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OCH3), 3.91 (s, 3H, OCH3), 3.94 (s, 3H, OCH3), 5.29 (s, 1H, 3-CH),
6.51 (s, 2H, 20 and 60-CH of 3-phenyl), 6.79–6.82 (d, 2H, 200 and
600-CH of benzylidene ring, J = 8.7 Hz), 7.24 (s, 1H, 7-CH of indanone
ring), 7.49–7.52 (d, 2H, 300 and 500-CH of benzylidene ring), 7.68 (s,
1H, benzylidene-CH). 13C NMR (CDCl3, 75 MHz): d 46.20, 55.25,
56.14, 56.14, 56.21, 56.21, 60.20, 60.83,101.35, 105.96, 105.96,
113.86, 113.86, 126.91, 132.16, 133.17, 133.17, 134.44, 136.72,
136.84, 137.21, 140.74, 148.41, 149.91, 152.93, 152.93, 154.78,
160.76, 193.79. ESIMS (MeOH): 507 [M+H]+, 529 [M+Na]+, 545
[M+K]+; IR (KBr): 3080, 2937, 2836, 1691, 1602, 1470, 1129, 1104.
75 MHz): d 46.70, 60.42, 60.42, 60.42, 60.66, 60.66, 60.66, 61.15,
61.18, 61.18, 101.78, 105.84, 106.55, 106.55, 109.30, 109.30,
130.11, 132.13, 135.30, 136.83, 136.83, 137.26, 140.11, 140.34,
150.32, 153.39, 153.46, 153.46, 153.46, 155.27, 193.93. ESIMS
(MeOH): 567 [M+H]+, 589 [M+Na]+, 605 [M+K]+; IR (KBr): 3083,
2940, 2837, 1689, 1590, 1505, 1128.
4.2.3.8.
(200,300,400-trimethoxybenzylidene)-indan-1-one
3-(30,40,50-Trimethoxyphenyl)-4,5,6-trimethoxy,
(9h).
2-
1H
NMR (CDCl3, 300 MHz): d 3.39 (s, 3H, OCH3), 3.67 (s, 9H, 3ꢁOCH3),
3.72 (s, 3H, OCH3), 3.75 (s, 3H,OCH3), 3.80 (s, 3H, OCH3), 3.87 (s, 3H,
OCH3), 3.90 (s, 3H, OCH3), 5.21(s, 1H, 3-CH), 6.32 (s, 2H, 20 and 60-
CH, aromatic),6.48–6.51 (d, 1H, 500-CH of benzylidene ring), 7.10–
7.14 (d, 1H, 600-CH of benzylidene ring), 7.21 (s, 1H, 7-CH, aro-
matic), 7.88 (s, 1H, benzylidene-CH). 13C NMR (CDCl3, 75 MHz): d
46.04, 55.93, 56.05, 56.05, 56.05, 56.19, 60.14, 60.78, 60.78,
61.53, 101.32, 105.79, 105.79, 106.65, 121.72, 125.76, 129.71,
132.49, 136.53, 137.30, 139.43, 140.67, 141.98, 148.45, 149.89,
152.73, 152.73, 153.72, 154.75, 154.97, 193.39. ESIMS (MeOH):
568 [M+2H]+, 589 [M+Na]+, 605 [M+K]+; IR (KBr): 3071, 2937,
1686, 1592, 1496, 1304, 1126, 1094.
4.2.3.4. 3-(30,40,50-Trimethoxyphenyl)-4,5,6-trimethoxy, 2-(200-
methoxybenzylidene)-indan-1-one (9d).
1H NMR (CDCl3,
300 MHz): d 3.35 (s, 3H, OCH3), 3.67 (s, 6H, 2ꢁOCH3), 3.69 (s, 3H,
OCH3), 3.74 (s, 3H, OCH3), 3.89 (s, 3H, OCH3), 3.93 (s, 3H, OCH3),
5.23 (s, 1H, 3-CH), 6.28 (s, 2H, 20 and 60-CH of 3-phenyl), 6.74–
6.82 (b m, 2H, 400 and 500-CH of benzylidene ring), 7.22–7.26 (b m,
2H, 300-CH of benzylidene ring and 7-CH of indanone ring), 7.38
(bd, 1H, 600-CH of benzylidene ring), 7.99 (s, 1H, benzylidene-CH).
13C NMR (CDCl3, 75 MHz): d 45.98, 55.34, 56.00, 56.00, 56.19,
60.10, 60.73, 60.81, 101.32, 105.78, 105.78, 110.46, 119.70,
123.76, 130.28, 130.56, 132.51, 136.40, 137.33, 140.53, 140.84,
148.58, 149.93, 152.62, 152.62, 154.75, 157.96, 158.33, 193.45.
ESIMS (MeOH): 508 [M+2H]+, 529 [M+Na]+, 545 [M+K]+; IR (KBr):
3083, 2941, 1695, 1621, 1469, 1335, 1125, 1099.
4.2.3.9.
(200,400,500-trimethoxybenzylidene)-indan-1-one
3-(30,40,50-Trimethoxyphenyl)-4,5,6-trimethoxy,
(9i).
2-
1H
NMR (CDCl3, 300 MHz): d 3.55 (s, 3H, OCH3), 3.63 (s, 3H, OCH3),
3.72 (s, 3H, OCH3), 3.75 (s, 9H, 3ꢁOCH3),3.88 (s, 3H, OCH3), 3.91
(s, 3H, OCH3), 3.92 (s, 3H, OCH3), 5.26 (s, 1H, 3-CH), 6.44 (s, 1H,
300-CH of benzylidene ring), 6.54 (s, 2H, 20 and 60-CH of 3-phenyl
ring), 6.93 (s, 1H, 600-CH of benzylidene ring), 7.23 (s, 1H, 7-CH of
indanone ring), 8.79 (s, 1H, benzylidene-CH). 13C NMR (CDCl3,
75 MHz): d 46.39, 55.87, 55.87, 55.87, 55.98, 56.20, 56.37, 60.24,
60.73, 60.80, 96.44, 101.37, 105.70, 105.70, 114.28, 115.12,
129.27, 132.32, 136.57, 136.57, 137.13, 140.29, 142.62, 148.10,
149.90, 151.95, 152.90, 152.90, 154.69, 155.14, 193.65. ESIMS
(MeOH): 567 [M+H]+, 589 [M+Na]+, 605 [M+K]+; IR (KBr):3080,
2937, 1678, 1601, 1507, 1472, 1309, 1207, 1126.
4.2.3.5. 3-(30,40,50-Trimethoxyphenyl)-4,5,6-trimethoxy, 2-(300,400-
dimethoxybenzylidene)-indan-1-one (9e).
1H NMR (CDCl3,
300 MHz): d 3.56 (s, 3H, OCH3), 3.73 (s, 6H, 2ꢁOCH3), 3.75 (s, 9H,
3ꢁOCH3), 3.86 (s, 3H, OCH3), 3.90 (s, 3H, OCH3), 5.28 (s, 1H, 3-
CH), 6.39 (s, 2H, 20 and 60-CH of 3-phenyl), 6.79–6.81 (d, 1H, 5-
CH of benzylidene ring, J = 8.1 Hz), 6.97 (s, 1H, 2-CH of benzylidene
ring), 7.15–7.18 (d, 1H, 6-CH of benzylidene ring, J = 8.4 Hz), 7.22
(s, 1H, 7-CH of indanone ring), 7.68 (s, 1H, benzylidene-CH). 13C
NMR (CDCl3, 75 MHz): d 46.83, 56.31, 56.52, 56.56, 56.56, 56.68,
60.75, 61.26, 61.30, 101.85, 106.22, 106.22, 111.22, 113.88,
126.94, 127.68, 132.47, 135.44, 137.17, 137.28, 140.91, 140.91,
148.78, 149.22, 150.40, 151.11, 153.49, 153.49, 155.27, 194.20.
ESIMS (MeOH): 537 [M+H]+, 559 [M+Na]+, 575 [M+K]+; IR (KBr):
3016, 2992, 2938, 1685, 1597, 1511, 1132, 1106.
4.2.3.10.
(300,400-methylenedioxybenzylidene)-indan-1-one
3-(30,40,50-Trimethoxyphenyl)-4,5,6-trimethoxy,2-
(9j).
1H
NMR (CDCl3, 300 MHz): d 3.43 (s, 3H, OCH3), 3.76 (s, 9H, 3ꢁOCH3),
3.91 (s, 3H, OCH3), 3.94 (s, 3H, OCH3), 5.26 (s, 1H, 3-CH), 5.94–5.96
(br s, 2H, O-CH2-O), 6.49 (br s, 2H, 20 and 60-CH of 3-phenyl), 6.73–
6.74 (d, 1H, 500-CH of benzylidene ring), 7.05–7.10 (m, 2H, 200-CH
and 600-CH of benzylidene ring), 7.28 (s, 1H, 7-CH of indanone ring),
7.61 (s, 1H, benzylidene-CH). 13C NMR (CDCl3, 75 MHz): d 46.71,
56.58, 56.58, 56.58, 60.61, 61.26, 61.26, 101.78, 101.90, 106.49,
106.49, 108.70, 110.69, 127.99, 128.95, 132.53, 134.87, 137.20,
137.20, 138.17, 141.22, 148.23, 148.96, 149.37, 150.34, 153.43,
153.43, 155.28, 194.09. ESIMS (MeOH): 521 [M+H]+, 543
[M+Na]+, 559 [M+K]+; IR (KBr): 3081, 2940, 1699, 1599, 1491,
1469, 1334, 1270, 1106.
4.2.3.6. 3-(30,40,50-Trimethoxyphenyl)-4,5,6-trimethoxy, 2-(200,400-
dimethoxybenzylidene)-indan-1-one (9f).
1H NMR (CDCl3,
300 MHz): d 3.42 (s, 3H, OCH3), 3.72 (s, 9H, 3ꢁOCH3), 3.77 (s, 3H,
OCH3), 3.80 (s, 3H, OCH3), 3.89 (s, 3H, OCH3), 3.93 (s, 3H, OCH3),
5.22 (s, 1H, 3-CH), 6.31–6.34 (d, 1H, 600-CH of benzylidene ring,
J = 7.5 Hz), 6.34 (s,1H, 300-CH of benzylidene ring), 6.41 (s, 2H, 20
and 60-CH of 3-phenyl ring), 7.23 (s, 1H, 7-CH of indanone ring),
7.39–7.42 (d, 1H, 500-CH of benzylidene ring), 8.05 (s, 1H, benzyli-
dene-CH). 13C NMR (CDCl3, 75 MHz): d 46.81, 55.79, 55.93, 56.54,
56.54, 56.54, 56.68, 60.62, 61.27, 98.29, 101.79, 104.91, 106.27,
106.27, 116.92, 129.89, 132.48, 133.04, 136.91, 137.77, 138.00,
141.11, 148.70, 150.36, 153.22, 153.22, 155.13, 160.81, 162.82,
194.15. ESIMS (MeOH): 537 [M+H]+, 559 [M+Na]+, 575 [M+K]+; IR
(KBr): 3079, 2938, 2835, 1682, 1600, 1469, 1503, 1125, 1100.
4.2.3.11.
(200,300-methylenedioxybenzylidene)-indan-1-one (9k).
3-(30,40,50-Trimethoxyphenyl)-4,5,6-trimethoxy,2-
1H
NMR (CDCl3, 300 MHz): d 3.40 (s, 3H, OCH3), 3.70 (s, 3H, OCH3),
3.71 (s, 6H, 2ꢁOCH3), 3.91 (s, 3H, OCH3), 3.94 (s, 3H, OCH3), 5.31
(s, 1H, 3-CH), 5.95 and 6.05 (two distinct s, 2H, –O–CH2–O), 6.39
(s, 2H, 20 and 60-CH, aromatic), 6.65–6.70 (m, 2H, 400and 600-CH of
benzylidene ring), 6.81–6.90 (dd, 1H, 500-CH of benzylidene ring),
7.23 (s, 1H, 7-CH of indanone), 7.71 (s, 1H, benzylidne-CH). 13C
NMR (CDCl3, 75 MHz): d 45.99, 56.03, 56.03, 56.19, 60.13, 60.74,
60.83, 100.98, 101.33, 105.73, 105.73, 109.17, 117.15, 121.07,
122.54, 127.32, 132.22, 136.55, 137.04, 140.79, 141.37, 146.80,
147.26, 148.79, 149.90, 152.70, 152.70, 154.80, 193.15. ESIMS
(MeOH): 521[M+H]+, 543 [M+Na]+; IR (KBr): 3084, 2937, 1701,
1591, 1507, 1458, 1251, 1125, 1110.
4.2.3.7.
(300,400,500-trimethoxybenzylidene)-indan-1-one
3-(30,40,50-Trimethoxyphenyl)-4,5,6-trimethoxy,
(9g).
2-
1H
NMR (CDCl3, 300 MHz): d 3.51 (s, 3H, OCH3), 3.66 (s, 3H, OCH3),
3.72 (s, 6H, 2ꢁOCH3), 3.74 (s, 6H, 2ꢁOCH3), 3.79 (s, 3H, OCH3),
3.82 (s, 3H, OCH3), 3.83 (s, 3H, OCH3), 5.19 (s, 1H, 3-CH indanone
ring), 6.49 (s, 2H, 20 and 60-CH of 3-phenyl of indanone ring),
6.61 (s, 2H, 200 and 600-CH of benzylidene ring), 7.13 (s, 1H, 7-CH
of indanone ring), 7.55 (s, 1H, benzylidene-CH). 13C NMR (CDCl3,