Studies on Constituents with Cytotoxic and Cytostatic Activity of Two Turkish Medicinal Plants Phlomis armeniaca and Scutellaria salviifolia.

Abstract

Ten known glycosidic compounds, betulalbuside A (1), 8-hydroxylinaloyl,3-O-beta-D-glucopyranoside (2) (monoterpen glycosides), ipolamide (3) (iridoid glycoside), acteoside (verbascoside) (4), leucosceptoside A (5), martynoside (6), forsythoside B (7), phlinoside B (8), phlinoside C (9), and teuerioside (10) (phenylpropanoid glycosides) were isolated from methanolic extracts of Phlomis armeniaca and Scutellaria salviifolia (Labiatae). Structure elucidations were carried out using 1H-, 13C-NMR and FAB-MS spectra, as well as chemical evidence. The cytotoxic and cytostatic activities of isolated compounds were investigated by the 3-[4,5-dimethylthiazol-2-yl]-2,5-diphenyltetrazolium bromide (MTT) method. Among the glycosides obtained here, caffeic acid-containing phenylpropanoid (or phenethyl alcohol, or phenylethanoid) glycosides were found to show activity against several kinds of cancer cells. However, they didn't affect the growth and viability of primary-cultured rat hepatocytes. Study of the structure-activity relationship indicated that ortho-dihydroxy aromatic systems of phenylpropanoid glycosides are necessary for their cytotoxic and cytostatic activities.

Iridoid and megastigmane glycosides from Phlomis aurea

“…It is noteworthy that this compound was isolated and identi®ed by our group from the titled plant as well as by Sudo et al at the same time from Premna subscandens as a new natural product (Sudo et al, 2000). Compounds 5±15 were identi®ed as follows: compound (5) auroside (C Ë alis et al, 1991), compound (6) lamiide (El-Naggar and Beal, 1980), compound (7) 8-epiloganin (Bianco and Passacantilli, 1981), compound (8) ipolamiide (Saracoglu et al, 1995), compound (9) syringin (Sugiyama et al, 1993), compound (10) (11) acteoside (Saracoglu et al, 1995), compound (12) chrysoeriol-7-O-b-glucopyranoside (Tomas et al, 1986), compound (13) acacetin-7-O-b-glucopyranoside (Harborne and Mabry, 1982), compound (14) luteolin-7-O-b-glucopyranoside (ElNegoumy et al, 1986) and compound (15) liriodendrin (Kamel et al, 1992). ow rate of mobile phase 6 ml/min, injection vol.…”

“…In Egyptian folk medicine, the plant is used as antidiabetic (Watt and Breyer, 1962). Dierent classes of glycosides comprising diterpenoids (Tanaka et al, 1983(Tanaka et al, , 1985Katagiri et al, 1994), iridoids (El-Naggar and Beal, 1980;C Ë alis et al, 1991), phenylpropanoids (C Ë alis et al, 1991;Saracoglu et al, 1995), phenylethanoids (Saracoglu et al, 1998) and avonoids (El-Negoumy et al, 1986;Tomas et al, 1986) had been identi®ed from genus Phlomis. Many of the phenylpropanoids isolated from genus Phlomis showed signi®cant biological activities, e.g.…”

“…Many of the phenylpropanoids isolated from genus Phlomis showed signi®cant biological activities, e.g. cytotoxic, cytostatic, anti-in¯ammatory, immunosuppressant and antimicrobial eects (Saracoglu et al, 1995). Reviewing current literature, only¯avonoids had been described from P. aurea (El-Negoumy et al, 1986).…”

Naturally Occurring Phenylethanoid Glycosides: Potential Leads for New Therapeutics

“…Moreover, several types of cancer cells are sensitive to the cytotoxic actions of caffeic acid-containing PhGs such as angoroside A, angoroside B, angoroside C, and poliumoside [195]. Further studies on SAR indicated that the o-dihydroxyl aromatic system within the molecule is necessary for these PhGs' cytotoxic and cytostatic activities [195].…”

“…Further studies on SAR indicated that the o-dihydroxyl aromatic system within the molecule is necessary for these PhGs' cytotoxic and cytostatic activities [195]. In another study by Iida et al, poliumoside showed high inhibitory activity with IC 50 values ranging from 9 -42 μM against DNA polymerases, indicating the potential of using this compound as a lead candidate for the development of antitumor agent targeting DNA polymerases and/or HIV-1 reverse transcriptase [196].…”