Rapid, laser-induced conversion of 20-hydroxyecdysone-A follow-up study on the products obtained

Wan Chun Lai, Balázs Dankó, József Csábi, Z. Kele, Fang Rong Chang, Mihail L. Pascu, Tamás Gáti, A. Simon, Leonard Amaral, Gábor Tóth, Attila Hunyadi

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

We have recently reported the set-up of an experimental system for the laser-induced photochemical modification of bioactive substances, where two ecdysteroids, 20-hydroxyecdysone (20E) and its diacetonide derivative served as probes. As a direct continuation of our previous work, three new compounds together with five other ecdysteroid derivatives, have been identified from the novel, laser-induced photo-transformation reaction of 20E. The structures and NMR signal assignment were established by comprehensive one- and two-dimensional NMR spectroscopy supported by mass spectroscopy. Possible ways for the formation of each species is also discussed. Similar to their parental compound, the products obtained are potentially bioactive and worthy for further investigations; due to the low yields, however, a different approach for their higher scale production is suggested.

Original languageEnglish
Pages (from-to)56-62
Number of pages7
JournalSteroids
Volume89
DOIs
Publication statusPublished - 2014

Fingerprint

Ecdysterone
Ecdysteroids
Lasers
Derivatives
Nuclear magnetic resonance spectroscopy
Mass Spectrometry
Magnetic Resonance Spectroscopy
Nuclear magnetic resonance
Spectroscopy

Keywords

  • 20-Hydroxyecdysone
  • Ecdysteroid
  • Enone photochemistry
  • Laser flash photolysis
  • NMR
  • Stereochemistry

ASJC Scopus subject areas

  • Biochemistry
  • Clinical Biochemistry
  • Endocrinology
  • Molecular Biology
  • Organic Chemistry
  • Pharmacology
  • Medicine(all)

Cite this

Rapid, laser-induced conversion of 20-hydroxyecdysone-A follow-up study on the products obtained. / Lai, Wan Chun; Dankó, Balázs; Csábi, József; Kele, Z.; Chang, Fang Rong; Pascu, Mihail L.; Gáti, Tamás; Simon, A.; Amaral, Leonard; Tóth, Gábor; Hunyadi, Attila.

In: Steroids, Vol. 89, 2014, p. 56-62.

Research output: Contribution to journalArticle

Lai, WC, Dankó, B, Csábi, J, Kele, Z, Chang, FR, Pascu, ML, Gáti, T, Simon, A, Amaral, L, Tóth, G & Hunyadi, A 2014, 'Rapid, laser-induced conversion of 20-hydroxyecdysone-A follow-up study on the products obtained', Steroids, vol. 89, pp. 56-62. https://doi.org/10.1016/j.steroids.2014.07.016
Lai, Wan Chun ; Dankó, Balázs ; Csábi, József ; Kele, Z. ; Chang, Fang Rong ; Pascu, Mihail L. ; Gáti, Tamás ; Simon, A. ; Amaral, Leonard ; Tóth, Gábor ; Hunyadi, Attila. / Rapid, laser-induced conversion of 20-hydroxyecdysone-A follow-up study on the products obtained. In: Steroids. 2014 ; Vol. 89. pp. 56-62.
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AU - Pascu, Mihail L.

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