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Erschienen in: Wiener Medizinische Wochenschrift 9-10/2021

27.01.2021 | original article

The snowdrop, wellspring of galanthamine

A brief descriptive and scientific history

verfasst von: Dimitri A. Cozanitis, BPharm, DMSc, DTMH

Erschienen in: Wiener Medizinische Wochenschrift | Ausgabe 9-10/2021

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Summary

A history of the common snowdrop, Galanthus nivalis, is set out in folkloric fashion. Its religious connection is evident as well as the inspiration it arouses in artists and in ordinary persons. It is intended to shed light on the initial works relating to the snowdrop’s alkaloid, galanthamine, performed by Soviet and Bulgarian scientists, which lie buried away and generally remain unknown. A brief history and nature of alkaloids continues with the emphasis placed on galanthamine. Heretofore hidden uses of snowdrops in traditional (folk) medicine are unveiled. An anticholinesterase with central and peripheral activity, feasible clinical indications with galanthamine are described. Certain disorders for which galanthamine has been deemed beneficial are presented for their historical value. Ongoing research regarding drugs and chemicals developed from the snowdrop and galanthamine is mentioned.
Fußnoten
1
Professor Valentyna Minarchenko, M.G. Kholodny Institute of Botany, Kiev, December 9, 2016, personal communication.
 
Literatur
2.
Zurück zum Zitat Moldenke HN, Moldenke AL. Plants of the Bible. New York: Dover; 1952. Moldenke HN, Moldenke AL. Plants of the Bible. New York: Dover; 1952.
3.
Zurück zum Zitat Galanthus plicatus. Gardeners’ Chronicle & Agricultural Gazette, 17 May 1856. Galanthus plicatus. Gardeners’ Chronicle & Agricultural Gazette, 17 May 1856.
4.
Zurück zum Zitat Two snowdrops. The New Flora and Silva 1939;11:226. Two snowdrops. The New Flora and Silva 1939;11:226.
5.
Zurück zum Zitat Allen J. Snowdrops. J Royal Hortic Soc. 1891;13:172–88. Allen J. Snowdrops. J Royal Hortic Soc. 1891;13:172–88.
6.
Zurück zum Zitat Bernhard-Smith A. Poisonous plants of all countries. London: Baillière, Tindall & Cox; 1923.CrossRef Bernhard-Smith A. Poisonous plants of all countries. London: Baillière, Tindall & Cox; 1923.CrossRef
7.
Zurück zum Zitat Quinn V. Stories and legends of garden flowers. New York: Stokes; 1939. Quinn V. Stories and legends of garden flowers. New York: Stokes; 1939.
8.
Zurück zum Zitat Ivanov VE. Poisonous plants. House: Primotrsky Provincial Reference Bureau Publishing; 1923. in Russian. Ivanov VE. Poisonous plants. House: Primotrsky Provincial Reference Bureau Publishing; 1923. in Russian.
9.
Zurück zum Zitat Forsyth AA. British poisonous plants. London: HRM Stationery Office; 1954. Forsyth AA. British poisonous plants. London: HRM Stationery Office; 1954.
10.
Zurück zum Zitat School children in poison scare. East Anglian Daily Times, 2 May 2009. School children in poison scare. East Anglian Daily Times, 2 May 2009.
11.
Zurück zum Zitat Grossheim AA. Plant wealth in the Caucasus. Moscow Society of Naturalists, New Series, Vol. 7 (XV). 1952. in Russian. Grossheim AA. Plant wealth in the Caucasus. Moscow Society of Naturalists, New Series, Vol. 7 (XV). 1952. in Russian.
12.
Zurück zum Zitat Rendall V. Wild flowers in literature. London: Scholartis Press; 1934. Rendall V. Wild flowers in literature. London: Scholartis Press; 1934.
13.
Zurück zum Zitat Vogel M. Sur la découverte de l’acid méconique et de la morphine. J Pharm Sci Accessoires. 1920;6:179. Vogel M. Sur la découverte de l’acid méconique et de la morphine. J Pharm Sci Accessoires. 1920;6:179.
14.
Zurück zum Zitat Komarov V, editor. Lilliflorae and microspermae. Flora of the USSR, Vol. 4. Leningrad: The Botanical Institute of the Academy of Sciences of the USSR; 1935. transl. Komarov V, editor. Lilliflorae and microspermae. Flora of the USSR, Vol. 4. Leningrad: The Botanical Institute of the Academy of Sciences of the USSR; 1935. transl.
15.
Zurück zum Zitat Perce-Neige. Dictionaire des Sciences Médicales, Vol. 40. Paris: Panckoucke; 1819. pp. 210–1. Perce-Neige. Dictionaire des Sciences Médicales, Vol. 40. Paris: Panckoucke; 1819. pp. 210–1.
17.
Zurück zum Zitat Proskurnina NF, Areshkina PA. On the alkaloids of Galanthus woronowi. Z Obshch Khim. 1947;17:1216–9. in Russian. Proskurnina NF, Areshkina PA. On the alkaloids of Galanthus woronowi. Z Obshch Khim. 1947;17:1216–9. in Russian.
18.
Zurück zum Zitat Proskurnina NF, Yakovleva AP. On the alkaloids of Galanthus wonorowi II. Isolation of a new alkaloid. Zh Obshch Khim. 1952;22:1899–902. in Russian. Proskurnina NF, Yakovleva AP. On the alkaloids of Galanthus wonorowi II. Isolation of a new alkaloid. Zh Obshch Khim. 1952;22:1899–902. in Russian.
19.
Zurück zum Zitat Proskurnina NF, Yakovleva AP. On the alkaloids of Galanthus wonorowi III. On the structure of galanthamine. Zh Obshch Khim. 1957;25:1035–9. in Russian. Proskurnina NF, Yakovleva AP. On the alkaloids of Galanthus wonorowi III. On the structure of galanthamine. Zh Obshch Khim. 1957;25:1035–9. in Russian.
20.
Zurück zum Zitat Wildman WC. Alkaloids of Amaryllidaeceae. In: Manske RHF, editor. The Alkaloids. Vol. 6. New York: Academic Press; 1960. p. 376. Wildman WC. Alkaloids of Amaryllidaeceae. In: Manske RHF, editor. The Alkaloids. Vol. 6. New York: Academic Press; 1960. p. 376.
21.
Zurück zum Zitat Harris LS, Dewey WL, Howes JF, et al. Narcotic-antagonist analgesics: interactions with cholinergic systems. J Pharmacol Exp Therap. 1969;169:17–22. Harris LS, Dewey WL, Howes JF, et al. Narcotic-antagonist analgesics: interactions with cholinergic systems. J Pharmacol Exp Therap. 1969;169:17–22.
22.
Zurück zum Zitat Pedigo NW, Dewey WL. Acetylcholine-induced antinociception: comparisons to opiate analgesia. In: Pepeu G, Ladinsky H, editors. Cholinergic mechanisms. New York: Plenum; 1981p. pp. 795–804.CrossRef Pedigo NW, Dewey WL. Acetylcholine-induced antinociception: comparisons to opiate analgesia. In: Pepeu G, Ladinsky H, editors. Cholinergic mechanisms. New York: Plenum; 1981p. pp. 795–804.CrossRef
23.
Zurück zum Zitat Cozanitis DA, Friedmann T, Furst S. Study of the analgesic effects of galanthamine, a cholinesterase inhibitor. Arch Int Pharmacodyn Ther. 1983;266:229–38.PubMed Cozanitis DA, Friedmann T, Furst S. Study of the analgesic effects of galanthamine, a cholinesterase inhibitor. Arch Int Pharmacodyn Ther. 1983;266:229–38.PubMed
24.
Zurück zum Zitat Mashkovsky MD, Kruglikova-Lvova RP. On the pharmacology of the new alkaloid galanthamine. Farmakol Toksikol. 1951;14(6):26–30. in Russian. Mashkovsky MD, Kruglikova-Lvova RP. On the pharmacology of the new alkaloid galanthamine. Farmakol Toksikol. 1951;14(6):26–30. in Russian.
25.
Zurück zum Zitat Riker WF Jr, Wescoe WC. The direct action of prostigmine on skeletal muscle; its relationship to the choline esters. J Pharmacol Exp Ther. 1946;88:58–66.PubMed Riker WF Jr, Wescoe WC. The direct action of prostigmine on skeletal muscle; its relationship to the choline esters. J Pharmacol Exp Ther. 1946;88:58–66.PubMed
26.
Zurück zum Zitat Ivanova-Bubeva L. Phytochemical examination of Galanthus nivalis var. gracilis. Farmacia. 1957;2:23–6. in Bulgarian. Ivanova-Bubeva L. Phytochemical examination of Galanthus nivalis var. gracilis. Farmacia. 1957;2:23–6. in Bulgarian.
27.
Zurück zum Zitat Cozonitis [sic] DA. Lest we forget. Am J Hosp Pharm. 1991;48:463. Letter. Cozonitis [sic] DA. Lest we forget. Am J Hosp Pharm. 1991;48:463. Letter.
28.
Zurück zum Zitat Cherkasov CA. Plant sources of galanthamine. Khim Farm Zh. 1977;11:84–7. transl. Cherkasov CA. Plant sources of galanthamine. Khim Farm Zh. 1977;11:84–7. transl.
29.
Zurück zum Zitat Kikodze D. Assessing harvest levels for Galanthus woronowii Losinsk. in Georgia and the challenge of producing a non-detriment finding. NDF workshop case studies. WG 4‑geophytes and epiphytes, case study 2. 2008. pp. 1–11. Kikodze D. Assessing harvest levels for Galanthus woronowii Losinsk. in Georgia and the challenge of producing a non-detriment finding. NDF workshop case studies. WG 4‑geophytes and epiphytes, case study 2. 2008. pp. 1–11.
30.
Zurück zum Zitat Do daffodils hold key to Alzheimer’s? Sunday Express, 19 March 1995. Do daffodils hold key to Alzheimer’s? Sunday Express, 19 March 1995.
31.
Zurück zum Zitat Alzheimer cure hope is growing. Daily Express (Scot), 10 June 1995. Alzheimer cure hope is growing. Daily Express (Scot), 10 June 1995.
32.
Zurück zum Zitat Shenk NA, Eidinova MB, Mitbreit IM. Therapeutic and diagnostic value of galanthamine in the cases of patients with different stages of poliomyelitis. Farmakol Toksikol. 1956;19:36–41. in Russian.PubMed Shenk NA, Eidinova MB, Mitbreit IM. Therapeutic and diagnostic value of galanthamine in the cases of patients with different stages of poliomyelitis. Farmakol Toksikol. 1956;19:36–41. in Russian.PubMed
33.
Zurück zum Zitat Paskov DA. Una nuova sostanza nella terapia delle paralisi poliomielitiche la nivalina. Cult Med (Roma). 1960;16:1–6. Paskov DA. Una nuova sostanza nella terapia delle paralisi poliomielitiche la nivalina. Cult Med (Roma). 1960;16:1–6.
34.
Zurück zum Zitat Revelli U, Grasso E. Le traitment de la poliomyelite a la nivalin. Minerva Med. 1962;53:881–2.PubMed Revelli U, Grasso E. Le traitment de la poliomyelite a la nivalin. Minerva Med. 1962;53:881–2.PubMed
35.
Zurück zum Zitat The little white flower. The Evening News (London). 3 March 1960. p.13. The little white flower. The Evening News (London). 3 March 1960. p.13.
36.
Zurück zum Zitat Ikonomoff SI. Cerebrocardiac form of migraine: clinical picture and treatment. Headache. 1967;7:18–22.PubMedCrossRef Ikonomoff SI. Cerebrocardiac form of migraine: clinical picture and treatment. Headache. 1967;7:18–22.PubMedCrossRef
37.
Zurück zum Zitat Deredjan A, Krasteva E. Our observations on decurarization effect of nivalin. Khirurgia (Sofia). 1960;13:272–5. in Bulgarian. Deredjan A, Krasteva E. Our observations on decurarization effect of nivalin. Khirurgia (Sofia). 1960;13:272–5. in Bulgarian.
38.
Zurück zum Zitat Mayrhofer O. Clinical experience with diallylnortoxiferine and curare antidote galanthamine. South Med J. 1966;52:1364–8.CrossRef Mayrhofer O. Clinical experience with diallylnortoxiferine and curare antidote galanthamine. South Med J. 1966;52:1364–8.CrossRef
39.
Zurück zum Zitat Wislicki L. Nivaline (Galanthamine hydrobromide) an additional decurarizing agent. Some introductory observations. Br J Anaesth. 1967;39:963–8.PubMedCrossRef Wislicki L. Nivaline (Galanthamine hydrobromide) an additional decurarizing agent. Some introductory observations. Br J Anaesth. 1967;39:963–8.PubMedCrossRef
40.
Zurück zum Zitat Salvini L, Frosali L, Pacet AM. Valutazione clinica dell’ antagonism verso la d‑tubocurarina di un nuovo anticholinesterasico (Nivalina). Minerva Anestesiol. 1962;28:201–4.PubMed Salvini L, Frosali L, Pacet AM. Valutazione clinica dell’ antagonism verso la d‑tubocurarina di un nuovo anticholinesterasico (Nivalina). Minerva Anestesiol. 1962;28:201–4.PubMed
41.
Zurück zum Zitat Cozanitis DA, Nuuttila K, Karhunen P, et al. Changes in cardiac rhythm with galanthamine hydrobromide. Anaesthesist. 1973;22:457–9.PubMed Cozanitis DA, Nuuttila K, Karhunen P, et al. Changes in cardiac rhythm with galanthamine hydrobromide. Anaesthesist. 1973;22:457–9.PubMed
42.
Zurück zum Zitat Cozanitis DA. Galanthamine hydrobromide, a longer acting anticholinesterase drug in the treatment of the central effects of scopolamine (hyoscine). Anaesthesist. 1977;26:649–50.PubMed Cozanitis DA. Galanthamine hydrobromide, a longer acting anticholinesterase drug in the treatment of the central effects of scopolamine (hyoscine). Anaesthesist. 1977;26:649–50.PubMed
43.
Zurück zum Zitat Lightwood R, Brimblecombe FSW, editors. Donald Paterson’s sick children. 8th ed. London: Cassell; 1963p. p. 444. Lightwood R, Brimblecombe FSW, editors. Donald Paterson’s sick children. 8th ed. London: Cassell; 1963p. p. 444.
44.
Zurück zum Zitat Paskov D, Spallone M. La nivaline (galanthamine). Sa pharmacodynamie et son application thérapeutique. Cult Med (Roma). 1960;17:251–9. Paskov D, Spallone M. La nivaline (galanthamine). Sa pharmacodynamie et son application thérapeutique. Cult Med (Roma). 1960;17:251–9.
45.
Zurück zum Zitat Perlstein MA, Barnett HE. Neostigmine therapy in cerebral palsy. JAMA. 1950;142:403–7.CrossRef Perlstein MA, Barnett HE. Neostigmine therapy in cerebral palsy. JAMA. 1950;142:403–7.CrossRef
46.
Zurück zum Zitat Pernov K, Samardjiev A, Nikolkov V. Il trattamento delle distrofie musculari con dose elevate di nivalina. Cult Med. 1961;21:4–16. Pernov K, Samardjiev A, Nikolkov V. Il trattamento delle distrofie musculari con dose elevate di nivalina. Cult Med. 1961;21:4–16.
47.
Zurück zum Zitat Abidov AA, Abdukhakimov A, Mukhamedov SM, et al. Antimicrobical properties of alkaloids isolated from plants of Central Asia. Uzbeksk Biol Zh. 1962;6:84–9. in Russian. Abidov AA, Abdukhakimov A, Mukhamedov SM, et al. Antimicrobical properties of alkaloids isolated from plants of Central Asia. Uzbeksk Biol Zh. 1962;6:84–9. in Russian.
48.
Zurück zum Zitat Abidov AA, Abdusamatov MA, Kalinina EF, et al. Activity of some alkaloids extracted from middle Asian plant toward bacteria of the intestinal and coccus groups. Antimicrobial effect of Ungernia alkaloids. Uzbeksk Biol Zh. 1967;11:13–5. in Russian. Abidov AA, Abdusamatov MA, Kalinina EF, et al. Activity of some alkaloids extracted from middle Asian plant toward bacteria of the intestinal and coccus groups. Antimicrobial effect of Ungernia alkaloids. Uzbeksk Biol Zh. 1967;11:13–5. in Russian.
49.
Zurück zum Zitat Fitzgerald DB, Hartwell JL, Leiter J. Tumor-damaging activity in plant families showing antimalarial activity. Amaryllidaceae. J Natl Cancer Inst. 1958;20:763–74.PubMed Fitzgerald DB, Hartwell JL, Leiter J. Tumor-damaging activity in plant families showing antimalarial activity. Amaryllidaceae. J Natl Cancer Inst. 1958;20:763–74.PubMed
50.
Zurück zum Zitat Aeschlimann JA, Reinert M. The pharmacological action of some analogues of physostigmine. J Pharmacol Exp Ther. 1931;43:413–44. Aeschlimann JA, Reinert M. The pharmacological action of some analogues of physostigmine. J Pharmacol Exp Ther. 1931;43:413–44.
51.
Zurück zum Zitat Sedloev S, Georgiev IV, Milev M. On the effect of nivalin upon interstinal peristalsis. Acta Inst Sup Med (Sofia). 1964;43:69–73. Sedloev S, Georgiev IV, Milev M. On the effect of nivalin upon interstinal peristalsis. Acta Inst Sup Med (Sofia). 1964;43:69–73.
52.
Zurück zum Zitat Walker MB. Treatment of myasthenia gravis with physostigmine. Lancet. 1934;223:1200–1.CrossRef Walker MB. Treatment of myasthenia gravis with physostigmine. Lancet. 1934;223:1200–1.CrossRef
53.
Zurück zum Zitat Pestel M. Une nouvelle medication de la myasthenie et des dystrophies neuro-musculaires. Presse Med. 1961;69:182–3.PubMed Pestel M. Une nouvelle medication de la myasthenie et des dystrophies neuro-musculaires. Presse Med. 1961;69:182–3.PubMed
54.
Zurück zum Zitat Umarova S, Zakirov UB, Kamilov IK. Effect of galanthamine hydrobromide and hydromethylate on intraocular pressure. Dokl Akad Nauk Uzb. 1969;26:31–4. in Russian. Umarova S, Zakirov UB, Kamilov IK. Effect of galanthamine hydrobromide and hydromethylate on intraocular pressure. Dokl Akad Nauk Uzb. 1969;26:31–4. in Russian.
55.
Zurück zum Zitat Kilimov N. Trattamento della nevralgie del nervo trigemino. Cult Med (Roma). 1961;23:331–41. Kilimov N. Trattamento della nevralgie del nervo trigemino. Cult Med (Roma). 1961;23:331–41.
56.
Zurück zum Zitat Göpel W, Bertram W. Erfahrungen mit Nivalin in der neurologischen Therapie. Psychiat Neurol Med Psychol (Leipzig). 1971;23:712–8. Göpel W, Bertram W. Erfahrungen mit Nivalin in der neurologischen Therapie. Psychiat Neurol Med Psychol (Leipzig). 1971;23:712–8.
57.
Zurück zum Zitat Cozanitis DA, Toivakka E, Dessypris A. Electroencephalographic and blood chemistry responses to galanthamine hydrobromide in epileptic volunteers. Anaesthesist. 1973;22:31–3.PubMed Cozanitis DA, Toivakka E, Dessypris A. Electroencephalographic and blood chemistry responses to galanthamine hydrobromide in epileptic volunteers. Anaesthesist. 1973;22:31–3.PubMed
58.
Zurück zum Zitat Isakova TP. Influence of nivaline and amisyl on human electroencephalograms and orienting responses. Zh Vyssh Nerv Deiat. 1965;15:1113–22. in Russian.PubMed Isakova TP. Influence of nivaline and amisyl on human electroencephalograms and orienting responses. Zh Vyssh Nerv Deiat. 1965;15:1113–22. in Russian.PubMed
59.
Zurück zum Zitat Kraus VA. Interrelations between ventral and dorsal hippocampus in improvement and deterioration of short term memory. Zh Vissh Nervn Deyateln. 1974;24:33–41. in Russian. Kraus VA. Interrelations between ventral and dorsal hippocampus in improvement and deterioration of short term memory. Zh Vissh Nervn Deyateln. 1974;24:33–41. in Russian.
60.
Zurück zum Zitat Dal-Bianco P, May J, Wöber C, et al. Galanthamine treatment in Alzheimer’s Disease. J Neurol Transm. 1991;33(Suppl):59–63. Dal-Bianco P, May J, Wöber C, et al. Galanthamine treatment in Alzheimer’s Disease. J Neurol Transm. 1991;33(Suppl):59–63.
61.
Zurück zum Zitat Sweeney JE, Höhmann CF, Moran TH, et al. A long-acting cholinesterase inhibitor reverses special memory deficits in mice. Pharmacol Biochem Behav. 1988;31:141–7.PubMedCrossRef Sweeney JE, Höhmann CF, Moran TH, et al. A long-acting cholinesterase inhibitor reverses special memory deficits in mice. Pharmacol Biochem Behav. 1988;31:141–7.PubMedCrossRef
62.
Zurück zum Zitat Takos AM, Rook F. Towards a molecular understanding of the biosynthesis of Amaryllidaceae alkaloids in support of their expanding medical use. Int J Mol Sci. 2013;14:11713–41.PubMedPubMedCentralCrossRef Takos AM, Rook F. Towards a molecular understanding of the biosynthesis of Amaryllidaceae alkaloids in support of their expanding medical use. Int J Mol Sci. 2013;14:11713–41.PubMedPubMedCentralCrossRef
63.
Zurück zum Zitat Arndt W. To the slanderers of Russia. In: Alexander Pushkin—Collected narrative and lyrical poetry. Ann Arbor: Ardis; 1989, p. 104. Transl. Arndt W. To the slanderers of Russia. In: Alexander Pushkin—Collected narrative and lyrical poetry. Ann Arbor: Ardis; 1989, p. 104. Transl.
64.
Zurück zum Zitat Tsvetkova DD, Obreshkova DP, Petkova VB. Investigation of proliferative activity of Galantamine peptide derivate GAL-VAL against 3T cell lines. World J Pharm Pharm Sci. 2014;3:10–9. Tsvetkova DD, Obreshkova DP, Petkova VB. Investigation of proliferative activity of Galantamine peptide derivate GAL-VAL against 3T cell lines. World J Pharm Pharm Sci. 2014;3:10–9.
65.
Zurück zum Zitat Mann K, Ackermann K, Diehl A, et al. Galantamine: a cholinergic patch in the treatment of alcoholism: a randomized, patch-controlled trial. Psychopharmacology. 2006;184:115–21.PubMedCrossRef Mann K, Ackermann K, Diehl A, et al. Galantamine: a cholinergic patch in the treatment of alcoholism: a randomized, patch-controlled trial. Psychopharmacology. 2006;184:115–21.PubMedCrossRef
66.
Zurück zum Zitat Stoger E, Williams S, Christoul P, et al. Expression of the insecticidal lectin from snowdrop (Galanthus nivalis agglutinin; GNA) in transgenic wheat plants: effects on predation by the grain aphid Sitobion avenae. Fauna Flora Int. 2014;48:345–53. Stoger E, Williams S, Christoul P, et al. Expression of the insecticidal lectin from snowdrop (Galanthus nivalis agglutinin; GNA) in transgenic wheat plants: effects on predation by the grain aphid Sitobion avenae. Fauna Flora Int. 2014;48:345–53.
Metadaten
Titel
The snowdrop, wellspring of galanthamine
A brief descriptive and scientific history
verfasst von
Dimitri A. Cozanitis, BPharm, DMSc, DTMH
Publikationsdatum
27.01.2021
Verlag
Springer Vienna
Erschienen in
Wiener Medizinische Wochenschrift / Ausgabe 9-10/2021
Print ISSN: 0043-5341
Elektronische ISSN: 1563-258X
DOI
https://doi.org/10.1007/s10354-020-00799-2

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