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Natural Product Research
Formerly Natural Product Letters
Volume 35, 2021 - Issue 8
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Research Article

Synthesis and cytotoxicity of the conjugates of diterpenoid isosteviol and N-acetyl-D-glucosamine

Bulat F. Garifullina Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, Kazan, Russian FederationCorrespondence[email protected]
ORCID Iconhttps://orcid.org/0000-0002-7590-3832
ORCID Icon,
Irina Yu. Strobykinaa Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, Kazan, Russian Federation
,
Leysan R. Khabibulinaa Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, Kazan, Russian Federation
,
Anastasiya S. Sapunovaa Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, Kazan, Russian Federation
,
Aleksandra D. Voloshinaa Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, Kazan, Russian Federation
,
Radmila R. Sharipovaa Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, Kazan, Russian Federation
,
Bulat I. Khairutdinovb Kazan Institute of Biochemistry and Biophysics, FRC Kazan Scientific Center, Russian Academy of Sciences, Kazan, Russian Federation
,
Yuriy F. Zuevb Kazan Institute of Biochemistry and Biophysics, FRC Kazan Scientific Center, Russian Academy of Sciences, Kazan, Russian Federation;c Kazan State Power Engineering University, Kazan, Russian Federation
&
Vladimir E. Kataeva Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, Kazan, Russian Federation
 show all
Pages 1372-1378 | Received 23 May 2019, Accepted 22 Jul 2019, Published online: 12 Aug 2019

References

  • Chen J-K, Shen C-R, Liu C-L. 2010. N-Acetylglucosamine: production and applications. Mar Drugs. 8(9):2493–2516.
  • Garifullin BF, Strobykina IYu, Sharipova RR, Kravchenko MA, Andreeva OV, Bazanova OB, Kataev VE. 2016. Synthesis and antituberculosis activity of the first macrocyclic glycoterpenoids comprising glucosamine and diterpenoid isosteviol. Carbohydr Res. 431:15–24.
  • Han Q, Qian Y, Wang X, Zhang Q, Cui J, Tu P, Liang H. 2017. Cytotoxic oleanane triterpenoid saponins from Albizia julibrissin. Fitoterapia. 121:183–193.
  • Khaibullin RN, Strobykina IYu, Kataev VE, Lodochnikova OA, Gubaidullin AT, Musin RZ. 2009. New synthesis of diterpenoid (16S)-dihydrosteviol. Russ J Gen Chem. 79(5):967–971.
  • Lioux T, Busson R, Rozenski J, Nguyen-Disteche M, Frere J-M, Herdewijn P. 2005. Synthesis of peptidoglycan units with UDP at the anomeric position. Collect Czech Chem Commun. 70(10):1615–1641.
  • Sharipova RR, Andreeva OV, Garifullin BF, Strobykina IYu, Strobykina AS, Voloshina AD, Kravchenko MA, Kataev VE. 2018. Synthesis and antimicrobial and antituberculosis activity of the first conjugates of the diterpenoid isosteviol and D-arabinofuranose. Chem Nat Compd. 54(1):92–97.
  • Testai L, Strobykina IYu, Semenov VV, Semenova M, Da Pozzo E, Martelli A, Citi V, Martini C, Breschi MC, Kataev VE, Calderone V. 2017. Mitochondriotropic and cardioprotective effects of triphenylphosphonium-conjugated derivatives of the diterpenoid isosteviol. Int J Mol Sci. 18:2056.
  • Xu Q, Liu J, Yuan Z. inventors; Use of N-Acetyl-D-glucosamine in preparation of drugs for the treatment of cancer and metastasis. 2006 Jun 7. EP Patent 1666046 A1.
  • Ye Y, Zhang T, Yuan H, Li D, Lou H, Fan P. 2017. Mitochondria-targeted lupane triterpenoid derivatives and their selective apoptosis-inducing anticancer mechanisms. J Med Chem. 60(14):6353–6363.
  • Yu B, Sun J. 2009. Current synthesis of triterpene saponins. Chem Asian J. 4(5):642–654.

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