Published July 31, 2022
| Version v1
Journal article
Restricted
Norlignans as potent GLP-1 secretagogues from the fruits of Amomum villosum
Authors/Creators
- 1. * & State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Yunnan Key Laboratory of & University of Chinese Academy of Sciences, Beijing, 100049, People's Republic of China
Description
Ding, Min, Wu, Sheng-Li, Hu, Jing, He, Xiao-Feng, Huang, Xiao-Yan, Li, Tian-Ze, Ma, Yun-Bao, Zhang, Xue-Mei, Geng, Chang-An (2022): Norlignans as potent GLP-1 secretagogues from the fruits of Amomum villosum. Phytochemistry (113204) 199: 1-8, DOI: 10.1016/j.phytochem.2022.113204, URL: http://dx.doi.org/10.1016/j.phytochem.2022.113204
Files
Restricted
The record is publicly accessible, but files are restricted. <a href="https://zenodo.org/account/settings/login?next=https://zenodo.org/records/8235444">Log in</a> to check if you have access.
Linked records
Additional details
Identifiers
- URL
- https://www.checklistbank.org/dataset/54889
- LSID
- urn:lsid:plazi.org:pub:FFB5FFB6FFEFEF70FF8DFFC5BC1DFFAA
- URL
- http://publication.plazi.org/id/FFB5FFB6FFEFEF70FF8DFFC5BC1DFFAA
References
- Adams, G.G., Imran, S., Wang, S., Mohammad, A., Kok, S., Gray, D.A., Channell, G.A., Morris, G.A., Harding, S.E., 2011. The hypoglycaemic effect of pumpkins as antidiabetic and functional medicines. Food Res. Int. 44, 862-867. https://doi.org/ 10.1016/j.foodres.2011.03.016.
- Ahren, B., 2007. GLP-1-based therapy of type 2 diabetes: GLP-1 mimetics and DPP-IV inhibitors. Curr. Diabetes Rep. 7, 340-347. https://doi.org/10.1007/s11892-007- 0056-9.
- Ahren, B., 2011. GLP-1 for type 2 diabetes. Exp. Cell Res. 317, 1239-1245. https://doi. org/10.1016/j.yexcr.2011.01.010.
- Ao, H., Wang, J., Chen, L., Li, S.M., Dai, C.M., 2019. Comparison of volatile oil between the fruits of Amomum villosum Lour. and Amomum villosum Lour. var. xanthioides T. L. Wu et Senjen based on GC-MS and chemometric techniques. Molecules 24, 1663. https://doi.org/10.3390/molecules24091663.
- Chen, Z., Ni, W.Y., Yang, C.X., Zhang, T., Lu, S.H., Zhao, R.H., Mao, X.J., Yu, J., 2018. Therapeutic effect of Amomum villosum on inflammatory bowel disease in rats. Front. Pharmacol. 9, 639. https://doi.org/10.3389/fphar.2018.00639.
- Choi, J.W., Kim, K.H., Choi, S.U., Ro, L.K., 2009. Phytochemical constituents of Amomum xanthioides. Nat. Product Sci. 15, 44-49.
- Deng, Z.T., Chen, J.J., Geng, C.A., 2020. ent -Labdane and ent -kaurane diterpenoids from Chelonopsis odontochila with alpha -glucosidase inhibitory activity. Bioorg. Chem. 95, 103571. https://doi.org/10.1016/j.bioorg.2020.103571.
- Deng, Z.T., Geng, C.A., Yang, T.H., Xiang, C.L., Chen, J.J., 2019. Chepraecoxins A-G, entkaurane diterpenoids with alpha-glucosidase inhibitory activities from Chelonopsis praecox. Fitoterapia 132, 60-67. https://doi.org/10.1016/j.fitote.2018.11.014.
- Duan, H.J., Zhang, L.M., Wang, J., Yang, X.L., Wang, X., 2009. Toughening modification of unsaturated polyester resin using HDI trimer. J. Wuhan Univ. Technol.-Materials Sci. Ed. 24, 627-630.
- Dunning, B.E., Foley, J.E., Ahren, B., 2005. Alpha cell function in health and disease: influence of glucagon-like peptide-1. Diabetologia 48, 1700-1713. https://doi.org/ 10.1007/s00125-005-1878-0.
- Escalada, F.J., 2014. The physiology of glucagon-like peptide-1 and its role in the pathophysiology of type 2 diabetes mellitus. Med. Clin. 143, 2-7. https://doi.org/ 10.1016/S0025-7753(14)70101-0.
- Gallwitz, B., 2011. Small molecule dipeptidylpeptidase IV inhibitors under investigation for diabetes mellitus therapy. Expet Opin. Invest. Drugs 20, 723-732. https://doi. org/10.1517/13543784.2011.576667.
- He, X.F., Chen, J.J., Huang, X.Y., Hu, J., Zhang, X.K., Guo, Y.Q., Zhang, X.M., Geng, C.A., 2021b. The antidiabetic potency of Amomum tsao-ko and its active flavanols, as PTP1B selective and alpha-glucosidase dual inhibitors. Ind. Crop. Prod. 160, 112908. https://doi.org/10.1016/j.indcrop.2020.112908.
- He, X.F., Chen, J.J., Li, T.Z., Hu, J., Huang, X.Y., Zhang, X.M., Guo, Y.Q., Geng, C.A., 2021d. Diarylheptanoid-flavanone hybrids as multiple-target antidiabetic agents from Alpinia katsumadai. Chin. J. Chem. 39, 3051-3063. https://doi.org/10.1002/ cjoc.202100469.
- He, X.F., Chen, J.J., Li, T.Z., Hu, J., Zhang, X.K., Guo, Y.Q., Zhang, X.M., Geng, C.A., 2021a. Tsaokols A and B, unusual flavanol-monoterpenoid hybrids as alpha-glucosidase inhibitors from Amomum tsao-ko. Chin. Chem. Lett. 32, 1202-1205. https://doi.org/10.1016/j.cclet.2020.08.050.
- He, X.F., Chen, J.J., Li, T.Z., Hu, J., Zhang, X.M., Geng, C.A., 2021c. Diarylheptanoid-chalcone hybrids with PTP1B and alpha-glucosidase dual inhibition from Alpinia katsumadai. Bioorg. Chem. 108, 104683. https://doi.org/10.1016/j. bioorg.2021.104683.
- He, X.F., Chen, J.J., Li, T.Z., Zhang, X.K., Guo, Y.Q., Zhang, X.M., Hu, J., Geng, C.A., 2020c. Nineteen new flavanol-fatty alcohol hybrids with alpha-glucosidase and PTP1B dual inhibition: one unusual type of antidiabetic constituent from Amomum tsao-ko. J. Agric. Food Chem. 68, 11434-11448. https://doi.org/10.1021/acs. jafc.0c04615.
- He, X.F., Wang, H.M., Geng, C.A., Hu, J., Zhang, X.M., Guo, Y.Q., Chen, J.J., 2020a. Amomutsaokols A-K, diarylheptanoids from Amomum tsao-ko and their alpha-glucosidase inhibitory activity. Phytochemistry 177, 112418. https://doi.org/ 10.1016/j.phytochem.2020.112418.
- He, X.F., Zhang, X.K., Geng, C.A., Hu, J., Zhang, X.M., Guo, Y.Q., Chen, J.J., 2020b. Tsaokopyranols A-M, 2,6-epoxydiarylheptanoids from Amomum tsao-ko and their alpha-glucosidase inhibitory activity. Bioorg. Chem. 96, 103638. https://doi.org/ 10.1016/j.bioorg.2020.103638.
- Holst, J.J., Seino, Y., 2009. GLP-1 receptor agonists: targeting both hyperglycaemia and disease processes in diabetes. Diabetes Res. Clin. Pract. 85, 1-3. https://doi.org/ 10.1016/j.diabres.2009.02.017.
- Kerru, N., Singh-Pillay, A., Awolade, P., Singh, P., 2018. Current anti-diabetic agents and their molecular targets: a review. Eur. J. Med. Chem. 152, 436-488. https://doi.org/ 10.1016/j.ejmech.2018.04.061.
- Kim, K.H., Choi, J.W., Choi, S.U., Lee, K.R., 2010a. Terpene glycosides and cytotoxic constituents from the seeds of Amomum xanthioides. Planta Med. 76, 461-464. https://doi.org/10.1055/s-0029-1186194.
- Kim, K.H., Choi, J.W., Choi, S.U., Seo, E.K., Lee, K.R., 2010b. Amoxantin A: a new bisnorlabdane diterpenoid from Amomum xanthioides. Bull. Kor. Chem. Soc. 31, 1035-1037. https://doi.org/10.5012/bkcs.2010.31.04.1035.
- Kitajima, J., Ishikawa, T., 2003. Water-soluble constituents of Amomum seed. Chem. Pharm. Bull. 51, 890-893.
- Kwon, K.B., Kim, J.H., Lee, Y.R., Lee, H.Y., Jeong, Y.J., Rho, H.W., Ryu, D.G., Park, J.W., Park, B.H., 2003. Amomum xanthoides extract prevents cytokine-induced cell death of RINm5F cells through the inhibition of nitric oxide formation. Life Sci. 73, 181-191. https://doi.org/10.1016/S0024-3205(03)00267-4.
- Nauck, M.A., Niedereichholz, U., Ettler, R., Holst, J.J., Orskov, C., Ritzel, R., Schmiegel, W.H., 1997. Glucagon-like peptide 1 inhibition of gastric emptying outweighs its insulinotropic effects in healthy humans. Am. J. Physiol. Gastrointest. Liver Physiol. 273, 981-988. https://doi.org/10.1152/ajpendo.1997.273.5.E981.
- Padhi, S., Nayak, A.K., Behera, A., 2020. Type II diabetes mellitus: a review on recent drug based therapeutics. Biomed. Pharmacother. 131, 110708. https://doi.org/ 10.1016/j.biopha.2020.110708.
- Park, B.H., Park, J.W., 2001. The protective effect of Amomum xanthoides extract against alloxan-induced diabetes through the suppression of NF kappa B activation. Exp. Mol. Med. 33, 64-68. https://doi.org/10.1038/emm.2001.12.
- Paul, S., Zhang, X.M., Yang, Y.P., Geng, C.A., 2020. Chemical constituents from turnip and their effects on alpha-glucosidase. Phyton-Int. J. Exp. Bot. 89, 131-136. https:// doi.org/10.32604/phyton.2020.08328.
- Perfetti, R., Hui, H., 2004. The role of GLP-1 in the life and death of pancreatic beta cells. Horm. Metab. Res. 36, 804-810. https://doi.org/10.1055/s-2004-826167.
- Pilkington, L.I., Barker, D., 2012. Asymmetric synthesis and CD investigation of the 1,4- benzodioxane lignans eusiderins A, B, C, G, L, and M. J. Org. Chem. 77, 8156-8166. https://doi.org/10.1021/jo3015006.
- Shan, X.D., Liu, X., Hao, J.J., Cai, C., Fan, F., Dun, Y.L., Zhao, X.L., Liu, X.X., Li, C.X., Yu, G.L., 2016. In vitro and in vivo hypoglycemic effects of brown algal fucoidans. Int. J. Biol. Macromol. 82, 249-255. https://doi.org/10.1016/j.ijbiomac.2015.11.036.
- Suo, S., Lai, Y., Li, M., Song, Q.R., Cai, J., Zhao, J., Yang, Q., Ung, C.O.L., Hu, H., 2018. Phytochemicals, pharmacology, clinical application, patents, and products of amomi fructus. Food Chem. Toxicol. 119, 31-36. https://doi.org/10.1016/j. fct.2018.05.051.
- Takikawa, M., Kurimoto, Y., Tsuda, T., 2013. Curcumin stimulates glucagon-like peptide-1 secretion in GLUTag cells via Ca 2+ /calmodulin-dependent kinase II activation. Biochem. Biophys. Res. Commun. 435, 165-170. https://doi.org/10.1016/j. bbrc.2013.04.092.
- Yabe, D., Hamamoto, Y., Seino, Y., Kuwata, H., Kurose, T., Seino, Y., 2017. Sodium glucose co-transporter 2 inhibitor luseogliflozin in the management of type 2 diabetes: a drug safety evaluation. Expet Opin. Drug Saf. 16, 1211-1218. https://doi. org/10.1080/14740338.2017.1359252.
- Yan, D.X., Geng, C.A., Yang, T.H., Huang, X.Y., Li, T.Z., Gao, Z., Ma, Y.B., Peng, H., Zhang, X.M., Chen, J.J., 2018. LC-MS guided isolation of diterpenoids from Sapium insigne with alpha-glucosidase inhibitory activities. Fitoterapia 128, 57-65. https:// doi.org/10.1016/j.fitote.2018.03.009.
- Ying, H., Liu, J.P., Du, Q.Z., 2014. Analysis and determination of oestrogen-active compounds in fructus amomi by the combination of high-speed counter-current chromatography and high performance liquid chromatography. J. Chromatogr., B 958, 36-42. https://doi.org/10.1016/j.jchromb.2014.03.006.
- Yin, H., Dan, W.J., Fan, B.Y., Guo, C., Wu, K., Li, D., Xian, K.F., Pescitelli, G., Gao, J.M., 2019. Anti-inflammatory and alpha-glucosidase inhibitory activities of labdane and norlabdane diterpenoids from the rhizomes of Amomum villosum. J. Nat. Prod. 82, 2963-2971. https://doi.org/10.1021/acs.jnatprod.9b00283.
- Yin, H., Jiang, N., Guo, C., Gao, J.M., 2021. A new bergamotane sesquiterpenoid from the rhizomes of Amomum villosum var. xanthioides. Nat. Prod. Res. 35, 377-383. https://doi.org/10.1080/14786419.2019.1633649.
- Zhang, C.C., Geng, C.A., Huang, X.Y., Zhang, X.M., Chen, J.J., 2019. Antidiabetic stilbenes from peony seeds with PTP1B, alpha-glucosidase, and DPPIV inhibitory activities. J. Agric. Food Chem. 67, 6765-6772. https://doi.org/10.1021/acs. jafc.9b01193.
- Zhang, S.T., Wang, Z.Y., Wang, T.S., Li, M.X., Lin, J.M., 2011. Composition and antimicrobial activities of essential oil of fructus amomi. Nat. Prod. Res. Dev. 23, 464-472.
- Zhao, R.J., Zhao, Z.L., Jin, M.H., Kim, S.C., Yang, C.H., 2006. Hypoglycemic effects of extract of Amomum xanthoides on experimental diabetes in rats. J. Yanan Univ. Med. Sci. 29, 97-99.