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Rhodocladonic acid

Rhodocladonic acid is an anthraquinone that occurs in several lichen species, especially in the family Roccellaceae).20 Little research has been done documenting bioactivity, particularly phytotoxic activity. Similar to emodin, we tested two sets of analogues (Fig. 1.10). Series 1 consisted of a group of compounds with aliphatic R-groups ending in a terminal hydroxyl. Series 2 had a terminal methyl. The R-group substitutions were identical to those of emodin. [Pg.36]

Structure of rhodocladonic acid with the substituted group noted ( R). [Pg.37]

Unlike the emodin analogues, rhodocladonic acid analogues exhibited different phytotoxic effects for similar substitutions. There was no dose-dependent bleaching associated with any of these compounds. In addition, there was no selectivity in phytotoxic activity between monocots and dicots. Despite the lack of bleaching, structure-activity relationships would suggest the potential for PS II inhibition. Both series of Rhodocladonic acid analogues, those with terminal -CH3 and those with a terminal - OH (Fig. 1.11 A B, respectively), caused an increase in PSII activity with regard to controls. [Pg.37]

Effect of rhodocladonic acid analogues on PS II activity. Average activity of (A) series 2 analogues (terminal -CH3) and (B) series 1 analogues (terminal -OH). [Pg.37]

Cladonia graciliformis Bellidiflorin Rhodocladonic acid Squamatic acid Usnic acid Bellidiflorin Ejiri et al. (1975)... [Pg.8]

MS, m/z 318(M ), 272, 257, 247 Deriv Tri-0-methylrhodocladonic acid, mp 192-193 °C, by methylation of rhodocladonic acid with CHjNj in MeOH H-NMR (60MHz, CDCI3) 2.58 (s,3H,l-Me), 8.02 (s,lH,10-H). Triacetylrhodocladonic acid, yellow prisms (EtOH), mp 210-212 °C, by acetylation of rhodocladonic acid with AC2O-H2SO4 StL Cladonia deformis (L.) Hoffm., Cladonia floerkeana (Fr.) Florke... [Pg.167]

Baker PM, BuUock E (1969) Structure of rhodocladonic acid. Can J Chem 47 2733-2734... [Pg.449]

Me Intyre CR, Scott FE, Simpson JT, Trimble LA, Vederas JC (1989) Application of stable isotope labelling methodology to the biosynthesis of the mycotoxin, terretonin, by Aspergillus terreus incorporation of C-labelled acetates and methionine, and C, 0-labelled 3,5-dimethylorsellinate and oxygen-18 gas. Tetrahedron 45 2307-2321 Me Lean SM, Mahler P, Nyburg SC, Sawyer JF, Webster CJ, Wong-NG W (1983) Structure of rhodocladonic acid. X-ray crystal structure analysis of its triacetate. Can J Chem 61 2055-2058... [Pg.466]

The furane structure (34) was originally proposed for rhodocladonic acid, the red apothecial pigment in various Cladonia species. More recently, however, the chromone structure (35) has been considered. Chiodectonic acid. [Pg.502]

The structure of the red pigment from the apotheciae of Cladonia deformis and C.floerkeana, rhodocladonic acid, was shown to be 2-acetyl-3,4,6-trihydroxy-7-methoxynaphtho[2,3-b]furan-5,8-dione (513) 540). Lichenicolous mites trigger the production of rhodocladonic acid in Cladonia bacilliformis and C. norvegica (697). [Pg.187]

McLean SM, Mahler P, Nyburg SC, Sawyer JF, Webster CJ, Wong Ng W (1983) Structure of Rhodocladonic Acid. X-ray Crystal Structure Analysis of its Triacetate. Can J Chem 61 2055... [Pg.265]

Timdale E (1989) The Production of Rhodocladonic Acid in Cladonia baciUiformis and C. norvegica Triggered by the Presence of Lichenicolous Mite. Graphis scripta 2 125... [Pg.272]

See other pages where Rhodocladonic acid is mentioned: [Pg.36]    [Pg.38]    [Pg.550]    [Pg.19]    [Pg.32]    [Pg.122]    [Pg.167]    [Pg.13]    [Pg.36]    [Pg.38]    [Pg.550]    [Pg.19]    [Pg.32]    [Pg.122]    [Pg.167]    [Pg.13]   
See also in sourсe #XX -- [ Pg.502 ]

See also in sourсe #XX -- [ Pg.187 ]



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