Ecdysteroid analogs based on steroidal sapogenins I. Synthesis of bromo-derivatives from diosgenin. Preliminary study of their biological activity

Ecdysteroids represent a large family of steroids comprising more than 100 compounds. They have been found in both invertebrates and plant kingdom where they play an important role in some facets of development, metamorphosis and reproduction. In plants, they provide a potential protection against p...

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Bibliographic Details
Main Authors: Armando Zaldo Castro, Juan Enrique Tacoronte, Francisco Coll Manchado, Lucita Aguilera de la Paz, María Teresa Cabrera
Format: Article
Language:English
Published: Centro Nacional de Investigaciones Científicas 2002-05-01
Series:Revista CENIC Ciencias Químicas
Online Access:https://revista.cnic.cu/index.php/RevQuim/article/view/1537
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Summary:Ecdysteroids represent a large family of steroids comprising more than 100 compounds. They have been found in both invertebrates and plant kingdom where they play an important role in some facets of development, metamorphosis and reproduction. In plants, they provide a potential protection against phytophagous predators. The aim of the undertaken report is the synthesis and structural elucidation, through NMR (1H-13C) and FTIR techniques, of advanced intermediates synthesized from naturally and commercially available steroidal sapogenin diosgenin. Some classic reactions and optimized variants were used for obtaining more than 10 intermediates: epoxydations, and oxidative cleavage of oxyranic rings, cishydroxylation to double bonds and a-halogenation to carbonyl compounds. The biological activity of several obtained intermediates was researched in order to establish the real potential of these derivatives as insecticides. The results suggest that this kind of bromine derivatives could be used as genetic modulator for controlling Blatella germanica, a typical cockroach pest in human communities.
ISSN:2221-2442