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Diels–Alder Reaction Forming Cyclic Products: Stereochemistry01:28

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Cycloalkanes are saturated cyclic hydrocarbons with carbon atoms arranged in the form of rings. They have two fewer hydrogen atoms than the corresponding acyclic alkane; therefore, their general formula is CnH2n. The structural formulas of cycloalkanes are simplified using the line-angle representation. The regular polygons are used to represent the cycloalkane rings, with each side representing a carbon-carbon bond.
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Alkynes are unsaturated hydrocarbons characterized by the presence of carbon-carbon triple bonds and have a general formula CnH2n-2. The nomenclature of alkynes follows a set of rules similar to alkanes and alkenes; however, alkynes bear the suffix "-yne" instead of "-ane" or "-ene." There are two approaches to naming alkynes:

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A Customizable Approach for the Enzymatic Production and Purification of Diterpenoid Natural Products
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Published on: October 4, 2019

Alicyclic diterpenes from solidago species.

F Bohlmann1, T Chau-Thi, P Singh

  • 1Institute for Organic Chemistry, Technical University of Berlin Straße des 17. Juni 135, D-1000 Berlin 12.

Planta Medica
|December 1, 1985
PubMed
Summary

Eight new alicyclic diterpenes were identified from Solidago drummondii, with the main compound also found in two other Solidago species. High-field NMR spectroscopy confirmed their structures.

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Published on: August 16, 2018

Area of Science:

  • Phytochemistry
  • Natural Product Chemistry
  • Organic Chemistry

Background:

  • Solidago species are known sources of diverse chemical compounds.
  • Alicyclic diterpenes, derived from geranylgeraniol, represent a significant class of natural products with potential bioactivity.

Purpose of the Study:

  • To isolate and characterize novel alicyclic diterpenes from Solidago drummondii.
  • To investigate the chemical constituents of other Solidago species for comparison.

Main Methods:

  • Extraction of aerial parts of Solidago drummondii.
  • Isolation and purification of compounds using chromatographic techniques.
  • Structure elucidation of isolated compounds utilizing high-field (1)H-NMR spectroscopy.

Main Results:

  • Eight alicyclic diterpenes, derived from geranylgeraniol, were identified in Solidago drummondii.
  • Germacrene D and beta-caryophyllene were also identified as known constituents.
  • The main constituent was found to be present in Solidago racemosa and Solidago flexicaulis.

Conclusions:

  • Solidago drummondii is a rich source of unique alicyclic diterpenes.
  • The structural elucidation confirmed the origin of these compounds from geranylgeraniol.
  • Comparative analysis revealed the presence of a key compound across multiple Solidago species.