Pseudocyphellaria

A new group of secostictanes has been isolated from the lichen Pseudocyphellaria degelii It includes the acid (179), the aldehyde (180), and the acetate (181). G.c.-m.s. provides a powerful tool for the study of the stictane lichen tri-terpenoids. ... 

Two naturally occurring ozonides, gilvanol (213) from Quercus gilva and adian-5-ene ozonide (214) from the leaves of Adiantum monochlamys, °° have been isolated. Their structures were readily confirmed by the action of ozone on hop-17(2l)-en-3jS-ol and adian-5-ene respectively. Amphistictinic acid (215), from the lichen Pseudocyphellaria amphisticta, is 15a-acetoxy-22-hydroxy-hopan-24-oic acid. The structure of the 6a,7a,22-trior previously reported from the lichen P. mougeotiana has been revised to 6a,7/3,22-tri-hydroxyhopane (216). The Tlj8,22-dior isolated from the same source has been shown to be a mixture of 7/8,22- (217) and 15a,22-dihydroxyhopane (218). 

Durvilldiol (229) and durvillonol (230) from the lichen Pseudocyphellaria berberina P. durvillei) have been identified as stictane-3/3,22a-diol and 22a-hydroxystictan-3-one respectively. 2a-Acetoxystictane-3j8,22a-diol (231) was also obtained. 

Pseudocyphelarins. P. A C2iH220g, Mr 402.40, prisms, mp. 173-175 C. A depside from the foliose lichen Pseudocyphellaria vaccina, occurring together with P. B (C2 H240g, Mr 404.42). 

C30H52O2, Mr 444.74, cryst., mp. 283 °C, [a]g +12.3° (CHCI3). Occurs together with other stictane triterpenes in lichens of the genus Pseudocyphellaria (New Zealand, Chile). Stictane triterpenes have as yet only been found in lichens. 

Included are, firstly, the two partners of a Pseudocyphellaria phycosymbiodeme, in which lobes with green algae and those with blue-green algal phycobionts grow together in one organism. 

Maass, W.S.G. Lichen Substances IV. Incorporation of Pulvinic- C Acids into Calycin by the Lichen Pseudocyphellaria crocata. Canad. J. Biochem. 48, 1241 (1970). 

Deriv Diacetylpolyporic acid, yellow needles (benzene), mp 212 °C, by acetylation of polyporic acid with AcjO-pyridine StL Pseudocyphellaria coronata (Mull.Arg.) Malme... 

Deriv 6a-Acetoxy-7-oxo-hopan-22-ol, mp 229-230 °C, by oxidation of 6a-acetoxyhopan-7a,22-diol with Jones reagent StL Pseudocyphellaria crocata (L.) Vain. 

Deriv Methyl 15a-acetoxy-22-hydroxyhopan-24-oate, mp 69-71 °C (EtjO-n-hexane), from 15a-acetoxy-22-hydroxyhopan-24-oic acid with CH jN2 in EtjO at 20 °C in 4h StL Pseudocyphellaria dmphisticta (Kn.) D.Gall. et P. James... 

Deriv Stictan-3,22-dione, mp 241-242 °C (acetone), from 22a-hydroxy-stictan-3-one by oxidation with Jones reagent StL Pseudocyphellaria flavicans (Hook, et Tayl.) Vain. 

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