Method(I): haplophyllidine (
1 ) alkaloid was dissolved
in concentrated acetic acid and nitration mixture (HNO
3
+CH
3
COOH) was added while
stirring. The reaction was carried out at a temperature of 65-70℃ for 6 hours. As a
result of the reaction, a mixture of substances anhydroperforin (
2 )and 7-methoxy-3,3-
dimethyl-9-nitro-2,3-dihydro-1H-furo[2,3-b]pyrano[2,3-h]quinolone (
3 ) (2:1) was
formed.
Method(II): anhydroperforin (
2 ) was dissolved in concentrated acetic acid and
nitration mixture (HNO
3
+3H
2
SO
4
) was added while stirring. The reaction was carried
out at 65℃ for 4 hours. The progress of the reaction was monitored using the TLC
method. The structure of the product was fully proven using
1
H and
13
C NMR
spectroscopic and X-ray structural analysis methods.
N
O
O
H
3
C
H
3
C
O
CH
3
O
CH
3
Method(II) (HNO
3
+3H
2
SO
4
)
N
O
O
H
3
C
H
3
C
O
CH
3
N
O
2
N
O
O
CH
3
O
CH
3
H
3
C
H
3
C
H
O
Method(I) (HNO
3
+CH
3
COOH)
+ 1 2 3
Poster presentation
254
QUERCETIN AMINOMETHYLATION WITH TETRAHYDROISOQUINOLINE DERIVATIVES AND BIOLOGICAL ACTIVITY OF THEIR CONJUGATES Sh. N. Zhurakulov
