Photomediated transformation of Salannin, a tetranortri-terpenoid from Azadirachta indica A. Juss

Authors
Gopalakrishnan, G Singh, NDP Kasinath, V
Citation
G. Gopalakrishnan et al., Photomediated transformation of Salannin, a tetranortri-terpenoid from Azadirachta indica A. Juss, MOLECULES, 6(6), 2001, pp. 551-556
Citations number
13
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
MOLECULES
ISSN journal
14203049 → ACNP
Volume
6
Issue
6
Year of publication
2001
Pages
551 - 556
Database
ISI
SICI code
1420-3049(200106)6:6<551:PTOSAT>2.0.ZU;2-R
Abstract
Photolysis of Salannin (1), an important bioactive compound from Azadiracht a indica A.Juss (Neem), affords Delta (17)-isosalanninolide (2), a hitherto unknown compound, along with isosalanninolide (3) and salanninolide (4). A probable mechanism has been suggested. While the mechanism of formation of 2 involves both a [4+2] cycloaddition and a [1,3] sigmatropic shift in the furan and D-rings, respectively, formation of 3 and 4 involves the decompo sition of an ozonoide-like peroxide intermediate.