Subscribe to RSS
DOI: 10.1055/s-2005-864179
New Acylated Clionasterol Glycosides from Valeriana officinalis
Publication History
Received: January 4, 2005
Accepted: March 4, 2005
Publication Date:
19 August 2005 (online)
Abstract
The chloroform extract of Valeriana officinalis led to the isolation of clionasterol-3-O-β-D-glucopyranoside and a mixture of 6′-O-acyl-β-D-glucosyl-clionasterols. The acyl moieties were identified as hexadecanoyl, 8E,11E-octadecadienoyl and 14-methylpentadecanoyl by alkaline hydrolysis followed by GC-MS analysis. The isolated compounds did not exhibit any anti-inflammatory, anticancer or cytotoxic activity when tested in a variety of in vitro cell-based assays.
References
- 1 Bisset N G. Herbal drugs and phytopharmaceuticals. Boca Raton; CRC Press 1994: pp 513-6
- 2 Torssell K, Wahlberg K. Isolation, structure and synthesis of alkaloids from Valeriana officinalis L. Acta Chem Scand. 1967; 21 53-62
-
3 Houghton P J. The chemistry of Valeriana.
In: Valerian: the genus Valeriana medicinal and aromatic plants-industrial profiles. Amsterdam; Harwood Academic Publishers 1997: pp 21-54 - 4 Mannetstaetter E, Gerlach H, Poethke W. Phytochemicals studies on Centranthus ruber . Pharmazie. 1966; 21 321-7
- 5 Bodesheim U, Holzl J. Isolation and receptor binding properties of alkaloids and lignans from Valeriana officinalis . Pharmazie. 1997; 52 386-91
- 6 Schumacher B, Scholle S, Hölzl J, Khudeir N, Hess S, Müller C E. Lignans isolated from valerian: identification and characterization of a new olivil derivative with partial agonistic activity at A(1) adenosine receptors. J Nat Prod. 2002; 65 1479-85
- 7 Koami T, Ohyama K, Fujimoto Y. Mechanism of clerosterol biosynthesis in Ajuga hairy roots: stereochemistry of C-28 methylation of 24-methylene-sterol. Tetrahedron Lett. 2002; 43 5479-81
- 8 Wright J LC, McInnes A G, Shimizu S, Smith D G, Walter J A, Idler D, Khalil W. Identification of C-24 alkyl epimers of marine sterols by carbon-13 nuclear magnetic resonance spectroscopy. Can J Chem. 1978; 56 1898-903
- 9 Shin K M, Kim R K, Azefack T L, David L, Luc S B, Choudhary M I, Park H J, Choi J W, Lee K T. In vitro anti-inflammatory activity of 23-hydroxyursolic acid isolated from Cussonia bancoensis in murine macrophage RAW 264.7 cells. Planta Med. 2004; 70 803-8
- 10 Subbaramaiah K, Bulic P, Lin Y, Dannenberg A J, Pasco D S. Development and use of a gene promoter-based screen to identify novel inhibitors of cyclooxygenase-2 transcription. J Biomol Screen. 2001; 6 101-10
- 11 Hori R, Yamamoto K, Saito H, Kohno M, Inui K. Effect of aminoglycoside antibiotics on cellular functions of kidney epithelial cell line (LLC-PK1): a model system for aminoglycoside nephrotoxicity. J Pharmacol Exp Ther. 1984; 230 724-8
- 12 Mustafa J, Khan S I, Ma G, Walker L A, Khan I A. Synthesis, spectroscopic, and biological studies of novel estolides derived from anticancer active 4-O-podophyllotoxinyl 12-hydroxyoctadec-Z-9-enoate. Lipids. 2004; 39 659-66
- 13 Rubnov S, Kashman Y, Rabinowitz R, Schlesinger M, Mechoulam R. Suppressors of cancer cell proliferation from fig (Ficus carica) resin: Isolation and structure elucidation. J Nat Prod. 2001; 64 993-6
- 14 Lee W B, Kwon H C, Cho O R, Lee K C, Choi S U, Baek N I, Lee K R. Phytochemical constituents of Cirsium setidens Nakai and their cytotoxicity against human cancer cell lines. Arch Pharm Res. 2002; 25 628-35
Dr. Ikhlas A. Khan
National Center for Natural Product Research
The University of Mississippi
University
MS 38677
USA
Fax: +1-662-915-7989
Email: ikhan@olemiss.edu