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. 2018 Oct 23;16(11):403.
doi: 10.3390/md16110403.

Acylated Aminooligosaccharides with Inhibitory Effects against α-Amylase from Streptomyces sp. HO1518

Hai-Li Liu  1   2 , Heng-Chao E  3   4 , Ding-An Xie  5 , Wen-Bo Cheng  6   7 , Wan-Qi Tao  8 , Yong Wang  9   10
Affiliations

Acylated Aminooligosaccharides with Inhibitory Effects against α-Amylase from Streptomyces sp. HO1518

Hai-Li Liu et al. Mar Drugs. .

Abstract

Five new acylated aminooligosaccharides (1⁻5), together with one known related analogue (6), were isolated from Streptomyces sp. HO1518. Their structure was identified by extensive spectroscopic analysis, including 1D and 2D NMR data and high resolution electrospray ionization mass spectrometry (HRESIMS), and by comparison with those reported in the literature. All of the new compounds showed more promising porcine pancreatic α-amylase (PPA) inhibitory activities than the clinical drug acarbose, indicating them as potential pharmaceutical drug leads toward type II diabetes.

Keywords: Streptomyces sp. HO1518; acylated aminooligosaccharides; porcine pancreatic α-amylase (PPA) inhibitor.

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Conflict of interest statement

The authors declare no conflict of interest.

Figures

Figure 1
Figure 1
Structure of compounds 1–7.
Figure 2
Figure 2
Positive-ion HRESIMS/MS fragmentation pattern and spectra of 1, 2 and 6. (A) Positive-ion HRESIMS/MS fragmentation pettern of 1, 2 and 6; (B–D) Positive-ion HRESIMS/MS spectra of 1, 2 and 6.
Figure 2
Figure 2
Positive-ion HRESIMS/MS fragmentation pattern and spectra of 1, 2 and 6. (A) Positive-ion HRESIMS/MS fragmentation pettern of 1, 2 and 6; (B–D) Positive-ion HRESIMS/MS spectra of 1, 2 and 6.
Figure 3
Figure 3
Positive-ion HRESIMS/MS fragmentation pattern and spectra of 3–5 and 7. (A) Positive-ion HRESIMS/MS fragmentation pattern of 3–5 and 7; (B–E) Positive-ion HRESIMS/MS spectra of 3–5 and 7.
Figure 3
Figure 3
Positive-ion HRESIMS/MS fragmentation pattern and spectra of 3–5 and 7. (A) Positive-ion HRESIMS/MS fragmentation pattern of 3–5 and 7; (B–E) Positive-ion HRESIMS/MS spectra of 3–5 and 7.
Figure 4
Figure 4
Key 1H-1H COSY, TOCSY, HMBC, and ROESY correlations for 1.
Figure 5
Figure 5
Key 1H-1H COSY, TOCSY, HMBC, and ROESY correlations for 2.
See this image and copyright information in PMC

References

    1. Cantarel B.L., Coutinho P.M., Rancurel C., Bernard T., Lombard V., Henrissat B. The carbohydrate-active enzymes database (cazy): An expert resource for glycogenomics. Nucleic. Acids Res. 2009;37:D233–D238. doi: 10.1093/nar/gkn663. - DOI - PMC - PubMed
    1. Yoon S.H., Robyt J.F. Study of the inhibition of four α-amylases by acarbose and its 4IV-α-maltohexaosyl and 4IV-α-maltododecaosyl analogues. Carbohydr. Res. 2003;338:1969–1980. doi: 10.1016/S0008-6215(03)00293-3. - DOI - PubMed
    1. De Sales P.M., de Souza P.M., Dartora M., Resck I.S., Simeoni L.A., Fonseca-Bazzo Y.M., de Oliveira Magalhães P., Silveira D. Pouteria torta epicarp as a useful source of α-amylase inhibitor in the control of type 2 diabetes. Food Chem. Toxicol. 2017;109:962–969. doi: 10.1016/j.fct.2017.03.015. - DOI - PubMed
    1. Schmidt D.D., Frommer W., Junge B., Müller L., Wingender W., Truscheit E., Schäfer D. α-Glucosidase inhibitors. New complex oligosaccharides of microbial origin. Naturwissenschaften. 1977;64:535–536. doi: 10.1007/BF00483561. - DOI - PubMed
    1. Truscheit E., Frommer W., Junge B., Müller L., Schmidt D.D., Wingender W. Chemistry and biochemistry of α-glucosidase inhibitors. Angew. Chem. Int. Ed. Engl. 1981;20:744–761. doi: 10.1002/anie.198107441. - DOI

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