Presence of monoterpene synthase in four Labiatae species and Solid-Phase Microextraction- Gas chromatography-Mass Spectroscopy analysis of their aroma profiles.

BACKGROUND: The family Lamiaceae (Labiatae) has included some medicinal plants. some monoterpene synthases, including linalool and limonene synthases, have been cloned and functionally characterized from several plants of Labiatae family. MATERIALS AND METHODS: In this study, presence of linalool and limonene synthases, in four species of Labiatae family including Nepeta cataria, Lavandula angustifolia, Hyssopus officinalis and Salvia sclarea has been determined by molecular biological techniques together with the Head space SPME - GC-MS analysis of the aroma profile of these species. RESULTS: Indicated that none of the plant species produced distinguishable bands with primer pairs related to d-limonene synthase. Distinguishable bands around 1800 bp in cDNA samples of L. angustifolia, H. officinalis and S. sclarea were observed regarding to the presence of linalool synthase. Head space SPME-GC-MS analysis of the aroma profiles of the above-mentioned plants showed that linalool (31.0%), linalyl acetate (18.2%), were found as the major compounds of L. angustifolia, while geraniol (5.5%), nerol (34.0%) and α- citral (52.0%) were identified as the main compounds of the N. cataria. The major components of H. officinalis and S. sclarea oils were determined as cis-pinocamphone (57.3%), and linalool (19.0%), linalyl acetate (51.5%), respectively. CONCLUSION: H. officinalis was rich of cyclic monoterpenes, L. angustifolia, N. cataria and S. sclarea showed considerable amount of linear monoterpenes. The aroma profile of the above-mentioned plants contained low concentration of sesquiterpenes except N. cataria, which indicated no sesquiterpene. The profiles of the main components of these plants are in agreement with molecular assays.

Quantification of verbascoside in medicinal species of Phlomis and their genetic relationships.

BACKGROUND: The genus Phlomis (Lamiaceae) is introduced by its valuable medicinal species, of which 17 species are growing wildly and ten of them are exclusively endemic of Iran. The main phytochemical characteristic of this genus is presence of iridoid glycosides including ipolamide, auroside, lamiide and also phenylethanoids such as verbascoside (acetoside) found in Lamiales order.Due to the broad range of biological and pharmacological activities of verbascoside and lack of any report on quantification of this compound within Iranian species of Phlomis, we conducted a research to achieve two main goals, finding a genetic biodiversity by RAPD (Randomly Amplified Polymorphic DNA), as well as detecting and quantifying verbascoside in nine species of Phlomis growing wildly in Iran. RESULTS: The results showed that various samples of P.olivieri possess different genetic distances from each other. Also, various species of P.olivieri display close relationships to P.anisodonta and P. persica. Phytoanalysis of Phlomis species by means of TLC scanner using verbascoside as a phytochemical marker showed that the highest concentration of verbascoside was found in P. anisodonta, however, P. bruguieri and P. olivieri (from Mazandaran) were in the second and third places. Interestingly, the lowest concentration of verbascoside was detected in P. olivieri (from Azerbayjan), exhibiting the effect of various growing areas and conditions on the measured levels of this compound. CONCLUSIONS: verbascoside can be found in various species of Iranian Phlomis, of which P. anisodonta, P. bruguieri and P. olivieri might be the best choices. In addition, although the concentration of verbascoside in these plants may be affected by the growing areas and conditions, there are a good agreement between genetic relations and verbascoside levels.

Flavones and rosmarinic acid from Salvia limbata.

The genus Salvia (Lamiaceae) contains more than 50 shrub species in Iran, and Salvia limbata C.A. Meyer grows widely in the north and central parts of the country. Six flavones and rosmarinic acid were isolated from the ethyl acetate and methanol extracts of the flowered aerial parts of S. limbata collected from Semnan province. The separation process was carried out using several chromatographic methods. Structural elucidation was based on NMR data, in comparison with those reported in the literature. The isolated compounds were identified as ladanein (1), salvigenin (2), luteolin 7-methyl ether (3), cirsiliol (4), eupatorin (5), luteolin 7-O-glucoside (6) and rosmarinic acid (7). Some of these flavonoids have been reported to show antibacterial and cytotoxic activities.

Bioactive flavonoids from Satureja atropatana Bonge.

From the ethyl acetate and methanol extract of the aerial parts of Satureja atropatana Bonge, which belongs to the Lamiaceae family, four flavonoids were isolated. Their structures were determined to be 5,6,3'-trihydroxy-7,8,4'-trimethoxyflavone (1), 5,6-dihydroxy-7,8,3',4'-tetramethoxyflavone or 5-desmethoxynobiletin (2), 5,6,4'-trihydroxy-7,8,3'-trimethoxyflavone or thymonin (3) and luteolin (4) using (1)H and (13)C-NMR and MS spectra. Brine shrimp cytotoxicity effects of the crude extracts and isolated compounds were examined. Berberine hydrochloride (LC(50) = 26 microg mL(-1)) was used as a positive control. Among them, compounds 2 (199 microg mL(-1)) and 3 (157 microg mL(-1)) were effective against Artemia salina larva.