Phytochemical and biological activity studies on Salvia viridis L

  • Supattra Rungsimakan

Student thesis: Doctoral ThesisPhD

Abstract

Six new compounds were isolated from the aerial and root parts of S. viridis L. cv. Blue Jeans. Two new triterpenoids, lup-20(29)-ene-2α-acetate-3β-ol, and lup-20(29)-ene-2α-ol-3β-acetate were found in the aerial part together with lup-20(29)-ene-2α-3β-diol, ursolic acid, oleanolic acid, β-sitosterol and β-sitosterol glucoside. Three new diterpenoids, 1-oxomicrostegiol, viroxocane, viridoquinone, together with five known diterpenoids, ferruginol, salvinolonyl 12-methyl ether, microstegiol, 7α-acetoxy-14-hydroxy-8,13-abietadiene-11,12-dione and 7α,14-dihydroxy-8,13-abietadiene-11,12-dione were found in roots. 1-Docosyl ferulate, 2'',3''-di-O-acetyl-martynoside and a mixture of 2-(4'-alkoxy-phenyl) ethyl alkanoates were also isolated from roots. Seven caffeic acid derivatives, five flavonoid glycosides, and salidroside were found in the crude aerial fraction. Four caffeic acid derivatives were known phenylpropanoids, i.e. trans-, cis-verbascoside, leucosceptoside A and martynoside, which are now reported in the genus Salvia for the first time. The others were caffeic acid, rosmarinic acid and 6-O-caffeoyl-glucose. A new flavonoid glycoside, luteolin-7-O-α-rhamnopyranosyl-(1→6)-β-galactopyranoside was also identified in the aerial part with four known flavone glycosides: luteolin-7-O-β-glucopyranoside, luteolin-7-O-β-galactopyranoside, luteolin-7-O-rutinoside and apigenin-7-O-β-glucopyranoside.Verbascoside (acteoside), which is a major component in this plant, showed a significant protective effect against UVA induced damage in a human skin fibroblast model in vitro. It exhibited 1.4 fold protective effect against UVA induced necrosis with 1.4 fold higher in cell survival. 50 μM Verbascoside showed the same protective effect as 100 μM DFO at a high intensity UVA dose (500 kJ/m2). Further determination of organelle specific protection suggested a mechanism of action in mitochondria.Two terpenoids, lup-20(29)-ene-2α-acetate-3β-ol and 7α,14-dihydroxy-8,13-abieta-diene-11,12-dione, exhibited antibacterial activity against Enterococcus faecalis with MIC 50 μM. Microstegiol was also active against Staphylococcus aureus with MIC 50 μM. Ursolic acid, oleanolic acid and ferruginol showed appreciable antibacterial activity against three Gram-positive bacteria, Staphylococcus aureus, Enterococcus faecalis, and Bacillus cereus with MIC 12.5-50 μM. The other diterpenoids were active against all three Gram-positive bacteria with MIC 100-200 μM. None of crude fractions was active against three Gram-negative bacteria, Klebsiella pneumoniae, Proteus vulgaris, and Escherichia coli.
Date of Award1 Nov 2011
Original languageEnglish
Awarding Institution
  • University of Bath
SupervisorMichael Rowan (Supervisor)

Keywords

  • salvia viridis L
  • lamiaceae
  • triterpenoids
  • diterpenoids
  • verbascoside

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