Advanced search
Publication Cover
Natural Product Research
Formerly Natural Product Letters
Volume 36, 2022 - Issue 20
Submit an article Journal homepage
204
Views
5
CrossRef citations to date
0
Altmetric
Research Article

A new dimethoxy dihydrochalcone isolated from the shoots of Empetrum nigrum L.

Anastasiia O. Ponkratovaa Saint Petersburg State Chemical Pharmaceutical University, Saint Petersburg, Russian FederationCorrespondence[email protected]
ORCID Iconhttps://orcid.org/0000-0003-4879-9336
ORCID Icon,
Andrei K. Whaleya Saint Petersburg State Chemical Pharmaceutical University, Saint Petersburg, Russian FederationORCID Iconhttps://orcid.org/0000-0002-4847-5924
ORCID Icon,
Anastasia A. Orlovaa Saint Petersburg State Chemical Pharmaceutical University, Saint Petersburg, Russian FederationORCID Iconhttps://orcid.org/0000-0002-7836-5785
ORCID Icon,
Sergey N. Smirnovb Saint Petersburg State University, St. Petersburg, Russian FederationORCID Iconhttps://orcid.org/0000-0003-2042-337X
ORCID Icon,
Evgeny B. Serebryakovb Saint Petersburg State University, St. Petersburg, Russian FederationORCID Iconhttps://orcid.org/0000-0002-1021-6871
ORCID Icon,
Peter Prokschc Institute of Pharmaceutical Biology and Biotechnology, Heinrich-Heine-Universität Düsseldorf, Düsseldorf, GermanyORCID Iconhttps://orcid.org/0000-0002-6312-2027
ORCID Icon &
Vladimir G. Luzhanina Saint Petersburg State Chemical Pharmaceutical University, Saint Petersburg, Russian Federation
 show all
Pages 5142-5147 | Received 20 Jan 2021, Accepted 16 Apr 2021, Published online: 05 May 2021

References

  • Arriaga-Giner FJ, Wollenweber E, Dörr M. 1993. Bibenzyl from crowberry leaves. Phytochemistry. 33 (3):725–726.
  • Bao S, Wang Q, Bao W, Ao W. 2020. Structure elucidation and NMR assignments of a new dihydrochalcone from Empetrum nigrum subsp. Asiaticum (Nakai ex H.Ito) Kuvaev. Nat Prod Res. 34(7):930–934.
  • Bisoli E, Freire TV, Yoshida NC, Garcez W, Queiroz LM, Matos MF, Perdomo RT, Garcez FR. 2020. Cytotoxic phenanthrene, dihydrophenanthrene, and dihydrostilbene derivatives and other aromatic compounds from Combretum Iaxum. Molecules. 25(14):3154.
  • Boger DL, Mitscher LA, Mullican MD, Drake SD, Kitos P. 1985. Antimicrobial and cytotoxic properties of 9,10-dihydrophenanthrenes: structure-activity studies on juncusol. J Med Chem. 28(10):1543–1547.
  • Chen M, Christensen SB, Blom J, Lemmich E, Nadelmann L, Fich K, Theander TG, Kharazmi A. 1993. Licochalcone A, a novel antiparasitic agent with potent activity against human pathogenic protozoan species of Leishmania. Antimicrob Agents Chemother. 37(12):2550–2556.
  • Huttunen S, Toivanen M, Arkko S, Ruponen M, Tikkanen Kaukanen C. 2011. Inhibition activity of wild berry juice fractions against Streptococcus pneumoniae binding to human bronchial cells. Phytother Res. 25 (1):122–127.
  • Jarevång T, Nilsson M-C, Wallstedt A, Odham G, Sterner O. 1998. A bibenzyl from Empetrum nigrum. Phytochemistry. 48 (5):893–896.
  • Jitnming Z. 2010. Phytochemical studies on the Chinese medicine of Ephemerantha lonchophylla, Dendrobium antennatum, Leonurus japonicas and Magnolia biondii. Degree thesis of the Institute of Chemistry, Zhongyuan University.
  • Jurikova T, Mlcek J, Skrovankova S, Balla S, Sochor J, Baron M, Sumczynski D. 2016. Black crowberry (Empetrum nigrum L.) flavonoids and their health promoting activity. Molecules. 21 (12):1685.
  • Kim KC, Lee IK, Kang KA, Kim BJ, Kim D, Moon JY, Yoo BS, Hyun JW. 2011. Empetrum nigrum var. japonicum extract suppresses γ-ray radiation-induced cell damage via inhibition of oxidative stress. Am J Chin Med. 39 (1):161–170.
  • Koudokpon H, Armstrong N, Dougnon TV, Fah L, Hounsa E, Bankole HS, Loko F, Chabriere E, Rolain JM. 2018. Antibacterial activity of chalcone and dihydrochalcone compounds from Uvaria chamae roots against multidrug-resistant bacteria. BioMed Res Int. 2018(2):1–10.
  • Krasnov EA, Ermilova EV, Kadyrova TV, Raldugin VA, Bagryanskaya IY, Gatilov YV, Druganov AG, Semenov AA, Tolstikov GA. 2000. Phenolic components of Empetrum nigrum extract and the crystal structure of one of them. Chem Nat Compd. 36(5):493–496.
  • Li H, Jean S, Webster D, Robichaud GA, Calhoun LA, Johnson JA, Gray CA. 2015. Dibenz[b,f]oxepin and antimycobacterial chalcone constituents of Empetrum nigrum. J Nat Prod. 78 (11):2837–2840.
  • Lin LG, Yang XZ, Tang XZ, Ke CQ, Zhang JB, Ye Y. 2008. Antibacterial stilbenoids from the roots of Stemona tuberosa. Phytochemistry. 69(2):457–463.
  • Maggiolini M, Statti G, Vivacqua A, Gabriele S, Rago V, Loizzo M, Menichini F, Amdò S. 2002. Estrogenic and antiproliferative activities of isoliquiritigenin in MCF7 breast cancer cells. J Steroid Biochem Mol Biol. 82(4-5):315–322.
  • Matsuura H, Saxena G, Farmer SW, Hancock RE, Towers GH. 1995. Antibacterial and antifungal compounds from Empetrum nigrum. Planta Med. 61(6):580.
  • Moerman DE. 2009. Native American medicinal plants: an ethnobotanical dictionary. Portland (OR): Timber Press, p. 799.
  • Nohynek LJ, Alakomi HL, Kähkönen MP, Heinonen M, Helander IM, Oksman-Caldentey KM, Puupponen-Pimiä RH. 2006. Berry phenolics: antimicrobial properties and mechanisms of action against severe human pathogens. Nutr Cancer. 54 (1):18–32.
  • Ponkratova AO, Whaley AK, Orlova AA, Balabas OA, Smirnova SN, Proksch P, Luzhanin VG. 2021. A new bibenzyl and 9,10-dihydrophenanthrene derivative from aerial parts of crowberry (Empetrum nigrum L.). Phytochem Lett. 42:15–17.
  • Stevens PF, Luteyn J, Oliver EGH, Bell TL, Brown EA, Crowden RK, George AS, Jordan GJ, Ladd P, Lemson K, et al. 2004. Ericaceae. In: Kubitzki K, editor. The families and genera of vascular plants. Vol. 6. Springer; Berlin/Heidelberg, p. 145–194.
  • Vitali A, Giardina B, Monache GD, Rocca F, Silvestrini A, Tafi A, Botta B. 2004. Chalcone dimethylallyltransferase from Morus nigra cell cultures. Substrate specificity studies. FEBS Lett. 557(1-3):33–38.
  • Wang QB, Zheng CL, Jin SY, Guo H, Wang ZY. 2016. Chemical constituents of ethyl acetate extract of Empetrum nigrum var. japonicum and their effect on alcoholic fatty liver of rats. Chin Tradit Herbal Drugs. 47(18):3164–3168.
  • Wollenweber ED, Dorr M, Stelzer R, Arriaga-Giner F. 1992. Lipophilic phenolics from the leaves of Empetrum nigrum - chemical structures and exudate localization. Bot Acta. 105(4):300–305.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Order Reprints Request Corporate Permissions

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

Request Academic Permissions

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.

Related research

People also read lists articles that other readers of this article have read.

Recommended articles lists articles that we recommend and is powered by our AI driven recommendation engine.

Cited by lists all citing articles based on Crossref citations.
Articles with the Crossref icon will open in a new tab.