Terpenoids from Iranian Salvia Species

Natural Product Communications

Volumn 2, Issue 10, 2007, Pages

  Rustaiyan, Abdolhossein ^a   Masoudi, Shiva ^b   Tabatabaei Anaraki, Maryam ^c  

^a ISLAMIC AZAD UNIVERSITY   (Iran)

^b ISLAMIC AZAD UNIVERSITY   (Iran)

^c ISLAMIC AZAD UNIVERSITY   (Iran)

Author keywords

diterpenes; essential oils; Iranian Salvia species; Labiatae; sesterterpenes; triterpenes

Indexed keywords

EID: 85127034652     PISSN: 1934578X     EISSN: 15559475     Source Type: Journal    
DOI: 10.1177/1934578X0700201012     Document Type: Article

References (82)

1. Dobrynin VN, Kolosov MN, Chernov BK, Derbentseva NA. (1976) Antimicrobial substances of Salvia officinallis. Khimiya Prirodnykh Soedinenii, 5, 686–687.
2. Janosik I. (1980) Liquid preparation for treating psoriasis and seborrhoic eczemas. Czech. Patent, 185, 262–263.
3. Hitikoto H, Morozumi S, Wauke T, Sakai S, Kurata H. (1980) Inhibitory effects of species on growth and toxin production of toxigenic fungi. Applied Enviromental Microbiology, 39, 818–822.
4. Chang HM, But PP. (1986) Pharmacology and Application of Chinese Materia Medica. Vol 1, World Science Publishing Co., Singapore, 255.
5. Wang X, Morris-Natshke SL, Lee KH. (2007) New developments in the chemistry and biology of the bioactive constituents of Tanshen. Medicinal Research Reviews, 27, 133–148.
6. Lee AR, Wu WL, Chang WL, Lin HC, King ML. (1987) Isolation and bioactivity of new tanshinones. Journal of Natural Products, 50, 157–160.
7. Wu WL, Chang WL, Chen CF. (1991) Cytotoxic activities of tanshinones against human carcinoma cell lines. American Journal of Chinese Medicine, 19, 207–216.
8. Ryu SY, Lee CO, Choi SU. (1997) In vitro cytotoxicity of tanshinones from Salvia miltiorrhiza. Planta Medica, 63, 339–342.
9. Jang SI, Jeong SI, Kim KJ, Kim HJ, Yu HH, Park R, Kim HM, You YO. (2003) Tanshinone IIA from Salvia miltiorrhiza inhibits inducible nitric oxide synthase expression and production of TNF-alpha, IL-1 beta and IL-6 in activated RAW 264.7 cells. Planta Medica, 69, 1057–1059.
10. Rechinger KH. (1982) Salvia, In: Flora Iranica, Labiatae, No. 150. Editors, Rechinger KH, Hedge JC. Akademische Druck and Verlagsanstalt, Graz, Austria, p. 464.
11. Rustaiyan A, Komeilizadeh H, Masoudi S, Jassbi AR. (1997) Composition of the essential oil of Salvia sahendica Boiss. & Buhse. Journal of Essential Oil Research, 9, 713–714.
12. Sefidkon F, Khajavi MS. (1999) Chemical composition of the essential oils of two Salvia species from Iran: Salvia verticillata L. and Salvia santolinifolia Boiss. Flavour and Fragrance Journal, 14, 77–78.
13. Sonboli A, Fakhari AR, Sefidkon F. (2005) Chemical composition of the essential oil of Salvia macilenta from Iran. Chemistry of Natural Compounds, 136–137.
14. Rustaiyan A, Masoudi S, Yari M, Rabbani M, Motiefar HR, Larijani K. (2000) Essential oil of Salvia lereifolia Benth. Journal of Essential Oil Research, 12, 601–602.
15. Rustaiyan A, Shafaghat A, Masoudi S, Akhlaghi H, Tabatabaei-Anaraki M. (2007) Chemical composition of the essential oils from stems, leaves and flowers of Salvia lereifolia from Iran. Journal of Essential Oil Bearing Plants, 10, 121–126.
16. Mirza M, Sefidkon F. (1999) Essential oil composition of two Salvia species from Iran, Salvia nemorosa L. and Salvia reuterana Boiss. Flavour and Fragrance Journal, 14, 230–232.
17. Rustaiyan A, Masoudi S, Monfared A, Komeilizadeh H. (1999) Volatile constituents of three Salvia species grown wild in Iran. Flavour and Fragrance Journal, 14, 276–278.
18. Morteza-Semnani K, Moshiri K, Akbarzadeh M. (2005) The essential oil composition of Salvia multicaulis Vahl. from Iran. Journal of Essential Oil Bearing Plants, 8, 6–10.
19. Habibi H, Biniaz T, Masoudi S, Rustaiyan A. (2004) Composition of the essential oil of Salvia eremophila Boiss. native to Iran. Journal of Essential Oil Research, 16, 172–173.
20. Norouzi-Arasi H, Yavari I, Chalabian F, Baghaii P, Kiarostami V, Nasrabadi M, Aminkhani A. (2005) Volatile constituents and antimicrobial activities of Salvia suffruticosa Montbr. & Auch. ex Benth. from Iran. Flavour and Fragrance Journal, 20, 633–636.
21. Rustaiyan A, Akhgar MR, Masoudi S, Nematollahi F. (2005) Chemical composition of essential oils of three Salvia species growing wild in Iran: Salvia rhytidea Benth., S. limbata C. A. and S. palaestina Benth. Journal of Essential Oil Research, 17, 522–524.
22. Asadipour A, Mehrabani M, Moghaddasian M. (2004) Composition of the volatile oil of Salvia mirzayanii Rech. & Esphand from Iran. Journal of Essential Oil Bearing Plants, 7, 182–185.
23. Rustaiyan A, Goudarzi M, Sigari H, Habibi Z. (1992) 6β-Tigloyloxyglechomafuran a new furanosesquiterpene from Salvia glutinosa. Journal of Science Islamic Republic of Iran, 3, 42–44.
24. Ulubelen A, Goeren N, Bohlmann F, Jakupovic J, Grenz M, Tanker N. (1985) Sesquiterpene lactones from Smyrnium cordifolium. Phytochemistry, 24, 1305–1308.
25. Gonzalez AG, Grillo TA, Ravelo AG, Luis JG, Rodriguez ML. (1989) Study of Salvia palaefolia absolute configuration of glechomafuran. Journal of Natural Products, 52, 1307–1310.
26. Bigdeli M, Rustaiyan A, Nadimi M, Masoudi S. (2005) Composition of the essential oil from roots of Salvia hypoleuca Benth. from Iran. Journal of Essential Oil Research, 17, 82–83.
27. Nickavar B, Mojab F, Asgarpanah J. (2005) Volatile composition of the essential oil of Salvia hypoleuca Benth. The International Journal of Aromatherapy, 15, 51–53.
28. Morteza-Semnani K, Goudarzi A, Azadbakht M. (2005) The essential oil of Salvia aethiopis L. Journal of Essential Oil Research, 17, 274–275.
29. Sefidkon F, Mirza M. (1999) Chemical composition of the essential oils of two Salvia species from Iran, Salvia virgata Jacq. and Salvia syriaca L. Flavour and Fragrance Journal, 14, 45–46.
30. Morteza-Semnani K, Saeedi M, Changizi Sh, Vosoughi M. (2005) Essential oil composition of Salvia virgata Jacq. from Iran. Journal of Essential Oil Bearing Plants, 8, 330–333.
31. Mirza M, Ahmadi L. (2000) Composition of the essential oil of Salvia atropatana Bunge. Journal of Essential Oil Research, 12, 575–576.
32. Lari-Yazdi H, Goudarzi M, Yazdani D, Chehregai AK. (2005) Essential oil composition of leaves and flowers of Salvia syriaca L. and S. reuterana Boiss. from Borujerd- Iran. Journal of Medicinal Plants, 4, 15–21.
33. Javidnia K, Miri R, Kamalinejad M, Nasiri A. (2002) Composition of the essential oil of Salvia mirzayanii Rech.f. & Esfand. from Iran. Flavour and Fragrance Journal, 17, 465–467.
34. Rustaiyan A, Masoudi S, Jassbi AR. (1997) Essential oil of Salvia hydrangea DC. ex Benth. Journal of Essential Oil Research, 9, 599–600.
35. Ghannadi A, Samsam-Shariat SH, Moattar F. (1999) Composition of the leaf oil of Salvia hydrangea DC. ex Benth. grown in Iran. Journal of Essential Oil Research, 11, 745–746.
36. Barazandeh MM. (2004) Volatile constituents of the oil of Salvia hydrangea DC. ex Benth from Iran. Journal of Essential Oil Research, 16, 20–21.
37. Jamzad M, Ezzatzadeh E, Rustaiyan A, Masoudi S, Jamzad Z, Yari M. Volatile constituents of three Salvia species: S sclareopsis Bornm. ex Hedge., S. brachysiphon Stapf. and S. verbascifolia M. Bieb. growing wild in Iran. Journal of Essential Oil Research, (In press).
38. Sefidkon F, Mirza M, Javidtash I. (2005) Essential oil composition of Salvia macrosiphon Boiss. from Iran. Journal of Essential oil Bearing Plants, 8, 126–129.
39. Baher-Nik Z, Mirza M. (2005) Volatile constituents of Salvia spinosa L. from Iran. Flavour and Fragrance Journal, 20, 311–312.
40. Salehi P, Bazzaz-Tolami L, Sefidkon F. (2005) Essential oil composition of Salvia xanthocheila Boiss. ex Benth. from Iran. Journal of Essential Oil Research, 17, 442–443.
41. Habibi Z, Eftekhar F, Samiee K, Rustaiyan A. (2000) Structure and antibacterial activity of a new labdane diterpenoid from Salvia leriefolia. Journal of Natural Products, 63, 270–271.
42. Fontana G, Savona G, Rodriguez B. (2006) Clerodane diterpenoids from Salvia splendens. Journal of Natural Products, 69, 1734–1738.
43. Pinhey JT, Simpson RF. (1967) The structure of olearin, a diterpene dilactone. Journal of the Chemical Society, Chemical Communications, 9–10.
44. Pinhey JT, Simpson RF, Batey IL. (1971) The constituents of Olearia heterocarpa. The structure of olearin, a diterpene dilactone of cascarillin group. Australian Journal of Chemistry, 24, 2621–2637.
45. Hu DP, Kawazone K, Takaishi Y. (1997) Diterpenoids from Salvia splendens. Phytochemistry, 46, 781–784.
46. Savona B, Paternostro MP, Piozzi F, Hanson JR, Hitchcock PB, Thomas SA. (1978) Salviarin, a new diterpenoid from Salvia splendes. Journal of the Chemical Society, Perkin Transactions 1, 643–646.
47. Savona G, Paternostro MP, Piozzi F, Hanson JR. (1979) Splendidin, a new trans-clerodane from Salvia splendens. Journal of the Chemical Society Perkin Transactions 1, 533–534.
48. Jassbi AR, Mehrdad M, Eghtesadi F, Nejad Ebrahimi S, Baldvin IT. (2006) Novel rearranged abietane diterpenoids from the roots of Salvia sahendica. Chemistry & Biodiversity, 3, 916–922.
49. Rustaiyan A, Samadizadeh M, Habibi Z, Jakupovic J. (1995) Two diterpenes with rearranged abietane skeletons from Zhumeria majdae Rech. Phytochemistry, 39, 163–165.
50. Rodriquez B, Fernandez-Gadea F, Savona G. (1984) A rearranged abietane diterpenoid from the root of Salvia aethiopis. Phytochemistry, 23, 1805–1806.
51. Al-Hazimi HMG, Hassan Deep MS, Miana GA. (1984) Isocarnosol, a diterpene from Salvia lanigera. Phytochemistry, 23, 919–921.
52. El-Lakany AM. (2003) Two new diterpene quinones from the roots of Salvia lanigera Poir. Pharmazie, 58, 75–76.
53. Topcu G, Eris C, Ulubelen A. (1996) Rearranged abietane diterpenes from Salvia limbata. Phytochemistry, 41, 1143–1147.
54. Ulubelen A, Topcu A, Soenmez U, Eris E, Oezgen U. (1996) Norsesterterpenes and diterpenes from aerial parts of Salvia limbata. Phytochemistry, 43, 431–434.
55. Ulubelen A, Topcu G, Johansson CB. (1997) Norditerpenoids and diterpenoids from Salvia multicaulis with antituberculosis activity. Journal of Natural Products, 60, 1275–1280.
56. Ulubelen A, Tan N, Sonmez U, Topcu G. (1998). Diterpenoids and triterpenoids from Salvia multicaulis. Phytochemistry, 47, 899–901.
57. Ulubelen A, Topcu G. (2000) Salvimultine, a new noricetexane diterpene from the roots of Salvia multicaulis. Journal of Natural Products, 63, 879–880.
58. Sairafianpour M, Bahreininejad B, Witt M, Ziegler HL, Jaroszewski JW, Staerk D. (2003) Terpenoids of Salvia hydrangea: two new, rearranged 20-norabietanes and the effect of oleanolic acid on erythrocyte membranes. Planta Medica, 69, 846–850.
59. Ulubelen A, Oksuz S, Kolak U, Bozok-Johansson C, Celik C, Voelter W. (2000) Antibacterial diterpenes from the roots of Salvia viridis. Planta Medica, 66, 458–462.
60. Rustaiyan A, Niknejad A, Nazarians L, Jakupovic J, Bohlmann F. (1982) Sesterterpenes from Salvia hypoleuca. Phytochemistry, 21, 1812–1813.
61. Linden A, Juch M, Matloubi-Moghaddam F, Zaynizadeh B, Ruedi P. (1996) The absolute configuration of salvileucolide methyl ester, a sesterterpene from Iranian Salvia species. Phytochemistry, 41, 589–590.
62. Rustaiyan A, Koussari S. (1988) Further sesterterpenes from Salvia hypoleuca. Phytochemistry, 27, 1767–1769.
63. Rustaiyan A, Sadjadi A. (1987) Salvisyriacolide, a sesterterpene from Salvia syriaca. Phytochemistry, 26, 3078–3079.
64. Matloubi-Moghadam F, Amiri R, Alam M, Bilayet Hossain M, Helm D. (1998) Structure and absolute stereochemistry of salvimirzacolide, a new sesterterpene from Salvia mirzayanii. Journal of Natural Products, 61, 279–281.
65. Moghadam FM, Zaynizadeh B, Ruedi P. (1995) Salvileucolide methyl ester, a sesterterpene from Salvia sahendica. Phytochemistry, 39, 715–716.
66. Gonzalez MS, San Sequndo JM, Grande MC, Medarde M, Bellido IS. (1989) Sesterterpene lactones from Salvia aethiopis, salviaethiopisolide and 13- epi- salviaethiopisolide. Tetrahedron, 43, 3575–3582.
67. Ulubelen A, Ayanglu E. (1976) Vergatic acid, a new pentacyclic triterpene from Salvia virgata. Phytochemistry, 15, 309–311.
68. Ulubelen A, Topcu G, Sommez U, Eris C. (1994) Terpenoids from Salvia nemorosa. Phytochemistry, 35, 1065–1067.
69. Topcu G, Altiner EN, Gozcu S, Halfon B, Aydogmus Z. Pezzuto M, Zhou BN, Kingston DGI. (2003) Studies on di and triterpenoids from Salvia staminea with cytotoxic activity. Planta Medica, 69, 462–464.
70. Rivera D, Obon C, Cano F. (1994) The botany, history and traditional uses of three lobed sage (Salvia fruticosa Miller) (Labiatae). Economic Botany, 48, 190–195.
71. Toussaint-Samat M. (1996) History of Food. Translated by Bell A. Blackwell publications Inc, UK.
72. Ulubelen A, (2003) Cardioactive and antibacterial terpenoids from some Salvia species. Phytochemistry, 64, 395–399
73. Ryu SY, Lee CO, Choi SU. (1997) In vitro cytotoxicity of tanshinones from Salvia miltiorrhiza. Planta Medica, 63, 339–342.
74. Adam JN, Sivropoulou A, Kokkini S, Lanaras T, Arsenakis M. (1998) Antifungal activities of Origarnum vulgare subsp. hirtum, Mentha spicata, Lavandula angustifolia and Salvia fruticosa essential oils against human pathogenic fungi. Journal of Agricultural Food & Chemistry, 46, 1739–1745
75. Dorman HJP, Deans SG, Noble RC. (1995) Evaluation in vitro of plant essential oils as natural antioxidants. Journal of Essential Oil Research, 7, 645–651
76. Perry NSL, Houghton PJ, Sampson J, Theobald AE, Hart S, Lis-Balchin M. (2001) In-vitro activity of S. lavandulaefolia (Spanish sage) relevant to treatment of Alzheimer's disease. Journal of Pharmacy and Pharmacology, 53, 1347–1356
77. Perry NSL, Bollen C, Perry EK, Ballard C. (2003) Salvia for dementia therapy: review of pharmacological activity and pilot tolerability clinical trial. Pharmacology Biochemistry and Behavior, 75, 651–659
78. Tinwell H, Leferve PA, Moffat GJ, Burns A, Odum J, Spurway TD. (2002) Confirmation of uterotrophic activity of 3-(4-methylbenzylidine)-camphor in the immature rat. Enviromental Health Perspectives, 110, 533–536.
79. Bingol LM, Sener B. (1995) A review of terrestrial plants and marine organisms having anti-inflammatory activity. International Journal of Pharmacognosy, 33, 81–97
80. Wagner C-N, Wieree M, Bauer R. (1986) In vitro inhibition of prostaglandin biosynthesis by essential oils and phenolic compounds. Planta Medica, 52, 184–187
81. Zandi PP, Breitner JCS. (2001) Do NSAIDs prevent Alzheimer's disease? And, if so, why? The epidemiological evidence. Neurobiology of Aging, 22, 811–817.
82. Lee S, Tsao R, Peterson C, Coats JR. (1997) Insecticidal activity of monoterpenoids to western corn rootworm (Coleoptera: Chrysomelidae), two spotted spider mite (Acari: Tetranychidae) and house fly (Diptera: Muscidae). Journal of Economic Entomology, 90, compounds were established mainly by 1D and 2D NMR spectroscopic studies [42], 883–892.