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Assessment of the antibacterial activity of phenylethanoid glycosides from Phlomis lanceolata against multiple-drug-resistant strains of Staphylococcus aureus

Authors: Hossein Nazemiyeh, M. Mukhlesur Rahman, Simon Gibbons, Lutfun Nahar, Abbas Delazar, Mohammed-Ali Ghahramani, Amir-Hossein Talebpour, Satyajit D. Sarker

Published in: Journal of Natural Medicines | Issue 1/2008

Abstract

Three phenylethanoid glycosides, forsythoside B (1), phlinoside C (2) and verbascoside (3), were isolated from the methanol extract of the leaves of Phlomis lanceolata, an Iranian medicinal plant, by reversed-phase preparative high-performance liquid chromatography (HPLC), and the structures of these compounds were elucidated conclusively by ultraviolet (UV), mass spectrometry (MS) and a series of 1D and 2D nuclear magnetic resonance (NMR) analyses. The antibacterial properties of 1–3 against five multi-drug-resistant (MDR) strains of Staphylococcus aureus have been assessed by the rapid and robust microtitre-plate-based serial dilution method. While compounds 1 and 3 showed considerable activities against all five strains, compound 2 was inactive at the test concentrations.

Rechinger KH (1982) Flora Iranica. Graz-Austria: Akademic Druck-u Verlagsanstalt 150:292–313

Mohajer M, Sarkhail P, Hajarolasvadi N, Zamani MJ, Khorasani R, Shafiee A, Amin G, Abdollahi M (2006) Antiinflammatory and analgesic effects of Phlomis lanceolata Boiss. and Hohen. Extracts and examination of their components. Int J Pharmacol 2:50–54CrossRef

Sarkhail P, Amin G, Surmaghi MHS, Shafiee A (2005) Composition of the volatile oils of Phlomis lanceolata Boiss. & Hohen., Phlomis anisodonta Boiss. and Phlomis bruguieri Desf. from Iran. Flavour Fragra J 20:327–329CrossRef

Delazar A, Biglari F, Esnaashari S, Nazemiyeh H, Talebpour AH, Imani Y, Nahar L, Sarker SD (2006) GC-MS analysis of the essential oils, and the isolation of phenylpropanoid derivatives from the aerial parts of Pimpinella aurea. Phytochemistry 67:2176–2181PubMedCrossRef

Delazar A, Gibbons S, Kumarasamy Y, Nahar L, Shoeb M, Sarker SD (2005) Antioxidant phenylethanoid glycosides from the rhizomes of Eremostachys glabra (Lamiaceae). Biochem Syst Ecol 33:87–90CrossRef

Delazar A, Byres M, Gibbons S, Kumarasamy Y, Nahar L, Modarresi M, Shoeb M, Sarker SD (2004) Iridoid glycosides from Eremostachys glabra. J Nat Prod 67:1584–1587PubMedCrossRef

Delazar A, Talicgi B, Nazemiyeh Z, Rezazadeh H, Nahar L, Sarker SD (2006) Chrozophorin: a new acylated flavone glucoside from Chrozophora tinctoria. Revista Brasileira de Farmacognosia (Braz J Pharmacogn) 16:286–290

Delazar A, Gibbons S, Kosari AR, Nazemiyeh H, Modarresi M, Nahar L, Sarker SD (2006) Flavone C-glycosides and cucurbitacin glycosides from Citrullus colocynthis. DARU 14:109–114

Delazar A, Reid RG, Sarker SD (2004) GC-MS analysis of the essential oil from the oleoresin of Pistacia atlantica var. mutica. Chem Nat Compd 40:24–27CrossRef

10.

Nazemiyeh H, Razavi SM, Delazar A, Hajiboland R, Asnaashari S, Mozaffarian V, Nahar L, Sarker SD (2006) Essential oil composition of the umbels and fruits of Prangos uloptera DC. Nat Prod Commun 2:89–91

11.

Nazemiyeh H, Bahadori F, Delazar A, Ay M, Topcu G, Kolak U, Nahar L, Auzi AA, Sarker SD (2007) Tricetin 4′-O-α-L-rhamnopyranoside: a new flavonoid from the aerial parts of Erica arborea. Chem Nat Compd (in press)

12.

Fathiazad F, Delazar A, Amiri R, Sarker SD (2006) Extraction of flavonoids and quantification of rutin from waste tobacco leaves. Iran J Pharm Res 3:222–227

13.

Çaliş I, Basaran AA, Saracoğlu I, Sticher O, Rüedi P (1990) Phlinosides A, B and C, three phenylpropanoid glycosides from Phlomis linearis. Phytochemistry 29:1253–1257PubMedCrossRef

14.

Saracoğlu I, Harput US, Çaliş I, Ogihara Y (2002) Phenolic constituents from Phlomis lycia. Turk J Chem 26:133–142

15.

Ersöz T, Saracoğlu I, Harput US, Çaliş I, Dönmez AA (2002) Iridoid and phenylpropanoid glycosides from Phlomis grandiflora var. fimbrilligera and Phlomis fruticosa. Turk J Chem 26:171–178

16.

Andary C, Wylde R, Laffite C, Privat G, Winternitz F (1982) Structures of verbascoside and orobanchoside, caffeic acid sugar esters from Orobanche rapum-genistae. Phytochemistry 21:1123–1127CrossRef

17.

Franzyk H, Husum T L, Jensen SR (1998) A caffeoyl phenylethanoid glycoside from Plantago myosuros. Phytochemistry 47:1161–1162CrossRef

18.

Thomson Scientific (2007) ISI Web of Knowledge. Home page at http://wok.mimas.ac.uk/

19.

Gibbons S, Udo EE (2000) The effect of reserpine, a modulator of multidrug efflux pumps, on the in vitro activity of tetracycline against clinical isolates of methicillin resistant Staphylococcus aureus (MRSA) possessing the tet(K) determinant. Phytother Res 14:139–140PubMedCrossRef

20.

Kaatz GW, Seo SM, Ruble CA (1993) Efflux-mediated fluoroquinolone resistance in Staphylococcus aureus. Antimicrob Agents Chemother 37:1086–1094PubMed

21.

Ross JI, Farrell AM, Wady EA, Cove JH, Cunliffe WJ (1989) Characterisation and molecular cloning of the novel macrolide-streptogramin B resistance determinant from Staphylococcus epidermidis. J Antimicrob Chemother 24:851–862PubMedCrossRef

22.

Richardson JF, Reith S (1993) Characterization of a strain of methicillin-resistant Staphylococcus aureus (EMRSA-15) by conventional and molecular methods. J Hosp Infect 25:45–52PubMedCrossRef

23.

Cox RA, Conquest C, Mallaghan C, Marples RR (1995) A major outbreak of methicillin-resistant Staphylococcus aureus caused by a new phage-type (EMRSA-16). J Hosp Infect 29:87–106PubMedCrossRef

Title: Assessment of the antibacterial activity of phenylethanoid glycosides from Phlomis lanceolata against multiple-drug-resistant strains of Staphylococcus aureus
Authors: Hossein Nazemiyeh
M. Mukhlesur Rahman
Simon Gibbons
Lutfun Nahar
Abbas Delazar
Mohammed-Ali Ghahramani
Amir-Hossein Talebpour
Satyajit D. Sarker
Publication date: 01-01-2008
Publisher: Springer-Verlag
Published in: Journal of Natural Medicines / Issue 1/2008
Print ISSN: 1340-3443
Electronic ISSN: 1861-0293
DOI: https://doi.org/10.1007/s11418-007-0194-z

At a glance: The STEP trials

Springer Medicine

Assessment of the antibacterial activity of phenylethanoid glycosides from Phlomis lanceolata against multiple-drug-resistant strains of Staphylococcus aureus

Abstract

At a glance: The STEP trials

Springer Medicine

Abstract

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