Synthetic and Structure-Activity Relationship of Insecticidal Bufadienolides

Author:

Hidayat Ace Tatang1,Zainuddin Achmad1,Dono Danar2,Hermawan Wawan3,Hayashi Hideo4,Supratman Unang1

Affiliation:

1. Department of Chemistry, Faculty of Mathematics and Natural Sciences, Padjadjaran University, Jatinangor 45363, Sumedang, Indonesia

2. Department of Pest and Plant Diseases, Faculty of Agriculture, Padjadjaran University, Jatinangor 45363, Sumedang, Indonesia

3. Department of Biology, Faculty of Mathematics and Natural Sciences, Padjadjaran University, Jatinangor 45363, Sumedang, Indonesia

4. Division of Applied Life Sciences, Graduate School of Life and Environmental Sciences, Osaka Prefecture University, 1–1 Gakuen-cho, Sakai, Osaka 599–8531, Japan

Abstract

A new synthetic analog of bufadienolide, methyl isobryophyllinate A (1), and a known synthetic analog, methyl isobersaldegenate-1,3,5-orthoacetate (2), were obtained by methanolysis of bryophyllin A (3) and bersaldegenin-1,3,5-orthoacetate (5) in basic solution. Structure-insecticidal activity relationship studies revealed both orthoacetate and α-pyrone moieties seemed to be essential structural elements for exhibiting insecticidal activity, whereas oxygenated substituents in the C ring enhanced the insecticidal activity against the third instar larvae of silkworm (Bombyx mori).

Publisher

SAGE Publications

Subject

Complementary and alternative medicine,Plant Science,Drug Discovery,Pharmacology,General Medicine

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