Construction of a 3D-QSAR Model With Dual Spectral Effects and Its Application in Molecular Modification of Environmentally Friendly PBBs

Lu-ze YANG; Miao LIU

doi:10.3964/j.issn.1000-0593(2021)02-0430-05

Journals >Spectroscopy and Spectral Analysis >Volume 41 >Issue 2 >Page 430 > Article

Spectroscopy and Spectral Analysis
Vol. 41, Issue 2, 430 (2021)

Construction of a 3D-QSAR Model With Dual Spectral Effects and Its Application in Molecular Modification of Environmentally Friendly PBBs

Lu-ze YANG^* and Miao LIU

Author Affiliations

College of New Energy and Environment, Jilin University, Changchun 130012, China

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DOI: 10.3964/j.issn.1000-0593(2021)02-0430-05 Cite this Article

Lu-ze YANG, Miao LIU. Construction of a 3D-QSAR Model With Dual Spectral Effects and Its Application in Molecular Modification of Environmentally Friendly PBBs[J]. Spectroscopy and Spectral Analysis, 2021, 41(2): 430 Copy Citation Text

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Fig. 1. Molecular structure of PBB-153

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Fig. 2. Contour maps of CoMFA model, electrostatic fields (a); steric fields (b)

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No.	PBBs derivatives	Combined effect values of double spectral properties (logF)	Change rate of F/%
0	PBB-153	1.98
1	4-NO-5-OCHO-PBB-153	2.09	29.12
2	4-NO-5-ONO₂-PBB-153	2.04	15.88
3	4,5-SO₃H-PBB-153	2.03	12.46
4	4-OCN-5-NO-PBB-153	2.05	18.58
5	4-OCHO-5-NO-PBB-153	2.02	10.15
6	4-COOH-5-NO-PBB-153	2.09	30.62
7	4-COOH-5-ONO-PBB-153	2.04	15.61

Table 1. Prediction of combined effect values and change rate of PBB-153 derivatives for double spectral properties

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No.	PBBs derivatives	ΔG/(a.u.)	Frequency	Dissociation enthalpy/(a.u.)	Change rate/%
0	PBB-153		20.27	83.37
1	4-NO-5-OCHO-PBB-153	-0.18	16.31	82.75	-0.75
2	4-NO-5-ONO₂-PBB-153	-0.17	12.10	82.81	-0.68
3	4,5-SO₃H-PBB-153	-0.17	16.60	83.24	-0.16
4	4-OCN-5-NO-PBB-153	-0.15	15.48	82.72	-0.78
5	4-OCHO-5-NO-PBB-153	-0.19	17.56	83.51	0.16
6	4-COOH-5-NO-PBB-153	-0.19	15.41	83.21	-0.20
7	4-COOH-5-ONO-PBB-153	-0.21	16.05	83.24	-0.16

Table 2. Stability and functional evaluation of PBB-153 derivatives

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No.	PBBs derivatives	logK_ow	Chagerate /%	log(t_1/2) (air)	Chagerate /%	LogLC₅₀	Chagerate /%	Biodegradation value	Chagerate /%
0	PBB-153	9.10		1.92		-3.66		1.00
1	4-NO-5-OCHO-PBB-153	6.24	-31.43	0.71	-63.24	-0.61	83.27	1.60	60.59
2	4-NO-5-ONO₂-PBB-153	7.69	-15.49	1.40	-26.93	-2.40	34.51	1.42	42.53
3	4,5-SO₃H-PBB-153	3.21	-64.73	1.39	-27.56	2.63	171.71	1.55	55.58
4	4-OCN-5-NO-PBB-153	5.80	-36.26	0.69	-64.22	-0.76	79.12	1.46	46.54
5	4-OCHO-5-NO-PBB-153	6.24	-31.43	0.69	-64.22	-0.61	83.27	1.28	28.48
6	4-COOH-5-NO-PBB-153	6.73	-26.04	0.89	-53.50	-0.60	83.75	1.54	54.57
7	4-COOH-5-ONO-PBB-153	6.73	-26.04	0.72	-62.29	-0.07	97.97	1.51	51.56

Table 3. Environmental friendliness parameters of PBB-153 derivatives

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No.	PBB derivatives	Highest IR vibration intensity	Change rate/%	Highest UV absorption intensity	Change rate/%	The ratio of two spectral changes
0	PBB-153	688.69		5 019.07
1	4-NO-5-OCHO-PBB-153	1 981.53	187.72	6 792.04	35.32	5.31
2	4-NO-5-ONO₂-PBB-153	1 241.65	80.29	15 275.66	204.35	0.39
3	4,5-SO₃H-PBB-153	1 725.84	150.60	8 336.81	66.10	2.28
4	4-OCN-5-NO-PBB-153	1 218.99	77.00	9 885.53	96.96	0.79
5	4-OCHO-5-NO-PBB-153	1 081.43	57.03	5 164.16	2.89	19.73
6	4-COOH-5-NO-PBB-153	1 990.67	189.05	2 3442.29	367.06	0.52
7	4-COOH-5-ONO-PBB-153	1 406.05	104.16	5 610.48	11.78	8.84