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Transformation of Azadiradione to Nimbocinol and 17 β ‐Hydroxynimbocinol, and StructurePesticidal‐Activity Relationship of Triterpenoids isolated from Azadirachta indica A. Juss. (Neem)
Author(s) -
Siddiqui Bina S.,
Rasheed Munawwer,
Faizi Shaheen,
Ali S. Tariq,
Tariq Rajput M.,
Naqvi Syed NaeemulHassan
Publication year - 2003
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.200390277
Subject(s) - azadirachta , triterpenoid , chemistry , meliaceae , azadirachtin , natural product , transformation (genetics) , anopheles stephensi , terpene , stereochemistry , chemical constituents , traditional medicine , botany , pesticide , biology , chromatography , biochemistry , medicine , aedes aegypti , larva , gene , agronomy
During studies on the structurepesticidal‐activity relationship of Azadirachta indica constituents, azadiradione ( 1 ) was treated with methanolic K 2 CO 3 to obtain 7‐deacetyl derivative nimbocinol ( 2 ). Unexpectedly, 17 β ‐hydroxynimbocinol ( 3 ), reported earlier as a natural product, was also formed. The structurepesticidal‐activity relationship of triterpenoids 1 – 16 against Anopheles stephensi Liston is described towards understanding the active functionalities responsible for the pesticidal activity of triterpenoids having apoeuphane(apotirucallane) and gedunin skeleta. The pesticidal activities of triterpenoids 2 – 8 are reported for the first time.
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