The genus Gelsemium: An update

Pharmacognosy Reviews

Volumn 4, Issue 8, 2010, Pages 185-194

  Dutt, V ^a   Thakur, S ^b   Dhar, V ^c   Sharma, A ^d  

^a Guru Gobind Singh College of Pharmacy   (India)

^b SD College of Pharmacy   (India)

^c Swift School of Pharmacy   (India)

^d PANJAB UNIVERSITY   (India)

Author keywords

Alkaloids; anticancer; gelsemium; lridoids

Indexed keywords

ALKALOID; ANALGESIC AGENT; ANTICONVULSIVE AGENT; ANTIINFLAMMATORY AGENT; ANTIMITOTIC AGENT; ANTINEOPLASTIC AGENT; CONCANAVALIN A; CYTOTOXIC AGENT; GELSEMICINE; GELSEMIUM ELEGANS EXTRACT; GELSEMIUM SEMPERVIRENS EXTRACT; INTERLEUKIN 2; KOUMINE; NEUROTROPIC AGENT; PLANT EXTRACT; SEMPERVIRINE NITRATE; UNCARINIC ACID E; UNCLASSIFIED DRUG;

ALTERNATIVE MEDICINE; ANTINEOPLASTIC ACTIVITY; APOPTOSIS; ASPHYXIA; ATROPA BELLADONNA; BREAST CANCER; CANCER CELL; CAUSE OF DEATH; CELL LINE; CONVULSION; DATURA STRAMONIUM; DOG; DOSE RESPONSE; DRUG MEGADOSE; DRUG SELECTIVITY; ESOPHAGUS CANCER; ETHNOPHARMACOLOGY; FROG; GELSEMIUM; GELSEMIUM ELEGANS; GELSEMIUM RANKINII; GELSEMIUM SEMPERVIRENS; HISTOPATHOLOGY; HOMEOPATHY; HUMAN; INFLUENZA; LETHAL DOSE; MIGRAINE; MYOPIA; NEURALGIA; NEURODERMATITIS; NONHUMAN; OVARY CANCER; PARALYSIS; PHYTOCHEMISTRY; PLANT LEAF; PLANT MORPHOLOGY; PLANT ROOT; PSORIASIS; REVIEW; RHEUMATIC DISEASE; SEIZURE; SQUAMOUS CELL CARCINOMA; TINCTURE; TREMOR;

GELSEMIUM; GELSEMIUM ELEGANS; GELSEMIUM RANKINII; GELSEMIUM SEMPERVIRENS;

EID: 79957552661     PISSN: 09737847     EISSN: 09762787     Source Type: Journal    
DOI: 10.4103/0973-7847.70916     Document Type: Review

References (103)

1. Latiff A, Ibrahim AZ, Mat-Salleh K. An account and checklist of the flowering plants at Kelabit Highlands. Bario Sarawak: ASEAN Review of Biodiversity and Environmental Conservation; 1999. p. 15.
2. Ridley HN. The Flora of the Malay Peninsular. Ashford, London: Reeve and Co.; 1925.
3. Perry LM. Medicinal plant of East and Southeast Asia: Attributed properties and uses. Cambridge, MA: MIT Press; 1980.
4. Burkhil JA. A Dictionary of the economic products of the Malay Peninsular. Kuala Lumpar: Ministry of Agriculture and Cooperatives; 1966.
5. Ponglux D, Wongseripipatana S, Subhadhirasakul S. Studies on the indole alkaloids of Gelsemium elegans (Thialand): Structure elucidation and proposal of biogenetic route. Tetrahedron 1988;44:5075-4.
6. Watson L, Dallwitz MJ. Families of Flowering Plants: Descriptions, Illustrations, Identification, and Information Retrieval; 2002.
7. Blackwell WH. Poisonous and Medicinal plants. Prentice Hall, New Jersy: Englewoods and Cliff; 1990. p. 329.
8. Felter HW, Lloyd JU. Gelsemium (U.S.P.). King's American Dispensatory;1898.
9. Chopra RN. Poisonous plants of India. India: Council of Agricultural Research; 1940. p. 692.
10. Grieve M. A Modern Herbal (first Published in 1931). London: Tiger Books International; 1994. p. 249.
11. Voorhees J, Nachman L. inventors: Herbal composition for treating symptoms of influenza. US patent 6455070; 2002. P. 3.
12. Calarasu C, inventor; Pharmaceuticals containing diphenhydramine and Echinacea and Eupatorium and Gelsemium and Lachesris extracts for the treatment of Psoriasis and neurodermatitis. German patent 3641220; 1988. P. 4.
13. Nebera SA, Nebera OA, Pakhomova NN. inventors: Homoeopathic preparation for treating myopia. RU patent 2203674; 2003.
14. Uhlenbroock K, Schweer M, Maschmann L. Spasmolytic effect of the ingredients of Gelsemium fluid extract. Arzneimittelforschung 1959;9:419-22.
15. The Wealth of India. A Dictionary of Indian Raw Materials and Industrial Product. New Delhi: Council of Scientific and Industrial Research; 1956. p. 123.
16. Brandis D. Indian Trees. In: singh B, Singh MP, editors. Dehradun, India; 1987. p. 476.
17. Wallis T. Textbook of Pharmacognosy. 5th ed. New Delhi: CBS Publishers and Distributors; 1999. p. 387, 558-62.
18. Gahalot A, Patra A, Sharma A. Pharmacognostical studies on Gelsemium sempervirens Ait. Roots P' Cog Mag; 2008.
19. Chou TQ. The alkaloids of Gelsemium elegans Benth. III. Zhangguo Shenglixue Zazhi 1931;5:345-52.
20. Chou TQ, Wang CH, Cheng WC. The alkaloids of Chinese gelsemium. Ta-ch'a-yeh Zhangguo Shenglixue Zazhi 1936; 10: 79-84.
21. Chi YF, Kao YS, Hueng YT. Alkaloids of Chinese gelsemium, Kou-wen. J Am Chem Soc 1938;60:1723-4.
22. Liu CT, Loh JY, Liu CC, Lu JY, Chu TC, Wang CH. Gelsemium alkaloids. I. Reinvestigation of the alkaloids of Gelsemium elegans and the constitution of koumine. Huaxue xuebao 1961;27:47-58.
23. Khuong-Huu F, Chiaroni A, Riche C. Structure of koumine, an alkaloid from Gelsemium elegans Benth. Tetrahedron Lett 1981;22:733-4.
24. Jin H, Xu RS. Studies on the alkaloids of Gelsemium elegans Benth. The structure of koumidine. Acta Chim Sin 1982;40:1129-35.
25. Lounasmaa M, Koskinen A. A plausible biogenetic proposal for koumine. Planta Med 1982;44:120-1.
26. Yang J, Chen Y. Chemical studies on the alkaloids from Hu Man Teng (Gelsemium elegans Benth). II. structure of humantenidine. Yaoxue Xuebao 1984;19:437-40.
27. Zhang L, Lin J, Wu Z. Advances in the study on chemical constituents and pharmacology of Gelsemium elegans (Gardn. et Champ.) Benth. Zhong Yao Cai 2003;26:451-3.
28. Zhang LL, Wang ZR, Huang CQ, Zhang ZY, Lin JM. Extraction and separation of koumine from Gelsemium alkaloids. Di Yi Jun Yi Da Xue Xue Bao 2004;24:1006-8.
29. Lin LZ, Cordell GA, Ni CZ, Clardy J. Two oxindole alkaloids from Gelsemium elegans. Phytochem 1990;29:3013-7.
30. Sun F, Xing QY, Liang XT. Structure of (19R)-kouminol and (19S)-kouminol from Gelsemium elegans. J Nat Prod 1989;52:1180-2.
31. Yang J, Chen Y. Chemical study of the alkaloids of Gelsemium elegans. Yaoxue Tongbao 1982;17:119-20.
32. Yang J, Chen Y. Chemical studies on the alkaloids from Hu Man Teng (Gelsemium elegans Benth.) II. structure of humantendine. Yaoxue Xuebao 1982;17:633-4.
33. Yang JS, Chen YW. Chemical studies on the alkaloids of Hu-Man-Teng (Gelsemium elegans Banth.). I. Isolation of the alkaloids and structure of humantenmine. Yao Xue Xue Bao 1983;18:104-12.
34. Lin LZ, Cordell GA. New humantenine-type alkaloids from Gelsemium elegans. J Nat Prod 1989;52:588-94.
35. Lin LZ, Cordell GA, Ni CZ, Clardy J. Oxindole alkaloids from Gelsemium elegans. Phytochmistry 1991;30:1311-5.
36. Kitajima M, Kogure N, Yamaguchi K, Takayama H, Aimi N. Structure reinvestigation of gelsemoxonine, a constituent of Gelsemium elegans, reveals a novel azetidine containing indole alkaloid. Org Lett 2003;5:2075-8. (Pubitemid 37140930)
37. Lin LZ, Cordell GA, Ni CZ, Clardy J. Gelsamydine, an indole alkaloid from Gelsemium elegans with two monoterpene units. J Org Chem 1989;54:3199-202. (Pubitemid 19169472)
38. Lin LZ, Hu SF, Cordell GA. 19 α-Hydroxygelsamydine from Gelsemium elegans. Phytochemistry 1996;43:723-6.
39. Xu YK, Yang SP, Liao SG. Alkaloids from Gelsemium elegans. J Nat Prod 2006;69:1347-50.
40. Sakai S, Wongseripipatana S, Ponglux D, Yokota K, Ogata K, Takayama M, et al. Indole alkaloids isolated from Gelsemium elegans (Thailand): 19-(z)-aluammidine, 16-epivocarpine, 19-hydroxydihydro gelsevirine, and the revised structure of koumidine. Chem Pharm Bull 1987;35:4668-71.
41. Lin LZ, Cordell GA, Ni CZ, Clardy J. Three oxindole Alkaloids from Gelsemium species. Phytochemistry 1991;30:679-83.
42. Du X, Dai Y, Zhang C, Lu S, Liu Z. Studies on the Gelsemium alkaloids. I. The structure of gelsenicine. Huaxue Xuebao 1982;40:1137-41.
43. Ponglux D, Wangseripipatana S, Takayama H, Ogata K, Aimi N, Sakai S. A new class of indole alkaloid, elegansamine, constructed from a monoterpenoid indole alkaloid and an iridoid. Tetrahedron Lett 1988;29:5395-6. (Pubitemid 18260631)
44. Lin LZ, Cordell GA, Ni CZ, Clardy J. N-methoxyanhydrovobasinediol from Gelsemium elegans. Phytochemistry 1989;28:2827-31.
45. Lin LZ, Cordell GA, Ni CZ, Clardy J. Gelsemamide and 11-methoxy gelsemamide, two novel secoindole alkaloids from Gelsemium elegans. Tetrahedron Lett 1989;30:1177-80.
46. Stevenson AE, Sayre LE. Third alkaloid of Gelsemium. J Am Pharm Assoc 1915;4:60-2.
47. Stevenson AR, Sayre LE. Sempervirine from Gelsemium root. J Am Pharm Assoc 1915;4:1458-63.
48. Sayre LE. Final report on the alkaloids of Gelsemium. J Am Pharm Assoc 1919;8:708-11.
49. Hasenfratz V. The presence of an oxygen-free alkaloid in Gelsemium sempervirens. Comptes Rendus des Seances de la Societe de Biologie et de ses Filiales 1933;196:1530-2.
50. Janot MM, Goutarel R, Perezamador Y, Barron MC. Isolation of sempervirine from Gelsemium elegans. Ann Pharm Fr 1953;11:602-8.
51. Kogure N, Ishii N, Kitajima M, Wongseripipatana S, Takayama H. Four novel gelsenicine-related oxindole alkaloids from the leaves of Gelsemium elegans benth. Org Lett 2006;8:3085-8. (Pubitemid 44154436)
52. Kitajima M, Nakamura T, Kogure N, Ogawa M, Mitsuno Y, Ono K, et al. Isolation of gelsedine-type indole alkaloids from Gelsemium elegans and evaluation of the cytotoxic activity of gelsemium alkaloids for A431 epidermoid carcinoma cells. J Nat Prod 2006;69:715-8. (Pubitemid 43798138)
53. Kogure N, Ishii N, Kobayashi H, Kitajima M, Wongseripipatana S, Takayama H. New iridoids from Gelsemium species. Chem Pharm Bull 2008;56:870-2. (Pubitemid 351872263)
54. Schun Y, Cordell GA, Garland M. 21-oxogelsevirine, a new alkaloid from Gelsemium rankinii. J Nat Prod 1986;49:483-7. (Pubitemid 16045812)
55. Schun Y, Cordell GA. Rankinidine, a new indole alkaloid from Gelsemium rankinii. J Nat Prod 1986;49:806-8.
56. Sayre LE. Gelseminine and other constituents of Gelsemium. Pharm J 1911;86:242-3.
57. Sayre LE. A study of the more toxic alkaloids of Gelsemium. Midland Druggist and Pharmaceutical Review 1912;45:439-41.
58. Moore CW. Constituents of Gelsemium. J Chem Soc Abs 1911;97:2223.
59. Chou TA. The alkaloids of Gelsemium. I. Gelsemine and gelsemicine. Zhongguo shenglixue Zazhi 1931;5:131-9.
60. Ferrerio M. The alkaloids of Gelsemium sempervirens Ait. (Loganiaceae). Anal Sci Nat Bot 1945;6:148.
61. Janot MM, Gautarol R, Friedrich W. Gelsemicine. Ann Pharm Fr 1951;9:305-7.
62. Schwarz H, Marion L. Three minor alkaloids of Gelsemium sempervirens. Can J Chem 1953;31:958-75.
63. Nikiforov A, Latzel J, Varmuza K, Wichtl M. Gelsemium alkaloids.3. structure elucidation of 21-oxogelsemine by mass spectrometry. Monatsh Chem 1974;105:1292-8.
64. Wenkert E, Chang CJ, Cochran DW, Pollicciari R. Carbon-13 nuclear magnetic resonance spectroscopy of naturally occurring substances. VIII. Structure of gelsevirine. Experientia 1972;28:377-9.
65. Wichtl M, Nikitorov A, Schulz G, Sponer S, Jentzsch K. Structural elucidation of Gelsemium alkaloid C (14-hydroxygelsemicin) by NMR and mass spectrometry. Monatsh Chem 1973;104:99-104.
66. Wichtl M, Nikiforov A, Sponer S, Jentzsch K. Structure of Gelsemium alkaloid A. mass spectrometry of Gelsemium alkaloids. Monatsh Chem 1973;104:87-98.
67. Schun Y, Condell GA. 14 β-Hydroxygelsedine, a new oxindole alkaloid from Gelsemium sempervirens. J Nat Prod 1985;48:788-91. (Pubitemid 16185155)
68. Schun Y, Cordell GA. Cytotoxic steroids of Gelsemium sempervirens. J Nat Prod 1987;50:195-8. (Pubitemid 17110602)
69. Kitajima M, Urano A, Kogure N, Takayama H, Aimi N. New oxindole alkaloids and iridoid from Carolina jasmine (Gelsemium sempervirens Ait.). Chem Pharm Bull 2003;51:1211-4. (Pubitemid 41663086)
70. Chou TQ. The alkaloids of Gelsemium II. Sempervine and an amorphous alkaloid. Zhongguo Shenglixue Zazhi 1931;5:295-300.
71. Jensen SR, Kirk O, Nielsen BJ, Norrestam R. 9-hydroxy substituted iridoids from Gelsemium sempervirens. Phytochemistry 1987;26:1725-31.
72. Rujjanawate C, Kanjanapothi D, Panthong A. Pharmacological effect and toxicity of alkaloids from Gelsemium elegans Benth. J Ethnopharmacol 2003;89:91-5. (Pubitemid 37163804)
73. Hu X. inventor: Growth Stimulant for Swine. Chinese patent; 1997.
74. Cueilleron P, Fonlupt P, Pacheco H. Effect of Gelsemium tincture on dopamine, noradrenaline and serotonin uptake in synaptosomal preparations of rat brain. Comptes Rendus des Seances del'Academie des Sciences, Serie 2 1982;294:853-5. (Pubitemid 12083835)
75. Abdul Wahab K, Ahmad FB, Din LB, Swee Hung C, Shiueh Lian M. In vitro A study of the cytotoxic activity of Gelsemium elegans using human ovarian and breast cancer cell lines. Trop Biomed 2004;21:139-44.
76. Zhao M, Guo T, Wang M, Minwei W, Zhao Q, Liu Y, et al. The course of uncarinic acid E-induced apoptosis of hep G2 cells from damage to DNA and p53 activation to mitochondrial release of cytochrome C. Biol Pharm Bull 2006;29:1639-44. (Pubitemid 44166366)
77. Kitajima M. Chemical studies on monoterpenoid indole alkaloids from medicinal plant resources Gelsemium and Ophiorrhiza. J Nat Med 2006;61:14-23. (Pubitemid 46065442)
78. Chi DB, Lei LS, Jin H, Pang JX, Jiang YP. In vitro Study of koumine-induced apoptosis of human colon adenocarcinoma LoVo cells. Di Yi Jun Yi Da Xue Xue Bao 2003;23:911-3.
79. Wang ZR, Huang CQ, Zhang ZY, Zhang LL, Lin JM. In vitro Effect of koumine on proliferation of murine CD4+ T cells purified by magnetic-activated cell sorting. Di Yi Jun Yi Da Xue Xue Bao 2005;25:562-4.
80. Zhang LL, Huang CQ, Zhang ZY, Wang ZR, Lin JM. Therapeutic effects of koumine on psorasis: an experimental study in mice. Di Yi Jun Yi Da Xue Xue Bao 2005;25:547-9.
81. Chi DB, Lei LS, Yang HX, Sun LS. General pharmacology of koumine parenteral solution. Di Yi Jun Yi Da Xue Xue Bao 2004;24:32-4.
82. Bousta D, Soulimani R, Jarmouni I, Belon P, Falla J, Froment N, et al. Neurotropic, immunological and gastric effects of low doses of Atropa belladonna L., Gelsemium sempervirens L. and Poumon histamine in stressed mice. J Ethnopharmacol 2001;74:205-15. (Pubitemid 32215448)
83. Baker WF. Gelsemium sempervirens and Bryonia alba in influenza. J Am Inst Homeopath 1920;12:695-8.
84. Wang Y, Fang Y, Lin W, Cheng M, Jiang Y, Yin M. In vitro Inhibitory effect of Gelsemium alkaloids extract on hepatic carcinoma HepG2 cells. Zhong Yao Cai 2001;24:579-81.
85. Bassleer R, Clerment D, Marnette JM, Caprasse M, Tits M, Angenot L. Effect of dihydroflavopereirine and sempervirine (β-carbolinium alkaloid) on cancer cells in culture. Ann Pharm Fr 1985;43:83-8.
86. Rothlin E, Raymond H. Vascular action of sempervirine, an oxygen-free alkaloid of Gelsemium sempervirens. Comptes Rendus des Seances de la Societe de Biologie et de ses Filiales 1934;117:754-6.
87. Hinsdale AE. Action of Gelsemium upon intestinal movement. J Am Inst Homeopath 1918;10:969-70.
88. Peredery O, Persinger MA. Herbal treatment following post-seizure induction in rat by lithium pilocarpine: Scutellaria lateriflora (Skullcap), Gelsemium sempervirens (Gelsemium) and Datura stramonium (Jimson Weed) may prevent development of spontaneous seizures. Phytother Res 2004;18:700-5. (Pubitemid 39481687)
89. Dai R. Preparation of Gouwen injection. Zhong Yao 1993;24:471-2.
90. Hou HC. The pharmacological action of gelsemicine, an alkaloid from Gelsemium. I. Acute toxicity. Zhangguo Shenglixue Zazhi 1931;5:181-90.
91. Raymond H. Gelsemicine. Competes Rendus des Seancer de la Societe de Biologie et de ses Filiales 1937;126:1151-4.
92. Cantrell FL. Look what I found. Poison hunting on e-Bay. Clin Toxicol (Phila) 2005;43:375-9.
93. Mitchell T. Gelsemium sempervirens. J Am Inst Homeopath 1926;19:707-13.
94. Thompson LJ, Frazier K, Stiver S, Styer E. Multiple animal intoxications associated with Carolina jasmine (Gelsemium sempervirens) ingestions. Vet Hum Toxicol 2002;44:272-3.
95. Espanes D, Moisset E. Action of extract of Gelsemium sempervirens on the isolated frog heart. Comptes Rendus des Seances de la Societe de Biologie et de ses Filiales 1938;127:1088-90.
96. Espanes D, Moisset E. Cardiovascular action of gelsemine. Action on the carotid pressure of the dog. Comptes Rendus des Seances de la Societe de Biologie et de ses Filiales 1938;127:1002-4.
97. Vincent D, Lagreu R. Action of the alkaloids of Gelsemium sempervirens on cholinesterases. Comptes Rendus des Seances de la Societe de Biologie et de ses Filiales 1951;145:348-50.
98. Kitajima M, Arai Y, Takayama H, Aimi N. A chemical study on 'Yakatsu' stored in Shosoin repository: Isolation and characterization of four indole alkaloids from a 1250 year-old sample of the Chinese toxic medicine. Proc Japan Acad 1998;74: 159-63.
99. Blaw ME, Adkisson MA, Levin D, Garriott JC, Tindall RS. Poisoning with Carolina jessamine (Gelsemium sempervirens [L.] Ait.). J Pediatr 1979;94:998-1001. (Pubitemid 9150258)
100. Yin S, He XF, Wu Y, Yue JM. Monoterpenoid indole alkaloids bearing an N4-Iridoid from Gelsemium elegans. Chem Asian J 2008;3:1824-9
101. Qing-chun Z, Yan-Hui F, Tao G, Wei H, Li-jun W. Isolation and identification of non alkaloids constituents from G. elegans Benth. Yaoke Daxue Xuebao 2007;24:619-22.
102. Hua W, Zhao QC, Yang J, Shi GB, Wu LJ, Guo T. Two new benzofuran from lignan Glycosides. Chinese Chem Lett 2008;19:1327-9.
103. Zhang Z, Wang P, Yuan W, Li S. Steroids, alkaloids and coumarins from G. sempervirens. Planta Med 2008;74:1818-22.