Antiplasmodial agents from the Bhutanese medicinal plant Corydalis calliantha

Phytotherapy Research

Volumn 24, Issue 4, 2010, Pages 481-485

  Wangchuk, Phurpa ^a   Bremner, John B ^b   Samten, ^a   Rattanajak, Roonglawan ^c   Kamchonwongpaisan, Sumalee ^c  

^a Pharmaceutical and Research Unit   (Bhutan)

^b UNIVERSITY OF WOLLONGONG   (Australia)

^c NATIONAL SCIENCE AND TECHNOLOGY DEVELOPMENT AGENCY   (Thailand)

Author keywords

Alkaloids; Antiplasmodial; Bhutanese traditional medicine; Corydalis calliantha; Medicinal plants

Indexed keywords

ANTIMALARIAL AGENT; CHEILANTHIFOLINE; PLANT EXTRACT; PROTOPINE; SCOULERINE; STYLOPINE; UNCLASSIFIED DRUG;

ANTIBIOTIC RESISTANCE; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CONTROLLED STUDY; CORYDALIS; CORYDALIS CALLIANTHA; DRUG ACTIVITY; DRUG ISOLATION; DRUG STRUCTURE; IC 50; IN VITRO STUDY; MALARIA; MEDICINAL PLANT; NONHUMAN; PLASMODIUM FALCIPARUM; PROTON NUCLEAR MAGNETIC RESONANCE;

ANTIMALARIALS; BHUTAN; CORYDALIS; DRUG EVALUATION, PRECLINICAL; HUMANS; PLANT EXTRACTS; PLANTS, MEDICINAL; PLASMODIUM FALCIPARUM;

CORYDALIS; PLASMODIUM FALCIPARUM;

EID: 77951573322     PISSN: 0951418X     EISSN: 10991573     Source Type: Journal    
DOI: 10.1002/ptr.2893     Document Type: Article

References (38)

1. Adsersen A, Kjolbye A, Dall O, Jager AK. 2007. Acetylcholinesterase and butyrylcholinesterase inhibitory compounds from Corydalis cava Schweigg. & Kort. J Ethnopharmacol 113: 179-182. (Pubitemid 47077855)
2. Allais DP, Dreyfuss G, Gozler T, Guinaudeau H. 1986. Abstract 83. In Abstracts of the 27th Annual Meeting of the American Society of Pharmacognosy, July 27-30, Ann Arbor, MI (Referenced in Leitao Da-Cunha et al., 2005).
3. Anonymous. 1999. Medicinal Flora of Bhutan. Institute of Traditional Medicine Services, Ministry of Health and Education: Thimphu, Bhutan.
4. Baerheim-Svendsen A, Verpoorte R. 1983. Chromatography of Alkaloids, Vol 23A. Elsevier Scientific: New York, 502.
5. Battersby AR, Francis RJ, Hirst M, Ruveda EA, Staunton J. 1975a. Biosynthesis. Part XXI. Investigations on the biosynthesis of stylopine in Chelidonium majus. J Chem Soc Perkin 1: 1140-1147.
6. Battersby AR, Staunton J, Wiltshire HR, Francis RJ, Southgate R. 1975b. Biosynthesis. Part XXII. The origin of chelidonine and of other alkaloids derived from the tetrahydroprotoberberine skeleton. J Chem Soc Perkin 1: 1147-1156.
7. Brochmann-Hanssen E, Nielsen B. 1966. The isolation of (-)-scoulerine from opium. Tetrahedron Lett 20: 2261-2263.
8. Budzikiewicz H, Djerassi C, Williams DH. 1964. Structure Elucidation of Natural Products by Mass Spectrometry, Vol. I. Alkaloids. Holden-Day Inc: San Francisco, 181.
9. Caius JF. 1986. Medicinal and Poisonous Plants of India. Scientific Publishers: Jodhpur.
10. Desjardins RE, Canfield CJ, Haynes JD, Chulay JD. 1979. Quantitative assessment of antimalarial activity in vitro by a semiautomated microdilution technique. Antimicrob Agents Chemother 16: 710-718.
11. Dreyfuss G, Allais DP, Guinaudeau H, Bruneton J. 1987. Antimalarial activity of various isoquinoline alkaloids in mice. Ann Pharm Fr 45: 361-366. (Pubitemid 18021451)
12. Fidock DA, Rosenthal PJ, Croft SL, Brun R, Nwaka S. 2004. Antimalarial drug discovery: efficacy models for compound screening. Nat Rev Drug Discov 3: 509-520. (Pubitemid 38807533)
13. Furuya T, Nakano M, Yoshikawa T. 1978. Biotransformation of (RS)-reticuline and morphinan alkaloids by cell cultures of Papaver somniferum. Phytochemistry 17: 891-893.
14. Greenwood BM, Fidock DA, Kyle DE et al. 2008. Malaria: progress, perils, and prospects for eradication. J Clin Invest 118: 1266-1276.
15. Grierson AJC, Long DG. 1984. Corydalis calliantha Long. In Flora of Bhutan: Including a Record of Plants from Sikkim. Royal Botanic Garden: Edinburgh, 1 (2): 390.
16. Kaneko H, Naruto S. 1971. Constituents of Corydalis species. VII. Studies on the constituents of Corydalis pallida Pers. var. tenuis Yatabe. Yakugaku Zasshi 91: 101-108.
17. Leitao Da-Cunha EV, Fechine IM, Guedes DN, Barbosa-Filho JM, Da Silva MS. 2005. Protoberberine alkaloids. In The Alkaloids, Cordell GA (ed.). Elsevier Science and Technology: Amsterdam. 62: 1-75.
18. Li H-L, Zhang W-D, Han T, Zhang C, Lui R-H, Chen H-S. 2007. Tetrahydroprotoberberine alkaloids from Corydalis saxicola. Chem Nat Comp 43: 173-175.
19. Manske RHF, Miller MR. 1938. The alkaloids of fumariaceous plants. XVII. Corydalis caseana A. Gray. Can J Res Sect B Chem Sci 16B: 153-157.
20. Margvelashvili NN, Prisyazhnyuk NP, Kislov LD, Tolkachev ON. 1976. Alkaloids from Corydalis gigantea. Khimiya Prirodnykh Soedinenii, 6: 832.
21. Narasimhan NS, Mali RS, Kulkarni BK. 1983. Synthetic application of lithiation reactions - XVI. Syntheses of (±)tetrahydropalmatine, (±)canadine, (±)stylopine and (±)sinactine. Tetrahedron 39: 1975-1982.
22. Ohashi M, Wilson JM, Budzikiewicz H, Shamma M, Slusarchyk WA, Djerassi C. 1963. Mass spectrometry in structural and stereochemical problems. XXXI. Aporphines and related alkaloids. J Am Chem Soc 85: 2807-2810.
23. Orhan I, Ozcelik B, Karaoglu T, Sener B. 2007. Antiviral and antimicrobial profi les of selected isoquinoline alkaloids from Fumaria and Corydalis species. Z Naturforsch C 62: 19-26.
24. Saeed SA, Gilani AH, Majoo RU, Shah BH. 1997 Anti-thrombotic and anti-infl ammatory activities of protopine. Pharmacol Res 36: 1-7.
25. Southon IW, Buckingham J (eds). 1989. Dictionary of Alkaloids. Chapman and Hall: London; New York; (a) S-00095, p. 953; (b) S-00368, p. 1011.
26. Takahashi H, Iguchi M, Onda M. 1985. Utilization of protopine and related alkaloids. XVII. Spectroscopic studies on the ten-membered ring conformations of protopine and α-allocryptopine. Chem Pharm Bull 33: 4775-4782.
27. Takao N, Iwasa K, Kamigauchi M, Sugiura M. 1976. Studies on the alkaloids of papaveraceous plants. XXV. Biosynthesis of alkaloids of Corydalis incisa Pers and Chelidonium majus L. Incorporations of tetrahydroprotoberberines, N-methosalts of tetrahydroprotoberberines, and protopine. Chem Pharm Bull 24: 2859-2868.
28. Tarnchompoo B, Sirichaiwat C, Phupong W et al. 2002. Development of 2,4-diaminopyrimidines as antimalarials based on inhibition of the S108N and C59R+S108N mutants of dihydrofolate reductase from pyrimethamine-resistant Plasmodium falciparum. J Med Chem 45: 1244-1252.
29. Tenzin S. 2007. Traditional Medicine Formulary of Bhutan (2nd edn). Institute of Traditional Medicine Services: Ministry of Health, Thimphu, Bhutan.
30. Trager W, Jensen JB. 1976. Human malaria parasites in continuous culture. Science 193: 673-675.
31. Wada Y, Kaga H, Uchiito S et al. 2007. On the synthesis of protopine alkaloids. J Org Chem 72: 7301-7306.
32. Wangchuk P, Bremner JB, Samosorn S. 2007. Hetisine-type diterpenoid alkaloids from the Bhutanese medicinal plant Aconitum orochryseum. J Nat Prod 70: 1808-1811; General aspects of the work on Bhutanese traditional medicines by P. Wangchuk, including Corydalis gerdae (now calliantha), was reported in Kensel Online (Bhutan's daily news site; http://www.kuenselonline.com/modules. php?name=News &fi le=article&sid=4380) on 10 August 2004.
33. Wright CW, Marshall SJ, Russell PF et al. 2000. In vitro anti-plasmodial, antiamoebic, and cytotoxic activities of some monomeric isoquinoline alkaloids. J Nat Prod 63: 1638-1640.
34. Wu Y-R, Ma Y-B, Zhao Y-X et al. 2007. Two new quaternary alkaloids and anti-hepatitis B virus active constituents from Corydalis saxicola. Planta Med 73: 787-791.
35. 2+ antagonism and antioxidant mechanisms. Eur J Pharmacol 591: 21-27.
36. Xiao XH, Liu JT, Hu JW, Li TX, Zhang YH. 2007. Protective effect of protopine on the focal cerebral ischaemic injury in rats. Basic Clin Pharmacol Toxicol 101: 85-89.
37. Zhao Y, Zheng J, Huang S, Li X, Lin Q, Zhang J. 1981. Experimental studies on the antimalarial effect of protopine derivatives. Yaoxue Tongbao 16: 7-10.
38. Zhou JY, Tong XJ, Lian WY, Fang QC. 1991. Chemical study on the alkaloids of Corydalis hsuchowensis. Planta Med 57: 156-158.