Everninic acid

Sparassol. 2-Hydroxy-4-methoxy-6-methylbenzoic acid methyl ester 4-methoxy-2,6-cresotic acid methyl ester everninic acid methyl ester orseJJinic acid methyl ester 4-methyl ether. CMH1204 mol wt 196.20. C 61.21%, H 6.17%, O 32.62%. Antibiotic substance produced by the fungus Sparassis ramose Falck, Ber. 56, 2555 (1923). Also obtained in methanol extracts of the lichen Evernla prunasti-Stenhouse, Ann. 68, 55 (1848) Spath, Jeschki, Ber. 57, 471 (1924). Structure Fischer. Hoesch, Ann. 391, 347 (1912) Wedekind. Fleischer, Ber. 56, 2556 (1923). Synthesis <3. Nicollier el at. Helv. Chim. Acta 61, 2899 (1978). 

Prisms from water, mp 67-68°. Slightly so] in hot water freely sol in acetone, ether, chloroform moderately so] in methanol, ethanol, petr ether. Alkaline hydrolysis yields free everninic acid, mp 170. ... 

Everninic Acid 6-Hydroxy-2 methyla7iiaic acid, oraellinic acid -methyl ether, S-hydroxy-5-methoxy 4oluic acid)... 

Everninic acid, 2-Hydroxy-4-methoxy-6-methylbenzoic acid (Everninsaure, 2-Hydroxy-4-methoxy-6-methylbenzoesaure)... 

Deriv Methyl everninate, prisms (HjO), mp 67-68 °C, from everninic acid with the calculated amount of CHjNj in EtjO Lit Robertson and Stephenson 1932 ... 

React FeClj (EtOH) violet Deriv Methyl iso-everninate, mp 114°C (benzene), from iso-everninic acid with the calculated amount of CH2N2 in Et20 at 0°C Lit Robertson and Stephenson 1932 Roller and Pfeiffer 1933... 

Dioxocin. 2H,6H-l,5-Dioxocin [292-95-5], 74, 225-226, 235, 238 Dioxybenzone. 2,2 -Dihydroxy-4-methoxybenzophenone, 432 Disyringylmethane. 4,4 -Dihydroxy-3,3, 5,5 -tetramethoxydiphenylmethane, 450 Epichlorohydrin. l-Chloro-2,3-epoxypropane, 104 Ethylcellosolve. Cellosolve or 2-Ethoxyethanol, 13 Everninic acid. 2-Hydroxy-4-methoxy-6-methylbenzoic acid, 482-483 Exifone. 2,3,3, 4,4, 5 -Hexahydroxybenzophenone, 40,495-496,498, 575 9-Fluorenone. 9-Oxofluorene, 5, 57, 149,167, 280... 

P-Sitosterol rod-like crystals p-Sitosterol irregular plates Evernin aggregates of needles Pseudoplacodiolic acid hexagonal prisms Pseudoplacodiolic acid aggregates of needles Methoxycolensoic acid prisms Arthothelin straight crystals 2,4-Dichloroxanthone small rods... 

Until recently only two mixed orcinol P-orcinol depsides were known, namely obtusatic acid (210) and norobtusatic acid (211), but now a further four such compounds have been reported. These include 2-0-methylobtusatic acid (212) present in Xanthoparmelia tucsonensis 45) and evernine (213) 253), 3 -methylevernic acid (214) 252) and methyl 3 -methyllecanorate (215) 252) all obtained from Evernia prunastri. 

The spectral properties of depsides, in particular H-n.m.r. and mass spectra, provide a powerful probe in structural elucidation. C-n.m.r. spectroscopy has recently been used in the structural elucidation of ovoic acid (235) 194), 2",4-di-0-methylgyrophoric acid (236) (252), evernine (213) (255), 3 -methylevernic acid (214) (252) and methyl 3 -methyl-ecanorate (215) (252) but following a generalised study this technique 311, 312) will undoubtedly prove to be particularly important in the future. 

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