Bioactive Sesquiterpene Coumarins from Ferula pseudalliacea

Planta Medica

Volumn 80, Issue 13, 2014, Pages 1118-1123

  Dastan, Dara ^a   Salehi, Peyman ^a   Reza Gohari, Ahmad ^b   Ebrahimi, Samad Nejad ^a,c   Aliahmadi, Atousa ^a   Hamburger, Matthias ^c  

^a SHAHID BEHESHTI UNIVERSITY   (Iran)

^b TEHRAN UNIVERSITY OF MEDICAL SCIENCES   (Iran)

^c UNIVERSITY OF BASEL   (Switzerland)

Author keywords

antibacterial; Apiaceae; cytotoxicity; Ferula pseudalliacea; sesquiterpene coumarin; TDDFT

Indexed keywords

4' HYDROXY KAMOLONOL ACETATE; ANTINEOPLASTIC AGENT; COUMARIN DERIVATIVE; FARNESIFEROL C; FARNESIFERON; FLABELLILOBIN A; KAMOLONOL; SESQUITERPENE DERIVATIVE; SZOWITSIACOUMARIN A; UNCLASSIFIED DRUG; ANTIINFECTIVE AGENT; PLANT EXTRACT; SESQUITERPENE;

ANTIBACTERIAL ACTIVITY; ARTICLE; CANCER INHIBITION; CHIRALITY; CONTROLLED STUDY; CYTOTOXICITY; DENSITY FUNCTIONAL THEORY; DRUG ISOLATION; DRUG STRUCTURE; ELECTRONIC CIRCULAR DICHROISM SPECTROSCOPY; FEMALE; FERULA; FERULA PSEUDALLIACEA; HELA CELL LINE; HUMAN; HUMAN CELL; IC50; IN VITRO STUDY; NONHUMAN; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PLANT ROOT; SPECTROSCOPY; STAPHYLOCOCCUS AUREUS; CELL PROLIFERATION; CHEMISTRY; CIRCULAR DICHROISM; DRUG EFFECTS; HELICOBACTER PYLORI; ISOLATION AND PURIFICATION; MASS SPECTROMETRY; MICROBIAL SENSITIVITY TEST; NUCLEAR MAGNETIC RESONANCE;

APIACEAE; FERULA; STAPHYLOCOCCUS AUREUS;

ANTI-BACTERIAL AGENTS; CELL PROLIFERATION; CIRCULAR DICHROISM; COUMARINS; FERULA; HELA CELLS; HELICOBACTER PYLORI; HUMANS; MASS SPECTROMETRY; MICROBIAL SENSITIVITY TESTS; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; PLANT EXTRACTS; SESQUITERPENES; STAPHYLOCOCCUS AUREUS;

EID: 84930490728     PISSN: 00320943     EISSN: 14390221     Source Type: Journal    
DOI: 10.1055/s-0034-1382996     Document Type: Article

References (28)

1. Pimenov M. G., Leonov M. V. The Asian Umbelliferae biodiversity database (ASIUM) with particular reference to South-West Asian taxa. Turk J Bot: 2004; 28 139 145
2. Zargari A. Medicinal plants, Vol 2. Tehran Tehran University Publications: 1997; 602
3. Eigner D., Scholz D. Ferula asa-foetida and Curcuma longa in traditional medical treatment and diet in Nepal. J Ethnopharmacol: 1999; 67 1 6
4. Kapoor L. D. Handbook of Ayurvedic medicinal plants. Boca Raton CRC Press: 1990; 184
5. Kajimoto T., Yahiro K., Nohara T. Sesquiterpenoid and disulphide derivatives from Ferula assa-foetida. Phytochemistry: 1998; 28 1761 1763
6. Abd El-Razek M. H., Ohta S., Ahmed A. A., Hirata T. Sesquiterpene coumarins from the roots of Ferula assa-foetida. Phytochemistry: 2001; 58 1289 1295
7. Iranshahi M., Arfa P., Ramezani M., Jaafari M. R., Sadeghian H., Bassarello C., Piacente S., Pizza C. Sesquiterpene coumarins from Ferula szowitsiana and in vitro antileishmanial activity of 7-prenyloxycoumarins against promastigotes. Phytochemistry: 2007; 68 554 561
8. Kanani M. R., Rahiminejad M. R., Sonboli A., Mozaffarian V., Kazempour Osaloo S., Ebrahimi S. N. Chemotaxonomic significance of the essential oils of 18 Ferula species (Apiaceae) from Iran. Chem Biodivers: 2011; 8 503 517
9. Abd El-Razek M. H., Ohta S., Hirataa T. Terpenoid coumarins of the genus Ferula. Heterocycles: 2003; 60 689 716
10. Dastan D., Salehi P., Gohari A. R., Zimmermann S., Kaiser M., Hamburger M., Khavasi H. R., Ebrahimi S. N. Disesquiterpene and sesquiterpene coumarins from Ferula pseudalliacea, and determination of their absolute configurations. Phytochemistry: 2012; 78 170 178
11. Nazari Z. E., Iranshahi M. Biologically active sesquiterpene coumarins from Ferula Species. Phytother Res: 2011; 25 315 323
12. Shahverdi A. R., Saadat F., Khorramizadeh M. R., Iranshahi M., Khoshayand M. R. Two matrix metalloproteinases inhibitors from Ferula persica var. persica. Phytomedicine: 2006; 13 712 717
13. Shahverdi A. R., Fakhimi A., Zarrini G., Dehghan G., Iranshahi M. Galbanic acid from Ferula szowitsiana enhanced the antibacterial activity of penicillin G and cephalexin against Staphylococcus aureus. Biol Pharm Bull: 2007; 30 1805 1807
14. Appendino G., Mercalli E., Fuzzati N., Arnoldi L., Stavri M., Gibbons S., Ballero M., Maxia A. Antimycobacterial coumarins from the Sardinian giant fennel (Ferula communis). J Nat Prod: 2004; 67 2108 2110
15. Barthomeuf C., Lima S., Iranshahi M., Chollet P. Umbelliprenin from Ferula szowitsiana inhibits the growth of human M4Beu metastatic pigmented malignant melanoma cells through cell-cycle arrest in G1 and induction of caspase dependent apoptosis. Phytomedicine: 2008; 15 103 111
16. Lee J. H., Choi S., Lee Y. Herbal compound farnesiferol C exerts antiangiogenic and antitumor activity and targets multiple aspects of VEGFR1 (Flt1) or VEGFR2 (Flk1) signaling cascades. Mol Cancer Ther: 2010; 9 389 399
17. Farimani M., Ebrahimi S. N., Salehi P., Bahadori B. M., Sonboli A., Khavasi H. R., Zimmermann S., Kaiser M., Hamburger M. A novel triterpenoid with a ε-lactone in ring E, from Salvia urmiensis. J Nat Prod: 2013; 76 1806 1809
18. Ebrahimi S. N., Zimmermann S., Zaugg J., Smiekso M., Brun R., Hamburger M. Abietane diterpenoids from Salvia sahendica - Antiprotozoal activity and determination of their absolute configurations. Planta Med: 2013; 79 150 156
19. Ayyari M., Salehi P., Ebrahimi S. N., Zimmermann S., Portmann L., Krauth-Siegel R. L., Kaiser M., Brun R., Rezadoost H., Rezazadeh S., Hamburger M. Antitrypanosomal isothiocyanate and thiocarbamate glycosides from Moringa peregrine. Planta Med: 2014; 80 86 89
20. Hofer O., Widhalm M., Greper H. Circular dichroism of sesquiterpene umbelliferone ethers and structure elucidation of a new derivative isolated from the gum resin assa-foetida. Monatsh Chem: 1984; 115 1207 1218
21. Nabiev A. A., Khassanov T. K., Malikov V. M. A new terpenoid coumarin from Ferula kopedaghensis. Khim Prir Soedin: 1982; 18 48 50
22. Iranshahi M., Kalategi F., Sahebkar A., Sardashti A., Schneider B. New sesquiterpene coumarins from the roots of Ferula flabelliloba. Pharm Biol: 2010; 48 217 220
23. Bocca C., Gabriel L., Bozzo F., Miglietta A. Microtubule interacting activity and cytotoxicity of prenylated coumarin ferulenol. Planta Med: 2002; 68 1135 1138
24. Frisch M. J., Trucks G. W., Schlegel H. B., Scuseria G. E., Robb M. A., Cheeseman J. R., Scalmani G., Barone V., Mennucci B., Petersson G. A., Nakatsuji H., Caricato M., Li X., Hratchian H. P., Izmaylov A. F., Bloino J., Zheng G., Sonnenberg J. L., Hada M., Ehara M., Toyota K., Fukuda R., Hasegawa J., Ishida M., Nakajima T., Honda Y., Kitao O., Nakai H., Vreven T., Montgomery J. A., Peralta J. E., Ogliaro F., Bearpark M., Heyd J. J., Brothers E., Kudin K. N., Staroverov V. N., Kobayashi R., Normand J., Raghavachari K., Rendell A., Burant J. C., Iyengar S. S., Tomasi J., Cossi M., Rega N., Millam J. M., Klene M., Knox J. E., Cross J. B., Bakken V., Adamo C., Jaramillo J., Gomperts R., Stratmann R. E., Yazyev O., Austin A. J., Cammi R., Pomelli C., Ochterski J. W., Martin R. L., Morokuma K., Zakrzewski V. G., Voth G. A., Salvador P., Dannenberg J. J., Dapprich S., Daniels A. D., Farkas O., Foresman J. B., Ortiz J. V., Cioslowski J., Fox D. J. Gaussian 09, Revision A.02. Wallingford Gaussian Inc.: 2009
25. Bruhn T., Schaumlöffel A., Hemberger Y., Bringmann G. SpecDis version 1.61. Würzburg University of Würzburg: 2013
26. Feizabadi M. M., Asadi S., Aliahmadi A., Parvin M., Parastan R., Shayegh M., Etemadi G. Drug resistant patterns of enterococci recovered from patients in Tehran during 2000-2003. Int J Antimicrob Agents: 2004; 24 521 522
27. Jorgensen J. H., Turnidge J. D. Manual of clinical microbiology, 9th edition. Washington DC ASM Press: 2007; 1152 1172
28. Meng H., Li G., Huang J., Zhang K., Wang H., Wang J. Sesquiterpene coumarin and sesquiterpene chromone derivatives from Ferula ferulaeoides (Steud.) Korov. Fitoterapia: 2013; 86 70 77