Phthalides and other constituents from Ligusticum porteri; Sedative and spasmolytic activities of some natural products and derivatives

Natural Product Research

Volumn 25, Issue 13, 2011, Pages 1234-1242

  León, Alejandra ^a   Toscano, Rubén A ^a   Tortoriello, Jaime ^b   Delgado, Guillermo ^a  

^a UNIVERSIDAD NACIONAL AUTÓNOMA DE MÉXICO   (Mexico)

^b INSTITUTO MEXICANO DEL SEGURO SOCIAL   (Mexico)

Author keywords

Ligusticum porteri; phthalides; sedative activity; spasmolytic activity

Indexed keywords

3',8' DIHYDRONORWALLICHILIDE; 3',8' DIHYDROTOKINOLIDE B; 4,5 DEHYDROTOKINOLIDE B; ACYLGLUCOSYL STEROL; ACYLGLYCEROL; BETA SITOSTERYL BETA DEXTRO GLUCOPYRANOSIDE; BUTYLIDENEPHTHALIDE; DILIGUSTILIDE; FERULIC ACID; FERULIC ACID CONIFERYL ESTER; LIGUSTICUM EXTRACT; LIGUSTILIDE; NATURAL PRODUCT; NORWALLICHILIDE; PAPAVERINE; PENTOBARBITAL; PHTHALIDE DERIVATIVE; RILIGUSTILIDE; SEDATIVE AGENT; SENKYUNOLIDE F; SENKYUNOLIDE I; SPASMOLYTIC AGENT; SUCROSE; TOKINOLIDE B; UNCLASSIFIED DRUG;

ANIMAL TISSUE; ARTICLE; COLUMN CHROMATOGRAPHY; COMPARATIVE STUDY; CONTROLLED STUDY; DRUG ACTIVITY; DRUG EFFICACY; DRUG ISOLATION; DRUG STRUCTURE; GUINEA PIG; IN VITRO STUDY; IN VIVO STUDY; INFRARED SPECTROSCOPY; INTESTINE CONTRACTION; LIGUSTICUM; LIGUSTICUM PORTERI; MALE; MASS SPECTROMETRY; MOUSE; NONHUMAN; RHIZOME; X RAY ANALYSIS;

BENZOFURANS; BIOLOGICAL AGENTS; HYPNOTICS AND SEDATIVES; LIGUSTICUM; MODELS, MOLECULAR; PARASYMPATHOLYTICS; X-RAY DIFFRACTION;

LIGUSTICUM PORTERI;

EID: 80051988029     PISSN: 14786419     EISSN: 14786427     Source Type: Journal    
DOI: 10.1080/14786419.2010.534735     Document Type: Article

References (25)

1. Beck, J.J., & Chou, S.-C. (2007). The structural diversity of phthalides from the Apiaceae. Journal of Natural Products, 70, 891-900. (Pubitemid 46953624)
2. Beck, J.J., & Stermitz, F.R. (1995). Addition of methyl thioglycolate and benzylamine to (Z)-ligustilide, a bioactive unsaturated lactone consistuent of several herbal medicines. An improved synthesis of (Z)-ligustilide. Journal of Natural Products, 58, 1047-1055.
3. Bye, R.A., & Linares, E. (1986). Ethnobotanical notes from the valley of San Luis, Colorado. Journal of Ethnobiology, 6, 289-306.
4. Calvano, C., Palmisano, F., & Zambonin, C.G. (2005). Laser desorption/ionization time-of-flight mass spectrometry of triacylglycerols in oils. Rapid Communications in Mass Spectrometry, 19, 1315-1320. (Pubitemid 40728146)
5. Delgado, G., Reza-Garduno, R.G., Rios, Y., & Del Rio, F. (1992). Phthalides and monoterpenes of the hexane extract of the roots of Ligusticum porteri. Planta Medica, 58, 570-571. (Pubitemid 23074555)
6. Delgado, G., Reza-Garduno, R.G., Toscano, R.A., Bye, R., & Linares, E. (1988). Secondary metabolites from the roots of Ligusticum porteri (Umbelliferae). X-ray structure of Z-6.6,7.3a-diligustilide. Heterocycles, 27, 1305-1312.
7. Ghosal, S. (1985). Steryl glycosides from Musa paradisiaca. Phytochemistry, 24, 1807-1810.
8. Greca, M.D., Monaco, P., & Previtera, L. (1990). Stigmasterols from Typha latifolia. Journal of Natural Products, 53, 1430-1435.
9. Kaouadji, M., De Pachtere, F., Pouget, C., & Chulia, A.J. (1986). Three additional phthalides derivatives an epoxymonomer and two dimmers from Ligusticum wallachii rhizomes. Journal of Natural Products, 49, 872-877.
10. Ko, W.C., Liao, C.-C., Shih, C.-H., Lei, C.-B., & Chen, C.-M. (2002). Relaxant effects of butylidenephthalide in isolated dog blood vessels. Planta Medica, 68, 1004-1009. (Pubitemid 35448995)
11. Ko, W.-C., Sheu, J.-R., Tzeng, S.-H., & Chen, C.-M. (1998). The selective antianginal effect without changing blood pressure of butylidenephthalide in conscious rats. Planta Medica, 64, 229-232. (Pubitemid 28184010)
12. Kobayashi, M., Fujita, M., & Mitsuhashi, H. (1984). Components of Cnidium officinale Makino: occurrence of pregnolone, coniferyl ferulate, and hydroxyphthalides. Chemical & Pharmaceutical Bulletin, 32, 3770-3773. (Pubitemid 14015781)
13. Kobayashi, M., Fujita, M., & Mitsuhashi, H. (1987). Studies on the constituents of Umbelliferae plants XV. Constituents of Cnidium officinale: occurrence of pregneno-lone, coniferylferulate and hydroxyphthalides. Chemical & Pharmaceutical Bulletin, 35, 1427-1433. (Pubitemid 17064899)
14. Lim, L., Shen, S.P., Gong, Y.H., & Yong, E.L. (2006). Dimeric progestins from rhizomes of Ligusticum chuanxiong. Phytochemistry, 67, 728-734.
15. Lin, G., Chan, S.S.-K., Chung, H.-S., & Li, S.-L. (2006). Chemistry and biological activities of naturally occurring phthalides. Studies in Natural Products Chemistry, 32, 611-669.
16. Linares, E., & Bye, R.A. (1987). A study of four medicinal plant complexes of Mexico and adjacent United States. Journal of Ethnopharmacology, 19, 153-183. (Pubitemid 17083778)
17. Lozoya, X., Becerril, G., & Martinez, M. (1990). Intraluminal perfusion model in vitro guinea pig's ileum as a model of study of the antidiarrheic properties of the guava (Psidium guajava). Archivos de investigación Medica, 21, 155-162.
18. Matsumoto, K., Kohno, S.-Y., Ojima, K., Tezuka, Y., Kadota, S., & Watanabe, H. (1998). Effects of the methylenechloride-soluble fraction of Japanese Angelica root extract, ligustilide and butylidenephthalide, on pentobarbital sleep in group-housed and socially isolated mice. Life Science, 62, 2073-2082. (Pubitemid 28239723)
19. Mitsuhashi, H., Muramatsu, T., Nagai, U., Nakano, T., & Ueno, K. (1963). Studies on the constituents of Umbelliferae plants. VIII. Distribution of alkylphthalides in Umbelliferae plants. Chemical & Pharmaceutical Bulletin, 10, 1317-1319.
20. Mitsuhashi, H., Nagai, U., & Muramatsu, T. (1960). Constituents of Umbelliferae plants II. Isolation of the active principles of Ligusticum root. Chemical & Pharmaceutical Bulletin, 8, 243-245.
21. Rios, M.Y., Delgado, G.R., & Toscano, A. (1998). Relay synthesis of diligustilide, rel-(3R)-3-8-dihydrodiligustilide and wallichilide. Tetrahedron, 54, 3355-3366. (Pubitemid 28108163)
22. Tortoriello, J., & Aguilar-Santamaria, L. (1996). Evaluation of the calcium-antagonist, antidiarrhoeic and central nervous system activities of Baccharis serraefolia. Journal of Ethnopharmacology, 53, 157-163. (Pubitemid 26306226)
23. Tsuchida, T., Kobayashi, M., Kaneko, K., & Mitsuhashi, H. (1987). Studies on the constituents of Umbelliferae plants. XVI. Isolation and structures of three new ligustilide derivatives from Angelica acutiloba. Chemical & Pharmaceutical Bulletin, 35, 4460-4464.
24. Quiroz-Garcia, B., Hernandez, L., Toscano, R.A., Sterner, O., & Delgado, G. (2003). Base-catalized intramolecular condensation of tokinolide B. Tetrahedron Letters, 44, 2509-2512.
25. Yang, B., & Heikki, K. (2006). Analysis of triacylglycerols of seeds and berries of sea buckthorn (Hippophae rhamnoides) of different origins by mass spectrometry and tandem mass spectrometry. Lipids, 41, 381-392. (Pubitemid 43902267)