Isolation of a Linear Sesquiterpene Lactone From Matricaria chamomilla

Nov 19, 1981 - in January, 1975, in Tucuman Province, Argentina, (Bacon-Bohnstedt No. 1572). A voucher is deposited in the Herbarium of the University...
0 downloads 0 Views 71KB Size
ISOLATION O F A LINEAR S E S Q U I T E R P E N E LACTONE

FROM MATRICARIA CHAMOMILLA HIROKO YAMALLXI and MASAKAZU ~IIYAKADO Pesticide Research Department, Institute for BioLogical Science, Sumitomo ChemicaL Co. Ltd.,4-2-1, Takutsukusa, Takurazuku, Hyogo 666, Japan

TOM J. MABRY The Department of Botany, The University of Texas at Austin, Austin, Texas 78716

A known linear sesquiterpene lactone 1 was isolated in 7.30% yield from a chloroform extract of aerial parts of Matricaria charnomilla L. (Asteraceae) collected in January, 1975, in Tucuman Province, Argentina, (Bacon-Bohnstedt No. 1572). A voucher is deposited in the Herbarium of the University of Texas at Austin. Lactone 1 was first isolated from Anthemis cotula L. (Asteraceae) (l), and the identity of our sample was confirmed by direct comparison of the 'H-nmr spectrum of an authentic specimen. Previously unreported 13C-nmrand ms data for lactone 1 are described below.

12

Hrms m / z : 248.1432 (248.1453 calculated for CISHZOO:, M+), 193.0809 (193.0755 for 150.1012 (150.1041 for C~OHI~OI), 149.0964 (149.0963 Cl1Hl80,); 151.1158 (151.1194 for C1,,H1~O1), for CI.HI.OII. 123.0820 1123.0831 for Cifi1101). 109.0665 (109.0677 for CIH,OI), 91.0554 (91.0561 for C;H,j; @.b491 (B.& for C61701)i5 5 1 0 ~ (55.0459 for C&); lrms @I, 7beV) m/z:-248M+ R). 192 In..%\. 1.51 (I.%%. 150 11.0%). 149 11.241. 123 (1.601. 109 (1.88). 95 11.36). 93 (1.32).

(t); ir, m&-(CHClr):'l758,-1682, 1666,1615 cm-1; ut,.X max (EtOH): 238 589 577 546 435 365nm [ a lxp

(c=0.032)

+76.9" +116.9" +132.5" +198.1" +347.5" ACKNOWLEDGMENTS We thank Professor F. Bohlmann, Institute for Organic Chemistry, Technical University of Berlin, for 1H-nmr of the lactone 1. T. J. M. wlshes to acknowledge sup rt from the Robert A. Welch Foundation (Grant F-130) and the National Institutes of Healtf?(HD+l488). Received 19 November 1981 LITERATURE CITED 1. F. Bohlmann, C. Zdero and M. Grenz, Tetrahedron Letters, 2417 (1969). 1Aasignments may be interchanged.

508