Phytochemical constituents and pharmacological activities of plants from the genus Adiantum: A review

Tropical Journal of Pharmaceutical Research

Volumn 10, Issue 5, 2011, Pages 681-692

  Pan, C ^a   Chen, Y G ^a   Ma, X Y ^a   Jiang, J H ^a   He, F ^a   Zhang, Y ^b  

^a YUNNAN NORMAL UNIVERSITY   (China)

^b KUNMING MEDICAL UNIVERSITY   (China)

Author keywords

Adiantaceae; Adiantum species; Pharmacological activities; Phytochemical constituents

Indexed keywords

16 HENTRIACONTANONE; 6,10,14 TRIMETHYL 2 PENTADECANONE; ADIANTUM CAPILLUS VENERIS EXTRACT; ADIANTUM CUNEATUM EXTRACT; ADIANTUM INCISUM EXTRACT; ADIANTUM LUNULATUM EXTRACT; ADIANTUM TETRAPHYLLUM EXTRACT; ADIANTUM TRAPIZIFORME EXTRACT; ADIANTUM VENUSTUM EXTRACT; ALICYLIC ACID; ANALGESIC AGENT; ANTIINFLAMMATORY AGENT; ARACHIDONIC ACID; DECANOIC ACID; DICLOFENAC; FILICENE; FLAVONOID; HENTRIACONTANONE; LIPID; PARACETAMOL; PHENYL PROPANOID; PHYTOSTEROL; PLANT EXTRACT; PLANT MEDICINAL PRODUCT; QUINIC ACID; SAPONIN; SHIKIMIC ACID; TERPENOID; TRITERPENOID; UNCLASSIFIED DRUG; UNINDEXED DRUG;

ADIANTUM; ADIANTUM CAPILLUS VENERIS; ADIANTUM CUNEATUM; ADIANTUM INCISUM; ADIANTUM LUNULATUM; ADIANTUM TETRAPHYLLUM; ADIANTUM TRAPEZIFORME; ADIANTUM VENUSTUM; AGGLUTINATING ACTIVITY; ANALGESIC ACTIVITY; ANTIDIABETIC ACTIVITY; ANTIIMPLANTATION ACTIVITY; ANTIINFLAMMATORY ACTIVITY; ANTINOCICEPTION; ANTIVIRAL ACTIVITY; BIOLOGICAL ACTIVITY; DIURETIC ACTIVITY; DRUG ACTIVITY; DRUG DOSE COMPARISON; DRUG DOSE REDUCTION; DRUG MECHANISM; HUMAN; NONHUMAN; PAIN; PAW EDEMA; PHYTOCHEMISTRY; REVIEW;

EID: 80655135410     PISSN: 15965996     EISSN: 15969827     Source Type: Journal    
DOI: None     Document Type: Review

References (73)

1. Delectis Flora Reipublicae Popularis Sinicae Edita, Flora Reipublicae Popularis Sinicae, Tomus 3(1), Beijing, China, Science Press, 1990; pp 173-214.
2. Wu CY. Outline of New China Herbals, Vol. 3, Shanghai, China, Shanghai Press of Science and Technology, 1990, pp 664-668.
3. Melos JLR, Silva LB, Peres MTLP, Mapeli AM, Faccenda O, Anjos HH, Torres TG, Tiviroli SC, Batista AL, Almeida FGN, et al. Chemical composition and evaluation of allelopathic potentials of Adiantum tetraphyllum Humb. & Bonpl. ex. willd (Pteridaceae). Quim Nova, 2007; 30: 292-297.
4. Gupta M, Bagchi A, Roy SK, Ray AB, Chemical constituents of a member of Adiantum caudatum complex. J Indian Chem Soc, 1990; 67: 86-88.
5. Rangaswami S, Iyer RT. Chemical examination of Adiantum venustum. Curr Sci, 1967; 36: 88-89.
6. Hasegawa M, Akabori Y. Flavonoid pattern in Pteridaceae. I. Flavonoid glycosides obtained from the fronds of Adiantum aethiopicum and A. monochlamys. Shokubutsugaku Zasshi, 1968; 81: 469-472.
7. Akabori Y, Hasegawa M. Flavonoid pattern in the pteridaceae. II. Flavonoid constituents in the fronds of Adiantum capillus-veneris and A. cuneatum. Shokubutsugaku Zasshi, 1969; 82: 294-297.
8. Imperato F. New phenolic glycosides in the fern Adiantum capullis-veneris L. Chem Ind, 1982; 23: 957-958.
9. Murakami T, Wada H, Tanaka N, Kido T, Iida H, Saiki Y, Chen CM. Chemical and chemotaxonomical studies of Filices. LXV. A few new flavonoid glycosides. (2). Yakugaku Zasshi, 1986; 106: 982-988.
10. Imperato F. A new acylated flavonol glycoside from the fern Adiantum capillus-veneris. Chem Ind, 1982; 16: 604.
11. Akabori Y. Flavonoid pattern in the Pteridaceae IV. Seasonal variation of the flavonoids in the fronds of Adiantum monochlamys. Bot Mag, 1978; 91: 137-139.
12. Imperato F. Kaempferol 3-sulfate in the fern Adiantum capillus-veneris. Phytochemistry, 1982; 21: 2158-2159.
13. Nung VN, Bezanger-Beauquesne L, Torck M. Characterization of flavonoids. Plant Med Phytother, 1971; 5: 177-187.
14. Wollenweber E. Some new external flavonoids from American ferns. Flora, 1979; 168: 138-145.
15. Nakane T, Maeda Y, Ebihara H, Arai Y, Masuda K, Takano A, Ageta H, Shiojima K, Cai SQ, Abdel-Halim OB. Fern constituents: Triterpenoids from Adiantum capillus-veneris. Chem Pharm Bull, 2002; 50: 1273-1275.
16. Nakane T, Arai Y, Masuda K, Ishizaki Y, Ageta H, Shiojima K. Fern constituents: six new triterpenoid alcohols from Adiantum capillusveneris. Chem Pharm Bull, 1999; 47: 543-547.
17. Shiojima K, Ageta H. Fern constituents: triterpenoids isolated from the leaves of Adiantum edgeworthii. Structures of 19- hydroxyadiantone and fern-9(11)-en-25-oic acid. Chem Pharm Bull, 1994; 42: 45-47.
18. Shiojima K, Arai Y, Kasama T, Ageta H. Fern constituents: triterpenoids isolated from the leaves of Adiantum monochlamys. Filicenol A, filicenol B, isoadiantol B, hakonanediol and epihakonanediol. Chem Pharm Bull, 1993; 41: 262-267.
19. Ageta H, Iwata K, Natori S. Fern constituents. Adianene, filicene, 7-fernene, isofernene, and diploptene. Triterpenoid hydrocarbons isolated from Adiantum monochlamys. Tetrahedron Lett, 1964; 5: 3413-3418.
20. Tsuzuki K, Ohashi A, Arai Y, Masuda K, Takano A, Shiojima K, Ageta H, Cai SQ. Triterpenoids from Adiantum caudatum. Phytochemistry, 2001; 58, 363-367.
21. Hayata S, Rahmana A, Choudhary MI, Khan KM, Latif H, Bayer E. Two new triterpenes from fern Adiantum incisum. Z Naturforsch, 2002; 57b: 233-238.
22. Shiojima K, Arai Y, Nakane T, Ageta H, Cai SQ. Fern constituents: Adiantum cuneatum. III. Four new triterpenoids, 4,23-bisnor-3,4-secofilic- 5(24)-en-3-al, 4,23-bisnor-3,3-dimethoxy-3,4- secofilic-5(24)-ene,7,25-epoxyfern-9(11)-en-8- ol and 7,8-epoxyfernan-25-ol. Chem Pharm Bull, 1997; 45: 1608-1610.
23. Shiojima K, Sasaki Y, Ageta H. Fern constituents: triterpenoids isolated from the leaves of Adiantum pedatum. 23-Hydroxyfernene, glaucanol A and filicenoic acid. Chem Pharm Bull, 1993; 41: 268-271.
24. Brahmachari G, Chatterjee D. Triterpenes from Adiantum lunulatum. Fitoterapia, 2002; 73: 363-368.
25. Abdel-Halim OB, Ibraheim ZZ, Shiojima K. Oleanane triterpenes from Adiantum capillus-veneris growing in Egypt. Alex J Pharm Sci, 2002; 16: 87-92.
26. Mukherjee KS, Mondal S, Sohel SMA, Mukherjee P, Chatterjee D, Brahmachari G. A new triterpene from Adiantum lunulatum Burm. Indian J Chem, 2003; 42B: 2665-2667.
27. Mukherjee KS, Brahmachari G, Chatterjee D, Mukherjee P. Triterpene from Adiantum lunulactum. J Indian Chem Soc, 2001; 78: 267-268.
28. Shiojima K, Arai Y, Nakane T, Ageta H. Fern constituents: Adiantum cuneatum. I. Three new triterpenoids, glaucanol B acetate, 7,25- epoxyfern-8-ene and 25-norfern-7-en-10-yl formate. Chem Pharm Bull, 1997; 45: 636-638.
29. Ageta H, Shiojima K, Arai Y. Fern constituents: neohopene, hopene-II, neohopadiene, and fernadiene isolated from Adiantum species. Chem Commun, 1968; 18: 1105-1107.
30. Shiojima K, Arai Y, Nakane T, Ageta H. Fern constituents: Adiantum cuneatum. II. Six new triterpenoids, neohop-18-en-12-ol, 13- epineohop-18-en-12-ol, neohop-13(18)-en-19- ol, fern-7-en-25-ol, fern-9(11)-en-25-ol, and adian-5-en-25-ol. Chem Pharm Bull, 1997; 45: 639-642.
31. Zaman A, Prakash A, Berti F, Bottari B, Macchia B, Marsili A, Morelli I. New nortriterpenoid ketol from two Adiantum species. Tetrahedron Lett, 1966; 7: 3943-3947.
32. Nguyen HD, Phan VK, Chau VM, Tran TH, Tran TH, Choudhary MI. Terpenoids from Adiantum emarginatum. Tap Chi Hoa Hoc, 2008; 46: 229-233.
33. Ageta H, Iwata K, Arai Y, Tsuda Y, Isobe K, Fukushima S. Fern constituents. Hydroxyadiantone and oxohakonanol isolated from Adiantum monochlamys. Tetrahedron Lett, 1966; 7: 5679-5684.
34. Hussain A, Siddiqui HL, Rashid R, Khan KM, Parvez M. 1-(5a,5b,8,8,11a,13b- Hexamethyleicosahydro-1Hcyclopenta[a]chrysen-3-yl)-1-ethanone. Acta Crystallogr, 2008; E64: o723.
35. Bresciani LFV, Priebe JP, Yunes RA, Magro JD, Monache FD, Campos FD, Souza MM, Cechinel-Filho V. Pharmacological and phytochemical evaluation of Adiantum cuneatum growing in Brazil. Z Naturforsch, 2003; 58c: 191-194.
36. Kshirsagar MK, Mehta AR. Ferns in Gujarat State (India) for presence of antibacterial substances of ferns. Planta Med, 1972; 22: 386-390.
37. Khosa RL, Wahi AK, Mukherjee AK. Chemical studies on Adiantum caudatum. Curr Sci, 1978; 47: 624.
38. Murthy RSR, Basu DK, Murti VVS. Anti-implantation activity of isoadiantone. Indian Drugs, 1984; 21: 141-144.
39. Reddy VLN, Ravikanth V, Rao TP, Diwan PV, Venkateswarlu Y. A new triterpenoid from the fern Adiantum lunulatum and evaluation of antibacterial activity. Phytochemistry, 2001; 56: 173-175.
40. Ageta H, Iwata K. Fern constituents. Adipedatol, filicenal, and other triterpenoids isolated from Adiantum pedatum. Tetrahedron Lett, 1966; 7: 6069-6074.
41. Erazo S, Garcia R, Mendez F, Latorre I, Negrete R. Secondary metabolites of Adiantum thalictroides Willd. ex. Schlecht var hirsutum (Hook et Grev.) de la Sota. Rev Latinoam Quim, 1991; 22: 5-6.
42. Banerjee J, Datta G, Dutta CP, Eguciii T, Fujimoto Y, Kakinuma K. Fern-9(11)-en-25-oic acid, a triterpene from Adiantum venustum. Phytochemistry, 1991, 30: 3478-3480.
43. Jankowski CK, Aumelas A, Thuery P, Reyes-Chilpa R, Jimenez-Estrada M, Barrios H, Diaz E. Xray, 1H/13C 2D and 3D NMR studies of the structures of davallene and adipedatol, two triterpenes isolated from American Adiantum capillus-veneris. Pol J Chem, 2004; 78: 389-408.
44. Shiojima K, Nakane T, Ageta H, Cai SQ. Fern constituents: two new secofilicane triterpenoids from Adiantum cuneatum. Chem Pharm Bull, 1996; 44: 630-632.
45. Ageta H, Shiojima K, Kamaya R, Masuda K. Fern constituent: naturally occurring adian-5-ene ozonide in the leaves of Adiantum monochlamys and Oleandra wallichii. Tetrahedron Lett, 1978; 19: 899-900.
46. Giancarlo B, Francesco B, Marsili A. Structure and stereochemistry of a triterpenoid epoxide from Adiantum capillus-veneris. Tetrahedron, 1969; 25: 2939-2947.
47. Naseri NG, Ashnagar A, Nia SJ. Isolation and structural determination of the major chemical compounds possibly found in the leaves of maidenhair plant (Adiantum capillus-veneris. L) grown around the city of Dezful, Iran Int J Chem Sci, 2006; 4: 874-880.
48. Alam MS, Chopra N, Ali M, Niwa M. Normethyl pentacyclic and lanostane-type triterpenes from Adiantum venustum. Phytochemistry, 2000; 54: 215-220.
49. Hussain A, Siddiqui HL, Zia-ur-Rehman M, Elsegood MRJ, Khan KM. 4-Hydroxy- 4,6a,6b,9,9,12a,14b heptamethylperhydropicen- 3-one hemihydrate isolated from Adiantum incisum. Acta Crystallogr, 2008; E64: o264.
50. Neeraj C, Sarwar AM, Mohammad A, Masatake N. A new lanostane triterpenic ether from Adiantum venustum. Pharmazie, 2000; 55: 538-539.
51. Neeraj C, Sarwar AM, Mohammad A, Masatake N. Isolation and characterization of two novel triterpenes from Adiantum venustum. Indian J Chem, 2001; 40B: 350-353.
52. Neeraj C, Sarwar AM, Mohammad A, Masatake N. A novel tirucallane triterpene from Adiantum venustum. Pharmazie, 1997; 52: 412-413.
53. Imperato F. Sulfate esters of hydroxycinnamic acidsugar derivatives from Adiantum capillusveneris. Phytochemistry, 1982; 21: 2717-2718.
54. Cooper-Driver GC, Swain T. Sulfate esters of caffeyland p-coumarylglucose in ferns. Phytochemistry, 1976; 14: 2506-2507.
55. El-Tantawy M, El-Sakhawy F, El-Deeb K, Fathy M, Hassan AK. A phytochemical and pharmacological study of Adiantum capillus veneris L. growing in Egypt. Zagazig J Pharm Sci, 1994; 3: 97-103.
56. Marino A, Elberti MG, Cataldo A. Phytochemical analysis of Adiantum capillus-veneris. Bollettino, 1989; 65: 461-463.
57. Minamikawa T, Yoshida S. Occurrence of quinic acid in the ferns. Shokubutsugaku Zasshi, 1972; 85: 153-155.
58. Sato N, Furuya M. Isolation and identification of diacylglyceryl-O-4'-(N,N,N-trimethyl)-homoserine from the fern Adiantum capillusveneris L. Plant Cell Physiol, 1983; 24: 1113-1120.
59. Gellerman JL, Schlenk E. Occurrence of arachidonic and related acids in plants. Experientia, 1964; 20: 426-427.
60. Kang WY, Ji ZQ, Wang JM. Composition of the essential oil of Adiantum flabellulatum. Chem Nat Compd, 2009; 45: 575-577.
61. Ji ZQ, He GD, Kang WY. HS-SPME-GC-MS Analysis of the essential oil in common Adiantum edgeworthii. Zhongguo Yaofang, 2008; 19: 2359-2360.
62. Mahran GH, El-Alfy TS, El-Tantawy M, El-Sakhawy F. Chemical constituents of Adiantum capillus veneris, growing in Egypt. Al-Azhar J Pharm Sci, 1994; 13: 1-14.
63. Hussain MM, Muthuprasanna P, Srinivasarao T, Velraj M, Shanmugapandian P, Suriaprabha K. Analgesic and antiinflammatory activity of Adiantum venustum. Res Rev Biosci, 2008; 2: 102-104.
64. De Souza MM, Pereira MA, Ardenghi JV, Mora TC, Bresciani LF, Yunes RA, Delle Monache F, Cechinel-Filho V. Filicene obtained from Adiantum cuneatum interacts with the cholinergic, dopaminergic, glutamatergic, GABAergic, and tachykinergic systems to exert antinociceptive effect in mice. Pharmacol Biochem Be, 2009; 93: 40-46.
65. Singh M, Singh N, Khare PB, Rawat AKS. Antimicrobial activity of some important Adiantum species used traditionally in indigenous systems of medicine. J Ethnopharmacol, 2008; 115: 327-329.
66. Pradeep P, Leena P, Achaleshwar B. In vitro antibacterial activity of fronds (leaves) of some important pteridophytes. J Microbiol Antimicrob, 2010; 2: 19-22.
67. Kshirsagar MK, Mehta AR. Ferns in Gujarat State (India) for presence of antibacterial substances of ferns. Planta Med, 1972; 22: 386-390.
68. Tan YY, Xiang YM. Effects of the alcohol extracts from rhizoma Adiantum capillus-veneris on rifampicin-resistant pulmonary tuberculosis cells. J Wuhan Univ Sci Eng, 2003; 16: 79-83.
69. Husson GP, Vilagines R, Delaveau P. Research into the antiviral properties of some natural extracts. Ann Pharm Fr, 1986; 44: 41-48.
70. Yu P, Zheng Y, Liu YR. Characteristics of glycoproteins in Adiantum flabellulatum lectins. J Trop Subtrop Bot, 2004; 12: 57-62.
71. Yu P, Liu YR, Zheng Y. Comparison of cell agglutination and Bacteriostasis of lectins from two Pteridophytes. J Fujian Norm Univ, 2004; 20: 77-81.
72. Russell GB, Fenemore PG. Insect molting hormone activity in some New Zealand ferns. New Zeal J Sci, 1971; 14: 31-35.
73. Lin YR, Ding LJ. Extraction and determination on clearance rate of hydroxyl radicals of flavonoid from Adiantam capillus-veneris. Food Mach; 2008; 24: 63-66.