Diterpenes from Sideritis sipylea and S. dichotoma

Authors: GÜLAÇTI TOPÇU, AHMET C. GÖREN, TURGUT KILIÇ, Y. KEMAL YILDIZ, GÜLENDAM TÜMEN

Abstract: Two Sideritis species afforded eleven kaurene and one beyerene diterpenes. Structures of the compounds from Sideritis sipylea} were elucidated as linearol (1), 7-epicandicandiol (2), sideridiol (3), siderol (4), isolinearol (5), isosidol (6) and epoxyisolinearol (7). Linearol was treated with m -chloroperbenzoic to afford its analogues ent-3\beta ,7\alpha ,17-trihydroxy-18-acetoxykaur-15-ene (1a) and ent}-7\alpha ,17,18-trihydroxy-3\beta -acetoxykaur-15-ene (1b) as new compounds. From the second species, Sideritis dichotoma, the kaurenes sideridiol (3) siderol (4), ent-7\alpha ,18-dihydroxy-15\beta ,16\beta -epoxykaurane (8)}, ent}-7\alpha -acetoxy,18-hydroxy-15\beta ,16\beta -epoxykaurane (9), ent-7\alpha -acetoxy-15,18-dihydroxy-kaur-16-ene (10), ent-7\alpha ,15,18-trihydroxykaur-16-ene (11) and the beyerene ent-7\alpha ,18-dihydroxybeyer-15-ene (12) were isolated. Structural elucidation is based on NMR techniques and mass spectrometer analyses.

Keywords: Labiatae, Sideritis sipylea, Sideritis dichotoma, diterpenoids, kaurane, kaurene, beyerene.

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