7-Deacetyl-17β-hydroxyazadiradione, a new limonoid insect growth inhibitor from Azadirachta indica

Transformation of Azadiradione to Nimbocinol and 17β‐Hydroxynimbocinol, and StructurePesticidal‐Activity Relationship of Triterpenoids isolated from Azadirachta indica A. Juss. (Neem)

“…2). This relationship of the activities in compounds 1, 2, and 3 is analogous to earlier observations of pesticidal activity against Heliothis virescens [33].…”

“…The availability of these triterpenoids, each having the basic apoeuphane-(apotirucallane) or gedunin skleton, provided us with an opportunity to understand the active phores. To extend these studies to other analogues, 1 was hydrolyzed with methanolic K 2 CO 3 , which afforded nimbocinol (2) [14] [32] along with 17b-hydroxynimbocinol (3), both of which are previously reported natural products [14] [33].…”

Melanogenesis Inhibitory, Anti-Inflammatory, and Chemopreventive Effects of Limonoids from the Seeds of Azadirachta indicia A. Juss. (Neem)

“…The above evidence, coupled with a NMR comparison with compound 1 6,28) , and analysis of 1 H-1 H COSY, HMQC, HMBC, and NOESY ( ) spectra, confirmed that 32 was a diterpene acid possessing an isocopalane-type skeleton, i.e., 7a-acetoxy-3-oxoisocopala-1,13-dien-15-oic acid. This diterpene is corresponded to a ring-D cleavage product of azadirone-and azadiradione-type limonoids.…”

Several Antifeedants from Neem Oil,Azadirachta indicaA. Juss., againstReticulitermes speratusKolbe (Isoptera: Rhinotermitidae)

“…However, for X and V, the opposite was observed. Lee et al 21 ) have reported that a hydroxyl group at C-7 reduced the activity of azadiradione, while a hydroxyl group' at C-17 increased the activity of 7-deacetylazadiradione against Heliothis virescens. The present result show that the C-17 hydroxyl group increased the activity of VI.…”