Diterpenes from Sideritis lagascana and Sideritis valverdei

2008

Phylochemstry.

PHYTOCHEMI~AL REPOR’TS

1974.

Vol. 13.p. ?OOX Pergamon Prcc,

DITERPENES

Pnnwd in England

FROM

SIDERITIS

SIDERI7l.S TERESA lnstituto

G. DE

LAGASCANA

AND

VALI’ERDEF

QUESADA, BENJAMIN RODR~GUFZ and SERAF~NVALVERDE

de Quimica

Orgamca

General.

C.S.I.C. Juan de la (‘ier\a.

3. Madrid-h.

Spain

Plants. Sideritis lagascana Willk. and Sideritis valverdei Borja (Hybrid S. leucuuthu Cav. PreX S. tragoriganum Lag.). Source. Reduced areas in the S.E. of the Iberian Peninsula. vious work. None. Present work. The diterpenic constituents of the two species quoted above have been investigated. S. layascc~~~ yield eight compounds previously described: rnt-l6-kaurene-3/%7x, I X-trio1 (foliol).t ent- 15-kaurene-3B,7r. 1&trio1 (isofoliol), crlt-3/?-acetoxy-16-kaurene-7%, 1%diol (sidol), efzt-3fl-acetoxy- 15kaurene-7%. 1X-diol (isosidol), c’~t- 1% acetoxy-16-kaurene-3/?,7x-diol (linearol). rnf- 1%acetoxy- 1S-kaurene-3P.72-diol (isolinearol),’ ent-l6-kaurene-3/3,7x, 14p. 1X-tetraol(leucantho1) and eat-1 j-kaurene-?&7r, 17,18tetraol(isoleucanthol).' S. c~~fcrrclci gave six diterpenic compounds also known: CVU-I4/?-acetoxy- 15beyerene-3B, 1%diol, enr-7r-acetoxy-15beyerene14/j. I X-diol. cJrl/-7x-acetoxy- 1Sbeyerene-3/?, 14&l 8-trioL3 ent- 15beyerene-7r, 14/J, 1g-trio1 (pusillatriol j. cur-15-beycrene3p,14/?,1 g-trio1 (isopusillatriol) and r~r- I S-beyerene-38.7x 14/1,1X-tctraol (pusillatetrol).’ All compounds have been characterized by their physical and spectroscopic (IR. NMR and MS) data and by comparison with authentic samples. Acknowl~d~enlent-The

authors

thank

Dr. J. Borja for the collection

and classification

of plant

materials.

* PartXVintheseriesYYonstituentsofSideritis”. ForpartXl\;ceeVo\ CAKsrl-Uh-L.I(‘f~-rI-KFI ~.i,t.C‘.. Rou~rc,~:tz. B. and VALV~KI)E, S. ,zl~w~.@irn. in press. t Nomenclature is based on T/w C‘on~mor~ cd S~~.strmcrtir ~Yornc~nc/utuw of Cyclic DI~W~CIJL~S. third revision, February 1969, available from Dr. J. W. Rowe. L!.S. Forest Products Laborator). Madison. Wisconsin 53705. U.S.A.

’DE QUESADA, T. ’ DE QUESADA, T. ’ IUEM(1973) Ibid. 4 DIGQUESADA. T.

G., R~~RIGUIZ, B.. VALVERL)E,S. and H~INECK, S. (1973) T~wcr/w&w~~ Lclrw.3 21X7 G., ROEIRIGLIEZ,B. and VALVEKDI:.S. (1972) Anul. f&ri~n 68, 13h-i. 69, 1201. G. (1973) Doctoral Thesis. University of Madrid.