Abstract
New functionalized derivatives of 8,8,10-trimethyl-4-phenyl-7,8-dihydro-2H,6H-pyrano[3,2-g]-chromene-2,6-dione – analogues of the natural compound graveolone – possessing hydrazine, hydroxylamine, and thiosemicarbazide residues were synthesized and their reactions with acetic anhydride were studied. The structure of the obtained compounds was confirmed by NMR spectroscopy.
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MM Garazd YaL Garazd VP Khilya (2003) Chem Nat Compounds 39 54 Occurrence Handle10.1023/A:1024140915526 Occurrence Handle1:CAS:528:DC%2BD3sXksFWmtL0%3D
DP Cakraborty D Chatterji (1969) J Org Chem 34 3784 Occurrence Handle10.1021/jo01264a009
RA Finnegan MP Morris C Djerassi (1961) J Org Chem 26 1180 Occurrence Handle10.1021/jo01063a050 Occurrence Handle1:CAS:528:DyaF3MXpvFCgtg%3D%3D
R Korec KH Sensch T Zoukas (2000) Arzneim Forsch 50 122 Occurrence Handle1:CAS:528:DC%2BD3cXitFeqtbY%3D
M Itoigawa C Ito HTW Tan M Kuchide H Tokuda H Nishino H Furukawa (2001) Cancer Lett 169 15 Occurrence Handle10.1016/S0304-3835(01)00521-3 Occurrence Handle1:CAS:528:DC%2BD3MXktlWmsLs%3D
I Kohler K Jenett-Siems FP Mockenhaupt K Siems J Jakupovic JC Gonzalez MA Hernandez RA Ibarra WG Berendsohn U Bienzle E Eich (2001) Planta Med 67 89 Occurrence Handle10.1055/s-2001-10630 Occurrence Handle1:CAS:528:DC%2BD3MXhslKgtr8%3D
D Guilet JJ Helesbeux D Seraphin T Sevenet P Richomme J Bruneton (2001) J Nat Prod 64 563 Occurrence Handle10.1021/np000517o Occurrence Handle1:CAS:528:DC%2BD3MXis1WjsL4%3D
MM Garazd YaL Garazd VP Khilya (2005) Chem Nat Compounds 41 245 Occurrence Handle10.1007/s10600-005-0126-7 Occurrence Handle1:CAS:528:DC%2BD2MXps1altr8%3D
Lee JM, Tseng TH, Lee YJ (2001) Synthesis:2247
Meguro K, Tawada H, Ikeda H (1991) Pat WO 9112249
K Meguro H Tawada H Ikeda (1991) Chem Abstr 115 279815
C Bailly C Bal P Babier S Combes JP Finet MP Hildebrand V Peyrot N Wattez (2003) J Med Chem 46 5437 Occurrence Handle10.1021/jm030903d Occurrence Handle1:CAS:528:DC%2BD3sXosFWlsrs%3D
S Shah R Vyas RH Mehta (1991) J Indian Chem Soc 68 411 Occurrence Handle1:CAS:528:DyaK38XhsFWnu7g%3D
P Desai R Mehta (1996) Indian J Heterocycl Chem 5 319 Occurrence Handle1:CAS:528:DyaK28XltFanuro%3D
Kabbe HJ (1978) Synthesis:886
HJ Kabbe A Widdig (1982) Angew Chem 94 254 Occurrence Handle1:CAS:528:DC%2BD1cXkvFans7Y%3D Occurrence Handle10.1007/s10600-008-0006-z
VS Moskvina VP Khilya (2008) Chem Nat Compounds 44 15 Occurrence Handle10.1007/s10600-008-0006-z Occurrence Handle1:CAS:528:DC%2BD1cXkvFans7Y%3D
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Correspondence: Viktoria Moskvina, Chemistry Department, Kyiv National Taras Shevchenko University, 60, ul. Vladimirskaya, 01033 Kyiv, Ukraine.
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Moskvina, V., Turov, O., Khilya, V. et al. Synthesis and NMR spectroscopy investigations of functionalized 8,8,10-trimethyl-4-phenyl-7,8-dihydro-2H,6H-pyrano[3,2-g]chromene-2,6-diones and their spirothiadiazole derivatives. Monatsh Chem 139, 1391–1396 (2008). https://doi.org/10.1007/s00706-008-0934-0
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DOI: https://doi.org/10.1007/s00706-008-0934-0