Podophyllotoxin compound containing 1,2,4-triazone structure, and application thereof
A technology of podophyllotoxin and triazone, which is applied to the pharmaceutical composition containing the compound and the field of application in medicine, and can solve the problems of large toxic side effects and easy drug resistance
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Embodiment 1
[0065] Example 1: 4β-(4-methyl-3,5-dioxo-2-phenyl-2,3,4,5-tetrahydro-1,2,4-triazine-6-carboxamide )-4-deoxyepipodophyllotoxin (compound 1)
[0066]
[0067] IR(KBr,cm -1 ):3430,2923,1773,1725,1681,1587,1485,1432,1384,1327,1239,1127, 1037,1001,927,768; MS(ESI)m / z(%):643.7[M+H] + .
Embodiment 2
[0068] Example 2: 4β-(4-methyl-3,5-dioxo-2-phenyl-2,3,4,5-tetrahydro-1,2,4-triazine-6-carboxamide )-4'-desmethyl-4-deoxyepipodophyllotoxin (Compound 2)
[0069]
[0070] MS(ESI) m / z(%): 629.6[M+H]+, 651.5[M+Na]+;
Embodiment 3
[0071] Example 3: 4β-[4-methyl-3,5-dioxo-2-(4-fluorophenyl)-2,3,4,5-tetrahydro-1,2,4-triazine- 6-Carboxamido]-4-deoxyepipodophyllotoxin (compound 3)
[0072]
[0073] 1 H NMR (600MHz, DMSO-d 6)δ9.04(d, J=8.4Hz, 1H), 7.57(m, 2H), 7.37(t, J=9.0Hz, 2H), 6.84(s, 1H), 6.57(s, 1H), 6.30( s,2H),6.02(s,1H),6.00(s,1H),5.38(m,1H),4.59(d,J=5.4Hz,1H),4.38(t,J=7.8Hz,1H), 3.91(m,1H),3.66(s,6H),3.62(s,3H),3.24(s,3H),3.19(m,1H),3.06(m,1H); MS(ESI)m / z( %):661.3[M+H] + ,683.2[M+Na] + .
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