Erythroxylon monogynum

The name beyerane stems from the Australian plant Beyeria leschenaultii, which contains (+)-17-0-cinnamoyl-15-beyerene-3,17,19-triol, also referred to as the cinnamic acid ester of beyerol. (+)-15-Beyerene as the parent hydrocarbon is one of the constituents of Erythroxylon monogynum (Araliaceae) its (-)-enantiomer is found in the ethereal oils of some conifers such as Thujopsis dolabrata and Cupres-sus macrocarpa (Cupressaceae). (+)-15-Beyeren-3-one occurs in the Tambooti wood from Spirostachys africana, and (+)-7-hydroxy-15-beyeren-19-oic acid was isolated from Stevia aristata (Asteraceae). 

Atisane is the basic skeleton of various diterpene alkaloids (aconitum-alkaloids) found in the plant families of Ranunculaceae and Garryaceae. (-)-Atisine, as a typical representative, was isolated from the Atis plant Aconitum heterophyllum (Ranunculaceae), which also contains (-)-15,20-dihydroxy-16-atisen-19-oic acid as the lactone (19,20-olide). Erythroxylon monogynum and related speeies are reported to contain (-)-16-atisene. Euphorbiaceae such as Euphorbia acaulis and E. fidjiana produce (-)-16a,17-dihydroxyatisan-3-one. (+)-13-Atisene-16p,17-diol is known as serradiol due to its natural occurrence in Sideritis serrata (Labiatae). 

Source Erythroxylon monogynum Mol. formula 2011 2 Mol. wt. 272 Solvent CDCL... 

H-)-Copalol (387) has been isolated from heartwood of Dacrydium kirkii its antipode ent 387) has been reported from Erythroxylon monogynum wood (356). Its allylic isomer, (-l-)-manool (388) has been known since 1935, when it was first isolated from wood of Dacrydium biforme (228, 238). The heartwood of Cupressus torulosa contains the diol (389) and the related aldehyde (390), besides manool, and the corresponding acid, cupressic acid (391) has been found in the resin of C. sempervirens (140). A number of labdanes have been obtained from... 

Kapadi A H, Soman R, Sobti R R, Sukh Dev 1983 Higher isoprenoids Part XIV. Diterpenoids of Erythroxylon monogynum Roxb. (Part 1) Introduction, isolation and biogenetic considerations. Indian J Chem 22B 964-969... 

Kapadi A H, Sukh Dev 1964 The diterpenoids of Erythroxylon monogynum. III. furtsher constituents, the absolute stereochemistry of monogynol, and hydroxymonogynol. Tetrahedron Lett 2751-2757... 

Soman R, Sukh Dev 1983 a Higher isoprenoids Part XVI. Diterpenoids from Erythroxylon monogynum Roxb. (Part 3) ( )-Devadarool and (-)-hydroxydevadarool. Indian J Chem 22B 978-983... 

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