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Valli G and Geetha S. / International Journal of Biological & Pharmaceutical Research. 2015; 6(5): 332-335.
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International Journal of Biological
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IJBPR
DETERMINATION OF BINDING ENERGY OF THE FLAVONOIDS
PRESENT IN ERYTHRINA VARIGATA BY DFT METHOD
1
G. Valli*1 and S. Geetha1
Department of Chemistry, S.F.R. College, Sivakasi, Tamilnadu, India
Associate Professor & Head, Department of Chemistry, The Standard Fireworks Rajaratnam College for Women, Sivakasi626123, Virudhunagar District, Tamilnadu State, India.
1
ABSTRACT
Flavonoids isolated from Erythrina Varigata species were found to exhibit various pharmacological properties. In
order to find the lead compounds among the thirteen flavonoids selected for our work, binding energy determination were
carried out by DFT method using Gaussian software. Binding energies were calculated by B3LYP and HF methods using three
basis sets like STO-3G, 3-21G, 6-31G. Among the thirteen flavonoids, Vogelin- I was found to have good binding energy by
both the method. B3LYP method the binding energies were found to be STO-3G (-1472.3907), 3-21G (-1472.3907) and 6-31G
(-1491.2817). Binding energy by STO-3G (-1474.1990), 3-21G (-1474.1990) and 6-31G (-1481.8226) were observed by HF
method. These results showed that the flavonoid Vogelin-I was found to have very good binding energy and stability. Hence
this may serve as a very good drug in future.
Key Words: Erythrina Varigata, Flavonoids, DFT, B3LYP and HF methods.
INTRODUCTION
Flavonoids present in Erythrina Varigata were
used in traditional medicine as an alternative form for
health care and the development of microbial resistance to
the available antibiotics (Khare, 2007; Kumar A et al,
2011]. Different parts of Erythrina Varigata have used in
traditional medicine as a nervine sedative, febrifuge, antiasthmatic and antiepileptic (Anwar M, 2006). The leaves
are used in fever, inflammation and joint pain and the leaf
juice was used in earache, toothache (Ghani A, 1998)
constipation (Gupta VK, 2002) cough (Ghosal S, 1972)
and also known to stimulate lactation and menstruation.
Flavonoids present in Erythrina Varigata leaves and juice
were found to be used in the traditional system of medicine
for the treatment of various ailments such liver trouble,
convulsion, arthritis, etc. (Nadkarni KM et al., 1992). The
leaves were found to be used as an anti caries agent to
prevent dental caries and also acts as a very good
Corresponding Author
Dr.G. Valli
Email: [email protected]
antioxidant, analgesic, anti-inflammatory agent and it has
smooth muscle relaxant property, potent drug to treat
osteoporosis. Its leaves have a cathartic, diuretic and
antiseptic action (Khare CP 2007; Valli G et al., 2014).
Hence, viewing the importance of flavonoids from various
literature resourses and incontinuation of our work to
predict the molecular properties and bio-avtivity scores
using molinspiration software, the binding energy of
thirteen flavonoids isolated from Erythrina varigata were
calculated by DFT method using Gaussian software.
Binding energies were evaluated by DFT approach using
B3LYP and HF methods.
EXPERIMENTAL METHODS
Materials
Thirteen bio-active flavonoids reported in the
various solvent extract of Erythrina Varigata leaves like
Pterocarpan group-I, Pterocarpan group-II, Isowigteone,1methoxyphaseolludin,Vogelin-A,
Vogelin-B,Vogelin-E,
Vogelin-F, Vogelin-G, Vogelin-H,Vogelin-I, Vogelin-J,
Erysenegalensin-G, Erysenegalensin-L, Erysenegalensin-
333
Valli G and Geetha S. / International Journal of Biological & Pharmaceutical Research. 2015; 6(5): 332-335.
M and Erysenegalensin-F were taken from the reported
resources as given in Figures 1-13.
Methods
DFT calculations were carried out using Gaussian
software 05.Binding energies of the Erythrina varigata
leaves like Pterocarpan group-I, Pterocarpan group-II,
Isowigteone,1-methoxyphaseolludin, Vogelin-A, VogelinB, Vogelin-E, Vogelin-F, Vogelin-G, Vogelin-H, VogelinI, Vogelin-J, Erysenegalensin-G, Erysenegalensin-L,
Erysenegalensin-M and Erysenegalensin-F flavonoids
were evaluated by B3LYP and
HF methods using
STO-3G, 3-21G, 6-31G basis sets[11]. The structures of
these flavonoids were drawn in Gauss view window. The
binding energy of the above thirteen flavonoids predicted
by B3LYP and HF methods were given in Tables-1 and
Table-2.
RESULT AND DISCUSSION
i) B3LYP method
Binding energy calculated by three basis sets (STO3G, 3-21G,
6-31G) showed the following observations:
STO-3G basis sets, the binding energies were found to be
-718.1015,-718.1273 ,-1133.8328,-1171.7248,-1246.4598,1247.8391
-1208.1977,
-1247.1137,
-1399.8595,1208.5734, -1472.3907, -1142.2788 and -1179.6174.
According to 3-21G basis sets -723.2787,-723.3033, 1142.2738, -1179.6174, -1256.4324, -1257.0713, 1256.3709,-1410.2128,
-1217.4839,-1483.5132,
1141.0314 and -1410.0324a.u were observed as binding
energies for the above flavonoids respectively. 6-31G
basis sets predicted -727.0939, -727.1178, -1148.2751, -
1186.6695,
-1263.0041,
-1223.6324,
-1262.9427,1417.5923, -1223.8636, -1491.2817,-1147.0109 and 1417.4079a.u values for binding energy of the selected
compound. From the above data, it was found that the
flavonoid Vogelin-I was found to have more stable binding
energy as -1472.3907a.u, -1483.5132a.u, 1491.2817a.u, by
the above three basis sets respectively, among the other
bio-active constituents and hence it was found to be more
stable than other flavonoids.
ii) HF method
The binding energies of the above flavonoids
predicted by HF method were as follows:The STO-3G
basis sets the binding energies were as -713.7198, 713.7553,-1127.0515,
-1164.3638,
-1240.5437,
1240.5721,
-1201.1875,
-1239.7915,-1391.5603,1201.4585,-1463.4332,-1125.8568 an-1317.5593 a.u.
Binding energies were found to be -718.7496,718.7801, -1135.2075,
-1172.8265,-1248.7683, 1249.4236, -1209.8725, -1248.6919, -1401.4907, 1210.0896, -1474.1990,-1133.9836 and -1326.9113 a.u.,
by 3-21G basis sets.
6-31G basis sets the binding energy were found
to be -722.5105,
-722.5375,-1141.0942, -1178.9297,1255.2149, -1255.8709, -1216.1393, -1255.1392, 1408.7337,-1216.2387, -1481.8226,-1139.859 and 1333.7852 a.u., respectively for the thirteen flavonoids.
From the above three basis sets, it was found that
the flavonoid Vogelin-I was found to be more stable
binding energy as,-1463.4332, -1474.1990 and -1481.8226
a.u., by three basis sets
Table 1. Binding Energy of Flavonoids in B3LYP Method
S.No
Flavonoids
1
2
3
4
5
6
7
8
9
10
11
12
13
Pterocarpan Group - I
Pterocarpan Group - II
Isowigteone
1-Methoxyphaseolludin
Vogelin - A
Vogelin - B
Vogelin - E
Vogelin - F
Vogelin - G
Vogelin - H
Vogelin - I
Vogelin -J
Erysenegalensin-G
Basis Sets
3-21G
-723.2787
-723.3033
-1142.2738
-1179.6174
-1256.4324
-1257.0713
-1217.2411
-1256.3709
-1410.2128
-1217.4839
-1483.5132
-1141.0314
-1410.0324
STO-3G
-718.1015
-718.1273
-1133.8328
-1171.7248
-1246.4598
-1247.8391
-1208.1977
-1247.1137
-1399.8595
-1208.5734
-1472.3907
-1132.6484
-1399.6884
6-31G
-727.0939
-727.1178
-1148.2751
-1186.6695
-1263.0041
-1263.6436
-1223.6324
-1262.9427
-1417.5923
-1223.8636
-1491.2817
-1147.0109
-1417.4079
Table 2. Binding Energy of Flavonoids in HF Method
S.No
Flavonoids
1
2
Pterocarpan Group - I
Pterocarpan Group - II
STO-3G
-713.7198
-713.7553
Basis Sets
3-21G
-718.7496
-718.7801
6-31G
-722.5105
-722.5375
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Valli G and Geetha S. / International Journal of Biological & Pharmaceutical Research. 2015; 6(5): 332-335.
3
4
5
6
7
8
9
10
11
12
13
Isowigteone
1-Methoxyphaseolludin
Vogelin - A
Vogelin - B
Vogelin - E
Vogelin - F
Vogelin - G
Vogelin - H
Vogelin - I
Vogelin - J
Erysenegalensin - G
-1127.0515
-1164.3638
-1240.5437
-1240.5721
-1201.1875
-1239.7915
-1391.5603
-1201.4585
-1463.4332
-1125.8568
-1317.5593
-1135.2075
-1172.8265
-1248.7683
-1249.4236
-1209.8725
-1248.6919
-1401.4907
-1210.0896
-1474.1990
-1133.9836
-1326.9113
-1141.0942
-1178.9297
-1255.2149
-1255.8709
-1216.1393
-1255.1392
-1408.7337
-1216.2387
-1481.8226
-1139.8595
-1333.7852
Fig 1. Pterocarpan Group-I
Fig 2. Pterocarpan Group-II
Fig 3. Isowigteone
Fig 4. 1-Methoxyphaseolludin
Fig 5. Vogelin-A
Fig 6. Vogelin-B
Fig 7. Vogelin-E
Fig 8. Vogelin-F
Fig 9. Vogelin-G
Fig 10. Vogelin-H
Fig 11. Vogelin-I
Fig 12. Vogelin-J
Fig 13. Erysenegalensin-G
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Valli G and Geetha S. / International Journal of Biological & Pharmaceutical Research. 2015; 6(5): 332-335.
CONCLUSION
DFT calculation by B3LYP and HF methods for
the thirteen flavonoids using three basis sets STO-3G, 321G & 6-31G predicted that the flavonoid Vogelin –I was
found to have good binding energy by both the method.
B3LYP method the binding energies were found to be
STO-3G (-1472.3907), 3-21-G (-1472.3907) & 6-31G (-
1491.2817) and by HF method STO-3G (-1474.1990), 321G (-1474.1990) & 6-31G (-1481.8226). These results
indicated that among the thirteen flavonoid, Vogelin-I was
found to be more stable. From these observations, it was
concluded that Vogelin-I have a good drug likeness scores
may serve as a good drug in future.
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