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Ketones with Nonenolizable Aromatic Aldehydes: Claisen–Schmidt Condensation01:01

Ketones with Nonenolizable Aromatic Aldehydes: Claisen–Schmidt Condensation

Benzaldehyde, like formaldehyde, lacks an α hydrogen and cannot enolize to form an enolate. Hence, the reaction of benzaldehyde with a ketone in the presence of an aqueous base forms a single crossed product. This reaction is referred to as Claisen–Schmidt condensation.
As the self-condensation of ketones is generally not favored in basic conditions, the self-condensed products do not form in the reaction between ketones and benzaldehyde. The general reaction of Claisen–Schmidt condensation is...

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High-resolution Tandem Mass Spectrometry for Studying Chemical Constituents of Gynura bicolor DC
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High-resolution Tandem Mass Spectrometry for Studying Chemical Constituents of Gynura bicolor DC

Published on: February 2, 2024

Two new compounds from Khaya senegalensis.

Chun-Mao Yuan1, Gui-Hua Tang, Xiao-Ying Wang

  • 1State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China.

Journal of Asian Natural Products Research
|May 14, 2013
PubMed
Summary

Researchers isolated two new compounds and six known compounds from Khaya senegalensis. Some compounds showed weak antimicrobial activity against methicillin-resistant Staphylococcus aureus (MRSA).

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Pure Shift Nuclear Magnetic Resonance: a New Tool for Plant Metabolomics
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Pure Shift Nuclear Magnetic Resonance: a New Tool for Plant Metabolomics

Published on: July 31, 2021

Area of Science:

  • Phytochemistry
  • Natural Products Chemistry
  • Pharmacognosy

Background:

  • Khaya senegalensis, a plant species, is a source of various bioactive natural products.
  • Previous research has identified diverse chemical constituents from Khaya species, highlighting their potential medicinal value.

Purpose of the Study:

  • To isolate and characterize new and known chemical compounds from the leaves and twigs of Khaya senegalensis.
  • To evaluate the isolated compounds for their antimicrobial activities, particularly against methicillin-resistant Staphylococcus aureus (MRSA).

Main Methods:

  • Isolation of compounds using chromatographic techniques.
  • Structure elucidation of new compounds employing 2D NMR spectroscopy and Mass Spectrometry (MS).
  • Antimicrobial activity screening of selected compounds against MRSA strains.

Main Results:

  • Two novel compounds, khayseneganin I and 2α,3α,16β-trihydroxy-20-acetoxy-20(R)-pregnane, were identified.
  • Six known compounds were also isolated and characterized.
  • Compounds (+)-catechin and luteolin-7-O-α-l-rhamnoside exhibited weak antimicrobial activity against MRSA strains.

Conclusions:

  • Khaya senegalensis leaves and twigs contain unique chemical structures with potential biological activities.
  • The isolated compounds (+)-catechin and luteolin-7-O-α-l-rhamnoside demonstrate preliminary antimicrobial properties against MRSA.
  • Further investigation into these compounds may lead to the development of new antimicrobial agents.