红景天苷分子结构与光谱的密度泛函理论分析

doi:10.3964/j.issn.1000-0593(2022)06-1786-06

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Abstract At present, with the continuous development of science and technology, more and more new techniques emerge in quality control quality evaluation of Traditional Chinese Medicines (TCMs). In the standardization process of TCMs, modern pharmaceutical research has made many remarkable achievements. Detection methods and technologies have made great progress from single-index detection to multi-index detection. Rhodiola Rosea is a kind of minority nationality medicine that is an indispensable part of the development of traditional Chinese medicine. Salidroside is one of the main components of Rhodiola Rosea. There are many reports on its extraction, separation and purification. However, far few reports have been reported up to now on its molecular parameters, such as bond length, bond angle, dihedral angle, frontier orbital distribution and surface electrostatic charge Distributions, which are critical factors determining its chemical properties and reaction mechanism. The parameters of bond length, bond angle and dihedral angle of salidroside were obtained by DFT / B3LYP method and 6-31 (d) basis set from Gaussian09W software. As the result of optimization, the surface electrostatic charge (ESP), the lowest occupied orbit (LUMO), the highest occupied orbit (HOMO). Infrared (IR) and nuclear magnetic resonance (NMR) data were calculated, and their peak positions were assigned and compared with the reported data. The results reveal that there is no imaginary frequency in the infrared absorption frequency, which indicates that the optimization result is reasonable and reliable; the highest occupied orbit energy E=-5.82 eV, the lowest orbit energy E=-0.000 42 eV, and the difference is 5.81 eV. By drawing the electron cloud distribution map of the orbit, we can see that the HOMO orbit is the π bonding orbital of electron mainly distributing on the benzene ring with a node; the LUMO orbit is the π antibonding orbital of electron mainly distributing on the benzene ring with two nodes. The drawing of surface electrostatic charge can directly determine which part of the molecule is prone to nucleophilic substitution reaction and which is prone to electrophilic reaction. The electron migration direction can be obtained directly by drawing the electron difference between the first excited state and the ground state. The theoretical study of salidroside molecular calculation in this dissertation can provide important references and new ideas for further exploring the chemical reaction mechanism, structural modification and identification of active sites.

Key words：Salidroside; IR; NMR; ESP; Density functional theory

Received: 2021-05-10 Accepted: 2021-06-23

ZTFLH:

O657.3

Corresponding Authors: AISA Haji Akber E-mail: haji@ms.xjb.ac.cn

Cite this article:

XIE Yu-yu,HOU Xue-ling,CHEN Zhi-hui, et al. Density Functional Theory Studies on Structure and Spectra of Salidroside Molecule[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2022, 42(06): 1786-1791.

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http://www.gpxygpfx.com/EN/10.3964/j.issn.1000-0593(2022)06-1786-06 OR http://www.gpxygpfx.com/EN/Y2022/V42/I06/1786

[1] E C Rhodiola rosea L. (Crassulaceae). Phytothérapie, 2014, 12(1): 37.
[2] ZHANG Wen-bo, YANG Hui-ke, SU Fei, et al(张文博, 杨慧科, 宿菲, 等). International Journal of Immunology(国际免疫学杂志), 2020, 43(5): 519.
[3] QIE Tao, XU Peng, ZHANG Bing-xin, et al(郄涛, 徐鹏, 张丙信, 等). Chinese Journal of Applied Physiology(中国应用生理学杂志), 2019, 35(4): 376.
[4] LIN Xiao-yue, SUN Xin(林晓月, 孙新). Chinese Journal of Gerontology(中国老年学杂志), 2018, 38(13): 3299.
[5] WU Tao, SHI Jing-ming, SUN Zheng-qi(吴涛, 石镜明, 孙正启). Journal of Medicine and Pharmacy of Chinese Minorities(中国民族医药杂志), 2017, 23(7): 65.
[6] LIU Xue-ying, ZHANG Ke, LI Huan-huan, et al(刘雪滢, 张珂, 李欢欢, 等). Journal of Shihezi Uniersity·Natural Science(石河子大学学报·自然科学版), 2020, 38(6): 773.
[7] SU Chen, LI Tao, WANG Shu(苏趁, 李涛, 王曙). West China Journal of Pharmaceutical Sciences(华西药学杂志), 2018, 33(6): 503.
[8] TuSunGuli·Tuoheti, WAN Chuan-xing(图荪古丽·托合提, 万传星). Journal of Tarim University(塔里木大学学报), 2018, 30(3): 33.
[9] LI Tao, SU Chen, LI Li-xin, et al(李涛, 苏趁, 李立新, 等). Chinese Traditional and Herbal Drugs(中草药), 2018, 49(16): 3918.
[10] ZHAO Ning, YU Hong-dan, LIU Xue-zheng(赵宁, 于洪丹, 刘学政). Journal of Shenyang Pharmaceutical University(沈阳药科大学学报), 2021, 38(4): 408.
[11] YAN Sheng-yu, XIE Ya-feng, LIU Ying, et al(闫圣玉, 谢亚锋, 刘英, 等). Chinese Journal of Immunology(中国免疫学杂志), 2021, 37(1): 61.
[12] YU Lei(余磊). Strait Pharmaceutical Journal(海峡药学), 2017, 29(9): 18.
[13] Merrick J P, Moran D, Radom L. The Journal of Physical Chemistry, A, 2007, 111(45): 11683.
[14] LI Tao, GE Zhi-le, ZHANG Hao(李涛, 葛志乐, 张浩). West China Journal of Pharmaceutical Sciences(华西药学杂志), 2012, 27(4): 367.
[15] QU Shen-yue, WEI Xiao-dong, SAI Man, et al(屈珅玥, 魏小东, 赛曼, 等). Chinese Traditional Patent Medicine(中成药), 2020, 42(12): 3199.