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Natural Product Research
Formerly Natural Product Letters
Volume 37, 2023 - Issue 2
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Research Articles

Stephtetrandrine A-D, bisbenzylisoquinoline alkaloids from Stephania tetrandra

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Pages 204-215 | Received 22 Mar 2021, Accepted 20 Jul 2021, Published online: 05 Aug 2021

References

  • Atan MS, Dzulkefly KA, Aspollah SM, Anuar K, Vijay S. 2011. Isolation and antibacterial activity of alkaloids from Phaeanthus opthalmicus. Asian J Chem. 23:3824–3826.
  • Bhagya N, Chandrashekar KR. 2016. Tetrandrine-A molecule of wide bioactivity. Phytochemistry. 125:5–13.
  • Chan SG, Moon SJ, Seok HE. 2017. Nitric oxide inhibition and procollagen type I peptide synthesis of a phenolic amide identified from the stem of Lycium chinense Miller. J Microbiol Biotechnol. 27:1386–1391.
  • Chen J, Liu JH, Wang T, Xiao HJ, Yin CP. 2010. Effects of tetrandrine on cAMP and cGMP levels in rabbit corpus cavernosum in vitro. Nat Prod Res. 24(12):1095–1103.
  • Deng JZ, Zhao SX. 1991. An artifact bisbenzylisoquinoline alkaloid from the root of Stephania tetrandra. Chin Chem Lett. 3:231–232. <SE-START > DOI:</SE-START > DOI: CNKI:SUN:FXKB.0.1991-03-013.
  • Deng JZ, Shen CY, Zhao SX, Lou FC. 1990. Circular dichroism spectra of the quaternary bisbenzylisoquinoline alkaloids from Stephania tetrandra. J China Pharm Univ. 21:333–336.
  • Guinaudeau H, Freyer AJ, Shamma M. 1986. Spectral characteristics of the bisbenzylisoquinoline alkaloids. Nat Prod Rep. 3:477–488.
  • King RR, Calhoun LA. 2005. Characterization of cross-linked hydroxycinnamic acid amides isolated from potato common scab lesions. Phytochemistry. 66(20):2468–2473.
  • Klein-Júnior LC, Cretton S, Allard P-M, Genta-Jouve G, Passos CS, Salton J, Bertelli P, Pupier M, Jeannerat D, Heyden YV, et al. 2017. Targeted isolation of monoterpene indole alkaloids from Palicourea sessilis. J Nat Prod. 80(11):3032–3037.
  • Kupchan SM, Liepa AJ, Baxter RL, Hintz HP. 1973. New alkaloids and related artifacts from Cyclea peltata. J Org Chem. 38(10):1846–1852.
  • Kupchan SM, Patel AC, Fujita E. 1965. Tumor inhibitors VI. Cissampareine, new cytotoxic alkaloid from Cissampelos pareira. Cytotoxicity of bisbenzylisoquinoline alkaloids. J Pharm Sci. 54(4):580–583.
  • Li XN, Yan HX, Sha N, Hua HM, Wu LJ, Guo DA. 2009. Isolation and identification of alkaloids from the root of Stephania tetrandra. J Shenyang Pharm Univ. 26:430–433.
  • Liu Z, Lei Q, Wei W, Xiong L, Shi Y, Yan G, Gao C, Ye T, Wang N, Yu L, et al. 2017. Synthesis and biological evaluation of (E)-4-(3-arylvinyl-1H-indazol-6-yl)pyrimidin-2-amine derivatives as PLK4 inhibitors for the treatment of breast cancer. RSC Adv. 7(44):27737–27746.,
  • Liu T, Liu X, Li W. 2016. Tetrandrine, a Chinese plant-derived alkaloid, is a potential candidate for cancer chemotherapy. Oncotarget. 7(26):40800–40815.
  • Lv J-J, Xu M, Wang D, Zhu H-T, Yang C-R, Wang Y-F, Li Y, Zhang Y-J. 2013. Cytotoxic bisbenzylisoquinoline alkaloids from Stephania epigaea. J Nat Prod. 76(5):926–932.
  • Poornima P, Quency RS, Padma VV. 2013. Neferine induces reactive oxygen species mediated intrinsic pathway of apoptosis in HepG2 cells. Food Chem. 136(2):659–667.
  • Poornima P, Weng CF, Padma VV. 2014. Neferine, an alkaloid from lotus seed embryo, inhibits human lung cancer cell growth by MAPK activation and cell cycle arrest. Biofactors. 40(1):121–131.
  • Qian JQ. 2002. Cardiovascular pharmacological effects of bisbenzylisoquinoline alkaloid derivatives. Acta Pharmacol Sin. 23(12):1086–1092.
  • Ruertes R, Benavides A, Pizza C, Cesar M, Napolitano A, Basarello C, Piacente S, Virginia C. 2012. Analytical chemical study of alkaloyd fraction of methanolic extract of Croton baillonianus (AUBL) leaves. Rev Soc Quím Perú. 78(2):138–143.
  • Shiraishi N, Akiyama SI, Nakagawa M, Kuwano M. 1988. Effect of bisbenzylisoquinoline (biscoclaurine) alkaloids on multidrug resistance in KB human cancer cells. Cancer Res. 22(3):320.
  • Sun YF, Wink M. 2014. Tetrandrine and fangchinoline, bisbenzylisoquinoline alkaloids from Stephania tetrandra can reverse multidrug resistance by inhibiting P-glycoprotein activity in multidrug resistant human cancer cells. Phytomedicine. 21(8–9):1110–1119.
  • Tang W, Eisenbrand G. 1992. Stephania tetrandra S. Moore. In: Chinese drugs of plant origin; Springer, Berlin, Heidelberg. Germany. p. 963–978.
  • Thevand A, Stanculescu I, Mandravel C, Woisel P, Surpateanu G. 2004. Total assignment and structure in solution of tetrandrine by NMR spectroscopy and molecular modelling. Spectrochim Acta A Mol Biomol Spectrosc. 60(8-9):1825–1830.
  • Wang C-D, Huang J-G, Gao X, Li Y, Zhou S-Y, Yan X, Zou A, Chang J-L, Wang Y-S, Yang G-X, et al. 2010. Fangchinoline induced G1/S arrest by modulating expression of p27, PCNA, and cyclin D in human prostate carcinoma cancer PC3 cells and tumor xenograft. Biosci Biotechnol Biochem. 74(3):488–493.
  • Wang RZ, Liu YF, Shi GR, Zhou J, Li JY, Li L, Yuan JQ, Li XY, Yu DQ. 2020. Bioactive bisbenzylisoquinoline alkaloids from the roots of Stephania tetrandra. Bioorg Chem. 98:103697
  • Xing ZB, Zhang YX, Zhang XY, Yang YM, Ma YY, Pang D. 2013. Fangchinoline induces G1 arrest in breast cancer cells through cell-cycle regulation. Phytother Res. 27(12):1790–1794.
  • Xu B, Jin YJ, Wang YH, Sun J, Li XF. 2014. Chemical constituents from stems and leaves of Humulus scandens. Chin Traditional Herbal Drugs. 45:1228–1231.
  • Yang ZD, Duan DZ, Xue WW, Yao XJ, Li S. 2012. Steroidal alkaloids from Holarrhena antidysenterica as acetylcholinesterase inhibitors and the investigation for structure-activity relationships. Life Sci. 90(23–24):929–933.
  • Zhao J-W, Yang Z-D, Zhou S-Y, Yang L-J, Sun J-H, Yao X-J, Shu Z-M, Li S. 2019. Wortmannine F and G, two new pyranones from Talaromyces wortmannii LGT-4, the endophytic fungus of Tripterygium wilfordii. Phytochem Lett. 29:115–118.
  • Zhi KK, Yang ZD, Shi DF, Yao XJ, Wang MG. 2014. Desmodeleganine, a new alkaloid from the leaves of Desmodium elegans as a potential monoamine oxidase inhibitor. Fitoterapia. 98:160–165.

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