Photooxygenation of nimonol, a tetranortriterpenoid from Azadirachta indica. A. Juss

Molecules

Volumn 7, Issue 2, 2002, Pages 112-118

  Gopalakrishnan, Geetha ^a   Pradeep Singh, N D ^a   Kasinath, V ^a  

^a Spic Science Foundation India   (India)

Author keywords

Antifeedant; Photooxygenation; Singlet oxygen; Tetranortriterpenoid

Indexed keywords

14,15,20,21 DIEPOXY 23 NIMONOLACTONE; ALPHA EPOXIDE; AZADIRACHTIN; AZADIRACHTIN A; EPOXIDE; LACTONE DERIVATIVE; NIMONOL; OXYGEN; TRITERPENOID; UNCLASSIFIED DRUG;

ARTICLE; AZADIRACHTA INDICA; CHEMICAL REACTION; PHOTOLYSIS; PHOTOOXIDATION; PLANT LEAF;

EID: 0003096274     PISSN: 14203049     EISSN: None     Source Type: Journal    
DOI: 10.3390/70200112     Document Type: Article

References (17)

1. Feringa, B. L. Photo oxidation of furans. Rec. Trav. Chim, Pays-Bas, 1957, 106, 469-488.
2. Gollinick, K. Advan. Photochem, 1968, 6,1-122.
3. Jarvis, A.P; Johnson, S.; Morgan, E.D.; Simmonds, M.S.J.; Blaney, W.M. Photooxidation of nimbin and salannin - tetranortriterpenoids from neem tree, J. Chem. Ecol., 1997, 23, 2841-2860.
4. Purushothaman, K.K; Duraiswamy, K.; Connolly, J.D. Tetranortriterpenoids from Melia dubia, Phytochemistry, 1984, 23, 135-137.
5. Johnson, S.; Morgan, E.D.; Wilson, I.D.; Spraul, M.; Hofmann, M. Photoisomerization of azadirachtin studied by high performance liquid chromatography coupled to high field proton NMR spectroscopy, J. Chem. Soc. Perkin Trans 1, 1994,1499-1502.
6. Burke, B.A.; Chan, W.R.; Magnus, K.E.; Taylor, D.R. Extractives of Cedrela odorata L.-III. The structure of photogedunin, Tetrahedron, 1969, 25, 5007-5011
7. Grimminger, W.; Kraus, W. Photooxidation of von 3-subsutituierten furanen in aprotischen Losungmittelin, Leibigs Ann. Chem., 1979, 1571-1576.
8. Siddiqui, S.; Siddiqui, D.S.; Faizi, S.; Mahmood, T. Isolation of tetranortriterpenoid from Azadirachta indica, Phytochemistry, 1984, 23, 2899-2901.
9. Suresh, G.; Narasimhan, N.S.; Palani, N. Structure of Nimonol from fresh whole green leaves of Azadirachta indica, Phytochemistry, 1997, 45, 807-810.
10. Berson, J.A.; Wall, R.G.; Perlmutter, H.D. Preference for endoid addition in the ene system, J. Amer. Chem. Soc, 1966, 88, 187-188.
11. Nickson, A.; Bagli, J.F. Reactivity and Geometry in Allylic Systems, J. Amer. Chem. Soc, 1961, 83, 1498-1508.
12. Lutz, R.F.; Welstead Jr., W.J.; Bass, R.G.; Dale, J.I. Sterochemistry of photosensitized oxygenation of monoolefins, J. Org. Chem, 1962, 27, 1111-1112.
13. Pfoertner, K.H. Alkenes: Photo-oxidation; In Photochemistry in Organic Synthesis, Coyle, J.D., editor; The Royal Society of Chemistry: Great Britain, 1986, pp. 189-209
14. Gopalakrishnan, G.; Pradeep Singh, N.D.; Kasinath, V.; Malathi, R.; Rajan, S.S. Photooxidation of Cedrelone, a tetranortriterpenoid from Toona ciliata, Photochem. Photobio., 2000, 72, 464-466.
15. Gopalakrishnan, G.; Pradeep Singh, N.D.; Kasinath., V. Photomediated transformation of Salannin, a tetranortriterpenoid from Azadirachta indica A. Juss, Molecules, 2001, 6, 551-556.
16. Govindachari, T.R.; Malathi R.; Gopalakrishnan, G.; Suresh, G.; Rajan, S.S. Isolation of a new tetranor-triterpenoid from the uncrushed green leaves of Azadirachta indica, Phytochemistry, 1999, 52, 1117-1119.
17. Pradeep Singh, N.D. Ph.D.Thesis, University of Madras, November 2000.