Chemical modifications at the 22-hydroxyl group of ecdysteroids: alternative structural requirements for high moulting activity. |
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Authors: | Apichart Suksamrarn Prasert Pattanaprateep Tanud Tanachatchairatana Woraphot Haritakun Boon-ek Yingyongnarongkul Nitirat Chimnoi |
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Affiliation: | Department of Chemistry, Faculty of Science, Ramkhamhaeng University, Bangkok 10240, Thailand. apichart@ram1.ru.ac.th |
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Abstract: | A number of 22-O-alkyl ether and acyl ester derivatives have been prepared and their moulting activity determined, using the Musca assay. It was found that a free 22-hydroxyl group is not an essential structural requirement for an ecdysteroid to exhibit high moulting activity. The activity of a 22-O-substituted ecdysteroid may even be higher than that of the parent compound, providing that the substituent constitutes a functional group that can enhance biological activity. The moulting activity is not sensitive to steric factors at the 22-position. Ecdysteroid without a 22-hydroxyl group may exhibit high moulting activity if a functional group that can enhance activity is present at an appropriate position. |
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