Nuclear magnetic resonance spectroscopy and mass spectrometry data for sulfated isoguanine glycosides

The data presented here are related to the research paper entitled “Rare sulfated purine alkaloid glycosides from Bruchidius dorsalis pupal case” [1]. In this data article, we provide 1D and 2D nuclear magnetic resonance (NMR) spectroscopy and electrospray ionization mass spectrometry (ESIMS) data of three undescribed sulfated purine alkaloids, locustoside A disulfate, saikachinoside B disulfate, and saikachinoside A trisulfate isolated from the pupal case of the wild bruchid seed beetle Bruchidius dorsalis (Chrysomelidae, Bruchinae) infesting the seed of Gleditsia japonica Miquel (Fabaceae).


Data
The data set presented in this article focuses on characterization of the sulfated purine alkaloids described in [1]. The article provides the information on the spectroscopic data of the sulfated purine alkaloids 1e3 isolated from the pupal case produced by the bruchid beetle Bruchidius dorsalis inside the seed of Gleditsia japonica (Fig. 1). The 1 H NMR spectra of 1e3 are shown in Figs. 2a, 3a and 4a, respectively. The 13 C NMR and DEPT spectra of 1e3 are shown in Figs. 2b, 3b and 4b, respectively. 2D 1 He 1 H COSY spectra of 1e3 are shown in Figs. 2c, 3c and 4c, respectively. 2D 1 He 1 H NOESY spectra of 1e3 are shown in Figs. 2d, 3d and 4d, respectively. 2D 1 He 13 C heteronuclear single quantum coherence (HSQC) spectra of 1e3 are shown in Figs. 2e, 3e and 4e, respectively. 2D 1 He 13 C heteronuclear multiplebond correlation (HMBC) spectra of 1e3 are shown in Figs. 2f, 3f and 4f, respectively. ESIMS data of 1e3 are shown in Figs. 2g, 3g and 4g, respectively. Analyses of the spectra of 1e3 are described in the research article [1]. It has been reported that 3 inhibited starfish blastulation during embryonic development [1].
Although some sulfated guanosine analogs, such as the kainate receptor inhibitor HF-7 [2], have been isolated from the venom of spiders [3], sulfated nucleoside derivatives from natural sources other than spiders are rare [1,4].
Specifications Table   Subject area chemistry More specific subject area natural products Type of data Figure  How data was acquired NMR spectroscopy: JEOL A400; ESIMS: Thermo Fisher Scientific LTQ Orbitrap XL mass spectrometer.

Data format
Raw and analyzed

Experimental factors
The undescribed sulfated purine alkaloids were purified by column chromatography.

Experimental features
The

Value of the Data
The data presents NMR data and ESIMS data of newly isolated sulfated purine alkaloids and could be used by other researchers.
The provided information on the spectroscopic data of sulfated purine alkaloids could be useful for the analysis of spectra and determination of the structure of other sulfated purine alkaloids. This data can serve as a benchmark for other researchers to elucidate the structures of sulfated purine alkaloids.

Samples
Samples were isolated according to a previously reported method [1].

Description of the NMR experiments
Compounds 1e3 were dissolved in 0.6 mL of a mixture of CD 3 OD and D 2 O (1:9). All NMR spectra were acquired using a JEOL A400 spectrometer (400 MHz for 1 H, 100 MHz for 13 C). NMR analysis was performed using the ALICE2 software (JEOL, Tokyo, Japan). 1 H and 13 C NMR chemical shifts were referenced to residual solvent peaks: d H 3.30 (residual CHD 2 OD) and d C 49.0 for CD 3 OD. HRESIMS were carried out using a Thermo Fisher Scientific LTQ Orbitrap XL mass spectrometer at the Natural Science Center for Basic Research and Development (N-BARD), Hiroshima University.
1D NMR, 2D NMR, and HRESIMS spectra of the compound 2 are shown in Fig. 3aeg.