Literature DB >> 25150016

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

Wan-Chun Lai1, Balázs Dankó2, József Csábi2, Zoltán Kele3, Fang-Rong Chang4, Mihail L Pascu5, Tamás Gáti6, András Simon6, Leonard Amaral7, Gábor Tóth8, Attila Hunyadi9.   

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.
Copyright © 2014 Elsevier Inc. All rights reserved.

Entities:  

Keywords:  20-Hydroxyecdysone; Ecdysteroid; Enone photochemistry; Laser flash photolysis; NMR; Stereochemistry

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Year:  2014        PMID: 25150016     DOI: 10.1016/j.steroids.2014.07.016

Source DB:  PubMed          Journal:  Steroids        ISSN: 0039-128X            Impact factor:   2.668


  2 in total

1.  Induced selectivity in the photochemistry of estrone derivatives in sustainable and micellar environment: preparative and mechanistic studies.

Authors:  Matías I Quindt; Gabriel F Gola; J A Ramirez; Sergio M Bonesi
Journal:  Photochem Photobiol Sci       Date:  2021-10-01       Impact factor: 4.328

Review 2.  Phytoecdysteroids: Distribution, Structural Diversity, Biosynthesis, Activity, and Crosstalk with Phytohormones.

Authors:  Yamshi Arif; Priyanka Singh; Andrzej Bajguz; Shamsul Hayat
Journal:  Int J Mol Sci       Date:  2022-08-04       Impact factor: 6.208

  2 in total

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