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X-ray powder diffraction data for peiminine

Published online by Cambridge University Press:  29 July 2013

Dan Xiao ,
Li Li Zhang ,
Xiao Qing Wu ,
Jin Yan ,
Wei Luo  and
Hui Li
Dan Xiao
Affiliation:
College of Chemical Engineering, Sichuan University, Chengdu 610065, China
Li Li Zhang
Affiliation:
College of Chemical Engineering, Sichuan University, Chengdu 610065, China
Xiao Qing Wu
Affiliation:
College of Chemical Engineering, Sichuan University, Chengdu 610065, China
Jin Yan
Affiliation:
College of Chemical Engineering, Sichuan University, Chengdu 610065, China
Wei Luo
Affiliation:
College of Chemical Engineering, Sichuan University, Chengdu 610065, China
Hui Li*
Affiliation:
College of Chemical Engineering, Sichuan University, Chengdu 610065, China
*
a) Author to whom correspondence should be addressed. Electronic mail: lihuilab@sina.com
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Abstract

X-ray powder diffraction data, unit-cell parameters and space group for peiminine, C27H43NO3, are reported (a = 30.2026 Å, b = 5.8468 Å, c = 14.4344 Å, β = 96.9456°, unit-cell volume V = 2530.23 Å3, Z = 2 and space group P21). All measured lines were indexed and are consistent with the P21 space group. No detectable impurity was observed.

Keywords

X-ray powder diffractionpeiminine
Type
New Diffraction Data
Information
Powder Diffraction , Volume 28 , Issue 4 , December 2013 , pp. 312 - 314
Copyright
Copyright © International Centre for Diffraction Data 2013 

I. INTRODUCTION

Peiminine (Figure 1), also named verticinone, is an important isosteroidal alkaloids that are responsible for the antitussive activity of Bulbus Fritillariae (Xu et al., Reference Xu, Xu, Wang, Hung and Wen1990; Ding et al., Reference Ding, Lin, Ho, Cheng and Li1996). Peiminine has strong biological activities and pharmacological properties, such as antitussive, expectorant, anti-inflammatory effects (Wang et al., Reference Wang, Zhu, Wang, Wang, Ou, Wei and Li2011), inhibition of the liveness of angiotensin-converting enzyme (Oh et al., Reference Oh, Kang, Lee, Lee and Lee2003), and antimicrobial activity (Xiao et al., Reference Xiao, Zhao, Li and Xu1992).

Figure 1. Molecular structure of peiminine.

Presently, the crystal structure of peininine has not been reported.

II. EXPERIMENTAL

A. Sample preparation

The title compound was extracted, isolated, purified from bulbs of Fritillariae thunbergii miq. and the natural sample was characterized by high-performance liquid chromatography (HPLC), IR, MS (positive electrospray, [M+H]+ = 430.3321), as well as by nuclear magnetic resonance (1H NMR and 13C NMR). The pure peiminine was then re-crystallized in methanol.

B. Diffraction data collection and reduction

The diffraction pattern for the title compound was collected at room temperature using an X'Pert PRO diffractometer (PANalytical) with a PIXcel detector, CuKα radiation and generator setting: 40 kV, 40 mA. The diffraction data were collected over the angular range from 5 to 50°2θ with a step size of 0.013 13°2θ and a counting time of 50 s per step. Data evaluation was performed using the software package Material Studio 4.2 (Accelrys Co., Ltd, USA).

The software package Material Studio 4.2 Reflex model was used to smooth the data, to fit the background and to eliminate the Kα 2 component. X-Cell method was applied to index the pretreated powder diffraction pattern using selected peak positions. The indexing result was then refined with the type of Pawley (Pan et al., Reference Pan, Guo, Duan, Cheng and Li2012). MC/SA search algorithm in Powder Solve package (Engel et al., Reference Engel, Wilke, König, Harris and Leusen1999) was used to constantly adjust the conformation, position and orientation of the trial model in the unit cell of peiminine. Based on the experimental X-ray powder diffraction pattern, the result of Powder Solve was subsequently refined by Rietveld refinement techniques. In order to obtain an optimal fit between the experimental and calculated pattern, variables defining the structural model and the powder diffraction profile were adjusted by least squares methods in the Rietveld refinement (Young, Reference Young1993). After Rietveld refinement, the final R wp was converged at 6.74%.

III. RESULTS

The experimental powder diffraction pattern is depicted in Figure 2. Indexing results show that peiminine is monoclinic with space group P21 and unit-cell parameters: a = 30.2026 Å, b = 5.8468 Å, c = 14.4344 Å, β = 96.9456°, unit-cell volume V = 2530.23 Å3, and Z = 2. After Rietveld refinement, the structure of peiminine was solved, and the final R wp was converged at 6.74%. The values of 2θ obs, d obs, I obs, h, k, l, 2θ cal, d cal, ∆2θ are listed in Table I.

Figure 2. X-ray powder diffraction pattern of peiminine.

Table I. Indexed X-ray powder diffraction data of peiminine, C27H43NO3. Only the peaks with I rel of 1 or greater are presented reported (a = 30.2026 Å, b = 5.8468 Å, c = 14.4344 Å, β = 96.9456°, unit-cell volume V = 2530.23 Å3, Z = 2 and space group P21). All measured lines were indexed and are consistent with the P21 space group. The d-values were calculated using CuKα1 radiation (λ = 1.540 56 Å).

References

Ding, K., Lin, G., Ho, Y. P., Cheng, T. Y., and Li, P. (1996). “Prederivatization and high-performance liquid chromatographic analysisof alkaloid of bulbs of Fritillaria,” J. Pharm. Sci. 85, 1174–1179.CrossRefGoogle Scholar
Engel, G. E., Wilke, S., König, O., Harris, K. D. M., and Leusen, F. J. J. (1999). “Powder Solve a complete package for crystal structure solution from powder diffraction patterns,” J. Appl. Crystal. 32, 1169–1179.Google Scholar
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Figure 0

Figure 1. Molecular structure of peiminine.

Figure 1

Figure 2. X-ray powder diffraction pattern of peiminine.

Figure 2

Table I. Indexed X-ray powder diffraction data of peiminine, C27H43NO3. Only the peaks with Irel of 1 or greater are presented reported (a = 30.2026 Å, b = 5.8468 Å, c = 14.4344 Å, β = 96.9456°, unit-cell volume V = 2530.23 Å3, Z = 2 and space group P21). All measured lines were indexed and are consistent with the P21 space group. The d-values were calculated using CuKα1 radiation (λ = 1.540 56 Å).