curtius rearrangement: mechanistic insight and recent applications in natural product syntheses

2018 ◽  
Vol 16 (12) ◽  
pp. 2006-2027 ◽  
Author(s):  
Arun K. Ghosh ◽  
Anindya Sarkar ◽  
Margherita Brindisi
Keyword(s):  
Natural Products ◽  
Natural Product ◽  
Extensive Review ◽  
Curtius Rearrangement ◽  
Bioactive Natural Products ◽  
Mechanistic Insight ◽  
Curtius Reaction

An extensive review on the Curtius reaction and its recent applications in the synthesis of bioactive natural products are reported.

scholarly journals Comparative Study of Vibrational Spectra of Two Bioactive Natural Products Lupeol and Lupenone Using MM/QM Method

2012 ◽  
Vol 27 ◽  
pp. 155-166 ◽  
Author(s):  
Apoorva Dwivedi ◽  
Anoop Kumar Pandey ◽  
Kanwal Raj ◽  
Neeraj Misra
Keyword(s):  
Natural Products ◽  
Vibrational Spectra ◽  
Normal Mode Analysis ◽  
Dynamical Behavior ◽  
Bioactive Molecules ◽  
Mode Analysis ◽  
Perfect Agreement ◽  
Bioactive Natural Products ◽  
Full Structure ◽  
Detailed Interpretation

This work deals with the theoretical study on the molecular structure and vibrational spectra of two well-known natural products: lupeol and lupenone. The spectra were interpreted with the aid of normal mode analysis following full-structure optimization carried out with the hybrid two-level ONIOM (B3LYP/6-31G: PM3) method. A detailed interpretation of the infrared spectra of Lupeol and Lupenone is also reported in the present work. The similarities and differences between the vibrational spectra of the two molecules studied have been highlighted. The scaled theoretical wave numbers are in perfect agreement with the experimental values. The thermodynamic calculations related to the title compounds were also performed at B3LYP/6-31G: PM3 level of theory. Quantum chemical calculations have been carried out to understand the dynamical behavior of the bioactive molecules Lupeol and Lupenone.

Biotransformations of Bioactive Natural Products with Complicated Structures

Planta Medica ◽  
2012 ◽  
Vol 78 (05) ◽  
Author(s):  
JG Dai ◽  
RD Chen ◽  
D Xie ◽  
JH Li ◽  
K Wang ◽  
...  
Keyword(s):  
Natural Products ◽  
Bioactive Natural Products
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