Mylia taylorii

Plagiochila acanthophylla subsp. japonica. Taylorione (294), a congener of myliol (295) in the liverwort Mylia taylorii, has been assigned the seco-aromadendrane structure (294) on the basis of chemical and spectroscopic evidence.127... 

Lubimin, a phytoalexin found in several Solanaceae, has been assigned the spiro-structure (57) on n.m.r. and biosynthetic evidence,83 whilst the new sesquiterpenoid skeleton of taylorione (58) from the liverwort Mylia taylorii is thought84 to be biosynthesized via an aromadendrene-type precursor which may also generate the co-occurring myliol (59). 

X-Ray crystallographic analysis has led to a revised cycloaromadendrane structure for (-)-myliol (619), a metabolite of the liverwort Mylia taylorii ° cf. Vol. 4, p. 135 Vol. 6, p. 90). More recent investigations have resulted in the isolation of an isomeric compound, (—)-dihydromylione A (620) from the same source. Independent studies have also revealed the widespread occurrence of a closely related hydrocarbon, anastreptene (177), in the essential oils of various liverworts Anastrepta oveadensis, Diplophyllum albicans, Barbilophozia species) cf. p. 

Taylorione (683), an unusual ent-l,10-secoaromadendrane sesquiterpenoid from the leafy liverwort Mylia taylorii, has been synthesized from (+)-A -carene. ... 

Cadinane-type sesquiterpene alcohol (281) isolated from the liverwort Mylia taylorii gave a primary alcohol (282) by Aspergillus niger treatment (Morikawa et al., 2000) (Figure 15.85). 

Tridensenone (40), whose structure assignment was based on spectral data, is the major component of Bazzania tridens 334). Myliol (44), a tetracyclic sesquiterpene alcohol, was isolated from Mylia taylorii 83, 88, 89) the structure proposal was based on careful analysis of the H-NMR and C-NMR spectra 6, 83, 88, 89). Because UV absorptions at 220 nm (log s, 3.70) and 275 280 nm (2.43 — 2.44) in (44) were difficult to reconcile with the proposed structure, structure (44) was established by X-ray crystallographic analysis of the />-bromobenzoate (82) 239, 275). 

Benesova, V., P. Sedmera, V. Herout, and F. Sorm On Terpenes. CCXXIV. The Structure of Myliol, a Tetracyclic Sesquiterpenic Alcohol from the Liverwort Mylia taylorii (Hook.) Gray. Collect. Czech. Chem. Comm. 38, 1084 (1973). 

Matsuo, A., H. Nozaki, M. Nakayama, Y. Kushi, S. Hayashi, N. Kamijo, V. Benesova, and V. Herout X-Ray Crystal and Molecular Structure of the /7-Bromobenzoate of (— )-Myliol, a Novel Tetracyclic Sesquiterpene Alcohol from Mylia taylorii (Liverwort) Containing Two Conjugated Cyclopropane Rings. Revision of a Proposed Structure. Chem. Commun. 1976, 1006. 

Matsuo, A., S. Sato, M. Nabcayama, and S. Hayashi Taylorione, a Novel Carbon Skeletal Sesquiterpene Ketone from the Liverwort, Mylia taylorii (Hock.) Gray. Tetrahedron Letters 1974, 3681. 

Sesquiterpene Ketone of E 72/-l,10-seco-aromadendrane Form, from Mylia taylorii (Liverwort). J. Chem. Soc. Perkin Trans. I 1979, 2652. 

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