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ALKALOID CONTAINING PHYTO DRUGS OF VILAR: BISBENZYLISOQUINOLINES – BIOLOGICAL ACTIVITY (REVIEW)

DOI: https://doi.org/10.29296/25877313-2018-11-01
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Issue: 
11
Year: 
2018

O.N. Tolkachev Dr.Sc. (Chem.), Professor, Department of Phytochemistry, All-Russian Scientific Research Institute of Medicinal and Aromatic Plants (Moscow) E-mail: vilarnii@mail.ru S.A. Vichkanova (19242017) Dr.Sc. (Biol.) O.P. Sheichenko Ph.D. (Chem.), Head of Department of Phytochemistry, All-Russian Scientific Research Institute of Medicinal and Aromatic Plants (Moscow) E-mail: vilarnii.sheichenko@mail.ru T.V. Fateeva Head of Microbiol Department, All-Russian Scientific Research Institute of Medicinal and Aromatic Plants (Moscow) E-mail: fateeva2151@mail.ru

Brief overview on the basic experimental chemotherapeutic and biological studies in Research Institute of Medicinal and Aromatic Plants on natural and synthetic bisbenzylisoquinoline alkaloids (BBIA) of Russian flora, of their derivatives and intermediates, synthetic diphenyl-ether containing analogues of natural BBIA are presented in order to find out biologically active pharmacophore. Prospects of their use in medicine are also discussed. There was studied structural and stereochemical interrelation between BBIA relationships of biological activity with 3D structure of alkaloids, N- and O-substitution in aromatic nucleus and intramolecular connection between groups are shown.
Keywords: 
bisbenzylisoquinoline alkaloids
derivatives and structural fragments
biological studies

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References: 
  1. Junusov M.S. Biologicheskaja aktivnost' alkaloidov // V kn.: Himija i biologicheskaja aktivnost' sinteticheskih i prirodnyh soedinenij «Azotistye geterotsikly i alkaloidy» / Pod red. V.G. Kartseveva i G.A. Tolstikova. T. 1. M. 2001. P2. S. 203–210.
  2. Kartsev V.G., Zhitar B.N., Denisen-ko O.N., Junusov M.S. Alkaloids of the isoquinoline series, In: Selected methods for synthesis and modification of hetero-cycles. Natural isoquinolines: chemistry and biological activity. Ed. by Kartsev V.G. 2011, Moscow. P. 11–385.
  3. Schiff P.L. Bisbenxylisoquinoline alkaloids // J. Nat. Prod. 1991. V. 54(3). P. 645–749.
  4. Aniszewski T. Alkaloids – Secrets of Life // Alkaloid Chemistry, Biological, Significance, Applications and Ecological Role, Amsterdam, Boston, London, New York etc. Elsevier, 2007. P. 334.
  5. Tolkachev O.N., Nakova E.P., Evstigneeva R.P. Bisbenzilizohinolinovye alkaloidy // Himija prirodnyh soedinenij. 1977. № 4. S. 451–484.
  6. Tolkachev O.N., Shejchenko O.P., Krepkova L.V., Savina T.A., Sokol'skaja T.A, Sidel'nikov N.I. Rastitel'nye preparaty VILAR na osnove alkaloidov. Chast' 1. Semejstva Apocy-naceae, Papaveraceae, Berberidaceae: himiko-tehnologicheskie issledovanija. // Voprosy biologicheskoj, meditsinskoj i farmatsevticheskoj himii. 2014.
  7. № 1. S. 3–18.
  8. Tolkachev O.N., Sidel'nikov N.I, Semkina O.A., Shejchenko O.P., Krepkova L.V., Savina T.A. Problemy i perspektivy sozdanija lekarstvennyh preparatov VILAR na osnove alkaloidov // Farmatsevtichkskij bjulleten'. Nauchno-prakticheskij zhurnal (Respublika Kazahstan). 2014. № 3–4. S. 6–52.
  9. Gulcin I., Elias R., Gepdiremen A., Topalm F. Antioxidant activity of Bisben-xyl isoquinoline alkaloids from Stephania ro tunda: Cepharanthine and Phangchino-line // J. Enzyme Inhibition and Medicinal Chemistry. 2010. 25(1): 44–53.
  10. Rogosnitzki M., Danks R. Therapeu-tic potential of the Biscoclaurine alkaloid cepharanthine, for a range of clinical con-ditions // Pharmacol. Rep. 2011, V. 63(2), P. 337–347.
  11. Uthaisar K., Seibwai W., Srikoon P., Sawanyawisuth K., Okada S., Wongham S. Cepharanthine Suppresses Metastatic Potential of Human Holangiocarcinoma Cell Lines // Asian Pac. J. Cancer Prev. 2012, 13 Suppl. 149–154.
  12. Tolkachev O.N. Synthetic Investiga-tions of Curare Alkaloids // J. Sci. & In-dustr. Res. 1967. V. 26. № 5. P. 203–212.
  13. Vichkanova S.A., Makarova L.V., Solov'eva L.F. Himioterapevticheskie svojstva alkaloida tetrandrina pri eksperimental'nom tuberkuleze // Farmakologija i toksikologija. 1973. T. 36. № 1. S. 74–76.
  14. Tolkachev O.N., Jahontova L.D., Romanenko E.A., Firsova G.A., Mazaeva V.G., Sedakova L.A. Rezul'taty predvaritel'nogo izuchenija protivoopuholevoj aktivnosti monoefirnyh bisbenzilizohinolinovyh alkaloidov rjada magnolina-magnolamina // V sb. «Himioterapija opuholej v SSSR». M.: ONTs AMN SSSR. 1977. Vyp. 23–24. S. 117–121.
  15. Berezhinskaja V.V., Nikitina S.S., Trutneva E.A. Protivovospalitel'nye svojstva alkaloidov tetrandrina, tsikleanina i dauritsina // Lekarstvennye rastenija. Farmakologija i himioterapija. Trudy VILAR. M.: Kolos. 1971. T. 14. S. 43–58.
  16. Berezhinskaja V.V., Nikitina S.S. O protivovospalitel'nom effekte tetrandrina, i nekotoryh storonah ego mehanizme dejstvija // Farmakologija i toksikologija. 1965. № 1. S. 77–81.
  17. Nikitina S.S., Trutneva E.A. K farmakologii alkaloida tsikleanina // Farmakologija i toksikologija. 1967.
  18. T. 30. № 3. S. 332–334.
  19. Kupchan S.M., Liepa A.J., Baxter R.L., Hintz H.P.J. New alkaloids and re-lated artifacts from Cyclea peltata // J. Org. Chem. 1973. V. 38. № 10. P. 1846–1852. (
  20. Kupchan S.M., Altland H.W. Tumor inhibitors. 89. Structural requirements for tumor-inhibitory activity among bisben-zylisiquinoline alkaloids and related com-pounds // J. Medic. Chem. 1973. V. 16. № 8. P. 913–917.
  21. Tolkachev O.N., Yakhontova L.D., Romanenko E.A., Firsova G.A., Mazaeva V.G., Sedakova L.A., Sof’ina Z.P. The structure– antitumor activity of some bisbenzylisoquinoline alkaloids [Report, In: Consultation on Potentials for Use of Plants Indicated by Traditional Medicine in Cancer Therapy. WHO. Geneva. 13–17 November 1978. WP 7 (7 P.).
  22. Tolkachev O.N., Jahontova L.D., Romanenko E.A., Firsova G.A., Mazaeva V.G., Sedakova L.A., Sof'ina Z.P. Protivoopuholevaja aktivnost' nekotoryh bifunktsional'nyh alkaloidov i ih proizvodnyh // Tezisy dokladov Vsesojuz. nauch. konf. «Sintez i izuchenie novyh otechestvennyh protivolejkoznyh preparatov». Vil'njus. 1979. S. 81.
  23. Tolkachev O.N., Firsova G.A., Mazaeva V.G., Sedakova L.A., Romanenko E.A. Structure–Activity relationship study of the bisbenzylisoquinoline alkaloids // 9th NCI-EORT Symposium on New Drugs in Cancer Therapy. Amsterdam, Netherland. March 12–15 1996 // In: «Drug design, synthesis, acquisition and structure activity relationships». Downloaded from annonc. Oxford Journals Org. at State Public Library for Science and Technology on May 29. 2010. P. 108.
  24. Duplischeva A.P., Sinilova N.G., Tolkachev O.N., Jahontova L.D. Izuchenie vlijanija nekotoryh alkaloidov na nespetsificheskuju rezistentnost' k infektsii // Sb. nauch. trudov «Himija, tehnologija, meditsina». Materialy Mezhdunar. konf., posvjasch. 75-letiju VILAR. M. 27–29 ijunja 2006. T. XVII. S. 106–109.
  25. Barot V.M.R., Chang-Jung-Iieh, Farnsworth N.R., Forbes A., Guerra F., Han-Jui, Marini-Bettolo G.B., Natori S., Olweny C.L.M., Tella A., Tolkachev O.N. (Rep.), The structure–antitumor activity of some bisbenzylisoquinoline alkaloids // In: «Consultations on Potentials for Use of Plants Indicated by Traditional Medicine in Cancer Therapy». World Health Organ-ization. Can/TRM/79.1, Geneva. 13–17 November 1978. R. 8 (20).
  26. Tolkachev O.N. Issledovanija v oblasti 1-benzilizohinolinovyh, bisbenzilizohinolinovyh i rodstvennyh alkaloidov: Avtoref. diss. … dokt. him. nauk. M.: MITHT. 1982. 369 s. Avtoreferat dissertatsii, dokt. him. nauk, Moskva, MITHT. 1982. 50 s.
  27. Tolkachev O.N., Syrkin A.B. Molekuljarnye osnovy protivoopuholevoj aktivnosti bifunktsional'nyh alkaloidov // Pervyj s'ezd onkologov stran SNG. 3–6 dekabrja 1996. M. Chast' 1. S. 60.
  28. Tolkachev O.N., Vichkanova S.A., Makarova L.V., Najdovich L.P. Zavisimost' tuberkulostaticheskoj aktivnosti bisbenzilizohinolinovyh alkaloidov ot ih struktury // Farmatsija. 1978. T. 27. № 2. S. 23–26.
  29. Mitscher L.A., Wu W.-N., Doskotch R.W., Janes J., Beal J.L. Antibiotics from higher plants. Thalictrum rugosum // J. Chem. Soc. Chem. Commun. 1971. № 11. P. 589–590.
  30. Mitscher L.A., Wu W.-N., Doskotch R.W., Janes J., Beal J.L. Antimicrobial agents from higher plants. II. Alkaloids from Thalictrum rugosum // Lloidia. 1972. V. 35. № 2. P. 167–176.
  31. Zuguang Ye, Knox Van Dyke, Anti-malarial activity of various bisbenzyli-soquinoline and aporphine-benzylisoquinoline alkaloids and their structure-activity relationships against chloroquine–sensitive and resistant Plas-modium falciparum Malaria in vitro // Ma-laria Control & Elimination. 2015. V. 5.
  32. № 1. P. 1–7.
  33. Ye Z. & Dyke K.V. Antimalarial ac-tivity of various bisbenzylisoquinoline and aporphine alkaloids and their structure-activity relationships against chlorochine sensitive and resistant plasmodium falci-parum malaria in vitro // Malaria Contr. Elimination. 2015.V. 4. P. 137–147.
  34. Tolkachev O.N. Prirodnye diarilovye efiry // Himija prirodnyh soedinenij. 1981. № 3. S. 263–283.
  35. Vichkanova S.A., Tolkachev O.N., Adgina V.V., Izosimova S.V., Gorjunova L.V., Shipulina L.D. Vzaimosvjaz' mezhdu strukturoj i antimikrobnoj aktivnost'ju zameschennyh ω-nitrostirolov // Farmakologija i toksikologija. 1975. T. 38. № 1. S. 71–77.
  36. Rubinchik M.A., Tolkachev O.N. Izuchenie antiprotozojnoj aktivnosti soedinenij rjada difenilovyh efirov i nekotoryh nitrostirolov // Meditsinskaja parazitologija i parazitarnye bolezni. 1976. T. 45. № 5. S. 531–536.
  37. Vichkanova S.A., Tolkachev O.N., Makarova L.V., Tsizin Ju.S. Struktura i protivotuberkuleznaja aktivnost' nekotoryh difenilovyh efirov // Farmakologija i toksikologija. 1974. T. 37, № 6. S. 711–715.
  38. Tumanjan M.A., Duplischeva A.P., Sinilova N.G., Kirillicheva G.B., Solov'eva M.S., Tolkachev O.N. Immunostimulirujuschee sredstvo (glautsina gidrohlorid) // Patent
  39. № 2032403 (RF), 10.04.1995 po zajavke № 4669907/14, prior. 30.03.1989. Bjul. № 10.