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13 Results Found

  • Article
  • Open Access
4 Citations
4,438 Views
21 Pages

Various derivatives that mimic ceramide structures by introducing a triazole to connect the aminodiol moiety and long alkyl chain have been synthesized and screened for their anti-leukemia activity. SPS8 stood out among the derivatives, showing cytot...

  • Article
  • Open Access
11 Citations
3,951 Views
17 Pages

Stereoselective Synthesis and Antiproliferative Activity of Steviol-Based Diterpen Aminodiols

  • Dániel Ozsvár,
  • Viktória Nagy,
  • István Zupkó and
  • Zsolt Szakonyi

26 December 2019

A library of steviol-based trifunctional chiral ligands was developed from commercially available natural stevisoide and applied as chiral catalysts in the addition of diethylzinc to benzaldehyde. The key intermediate steviol methyl ester was prepare...

  • Feature Paper
  • Article
  • Open Access
9 Citations
3,880 Views
12 Pages

27 December 2020

An unprecedented two-step sequence was designed by combining batch and continuous flow (CF) protocols for the upgrading of two aminodiol regioisomers derived from glycerol, i.e., 3-amino-1,2-propanediol and 2-amino-1,3-propanediol (serinol). Under ba...

  • Article
  • Open Access
1 Citations
2,811 Views
25 Pages

Stereoselective Synthesis and Catalytical Application of Perillaldehyde-Based 3-Amino-1,2-diol Regioisomers

  • Márton Benedek Háznagy,
  • Antal Csámpai,
  • Imre Ugrai,
  • Barnabás Molnár,
  • Matti Haukka and
  • Zsolt Szakonyi

A library of regioisomeric monoterpene-based aminodiols was synthesised and applied as chiral catalysts in the addition of diethylzinc to benzaldehyde. The synthesis of the first type of aminodiols was achieved starting from (−)-8,9-dihydroperi...

  • Article
  • Open Access
12 Citations
5,238 Views
19 Pages

Stereoselective Synthesis and Investigation of Isopulegol-Based Chiral Ligands

  • Tam Minh Le,
  • Tamás Szilasi,
  • Bettina Volford,
  • András Szekeres,
  • Ferenc Fülöp and
  • Zsolt Szakonyi

19 August 2019

A library of isopulegol-based bi-, tri- and tetrafunctional chiral ligands has been developed from commercially available (−)-isopulegol and applied as chiral catalysts in the addition of diethylzinc to benzaldehyde. Michael addition of primary...

  • Article
  • Open Access
9 Citations
5,488 Views
14 Pages

Stereoselective Syntheses and Application of Chiral Bi- and Tridentate Ligands Derived from (+)-Sabinol

  • Yerbolat Tashenov,
  • Mathias Daniels,
  • Koen Robeyns,
  • Luc Van Meervelt,
  • Wim Dehaen,
  • Yerlan M. Suleimen and
  • Zsolt Szakonyi

A library of bidentate diols, as well as tridentate triols and aminodiols, derived from (+)-sabinol, was synthesized in a stereoselective manner. Sabinol was transformed into allylic trichloroacetamide via Overman rearrangement of the corresponding t...

  • Article
  • Open Access
7 Citations
4,031 Views
17 Pages

26 April 2020

A library of pinane-based chiral aminodiols, derived from natural (−)-β-pinene, were prepared and applied as chiral catalysts in the addition of diethylzinc to aldehydes. (−)-β-Pinene was reacted to provide 3-methylenenopinone,...

  • Short Note
  • Open Access
903 Views
4 Pages

5 February 2025

(1S,1′S)-2,2′-(Benzylazanediyl)bis(1-((3aR,4R,6aR)-2,2-dimethyltetrahydrofuro [3,4 d][1,3]dioxol-4-yl)ethan-1-ol), presenting a tertiary β-aminodiol moiety, was synthesized in 72% yield in a one-step reaction from an aminolysis of an...

  • Article
  • Open Access
5 Citations
2,918 Views
24 Pages

Stereoselective Synthesis and Application of Gibberellic Acid-Derived Aminodiols

  • Zein Alabdeen Khdar,
  • Tam Minh Le,
  • Zsuzsanna Schelz,
  • István Zupkó and
  • Zsolt Szakonyi

8 September 2022

A series of gibberellic acid-based aminodiols was designed and synthesized from commercially available gibberellic acid. Exposure of gibberellic acid to hydrochloric acid under reflux conditions resulted in aromatization followed by rearrangement to...

  • Article
  • Open Access
4 Citations
4,206 Views
31 Pages

Novel (+)-Neoisopulegol-Based O-Benzyl Derivatives as Antimicrobial Agents

  • Tam Minh Le,
  • Thu Huynh,
  • Fatima Zahra Bamou,
  • András Szekeres,
  • Ferenc Fülöp and
  • Zsolt Szakonyi

Discovery of novel antibacterial agents with new structures, which combat pathogens is an urgent task. In this study, a new library of (+)-neoisopulegol-based O-benzyl derivatives of aminodiols and aminotriols was designed and synthesized, and their...

  • Article
  • Open Access
1,081 Views
19 Pages

3 December 2025

Key intermediate azidodiols were synthesized according to literature from commercially available (+)- and (−)-α-pinene in a four-step sequence, including epoxidation with mCPBA, allylic rearrangement, a second epoxidation and, finally, a...

  • Article
  • Open Access
200 Views
13 Pages

Straightforward Synthetic Approach to Aminoalcohols with 9-oxabicyclo[3.3.1]nonane or Cyclooctane Core via Nucleophilic Ring-Opening of Spirocyclic Bis(oxiranes)

  • Olga V. Ryzhikova,
  • Daiana V. Savchenkova,
  • Sergey V. Kositov,
  • Yuri K. Grishin,
  • Olga A. Maloshitskaya,
  • Kseniya N. Sedenkova and
  • Elena B. Averina

12 January 2026

Nucleophilic ring-opening of bis(oxiranes), containing several reactive centers, can be used to elaborate straightforward atom-economy and stereoselective approaches to polyfunctionalized compounds. In the present work, ring-opening of cis- and trans...

  • Article
  • Open Access
3 Citations
1,396 Views
14 Pages

Synthesis of Dioxigenated Systems. Preparation of Homologues of 1,4-Benzodioxin as Calcium Antagonists

  • I. Sánchez,
  • M. D. Pujol,
  • G. Guillaument,
  • R. Massingham and
  • A. Monteil

A new compound (9), homologue of 1,4-benzodioxin, has been prepared and tested as calcium antagonist. Additionally, the intermediates 12 and 13 with structure of aminodiol, were also evaluated as anticalcium agents. All of them showed a moderate anti...