Alkaloids From Lindera glauca, Lindera erythrocarpa, and Lindera

M. Kozuka, Yakugaku Zassbi, 84, 362 (1964). M. Tornita, S.T. Lu, P.K. Lan, and F.M. Lin, Yakugaku Zasshi, 85, 593 (1965). E. Gellert and R.E. Summ...
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Journal of Natural Products

Wol. 47, No. 6

ALKALOIDS FROM LINDERA GLAUCA, LINDERA ERYTHROCARPA, AND LlNDERA CITRIODORA M u m u o KOZUKA,. MASAHIKOSHIBAKAWA,KATSUMIYOSHIMURA,KAZUKOYOKOYAMA, NOBUKOFUJIWARA,KIYOEMIYAJI,and TOKUNOSUKE SAWADA

Kyoto Pharmareutical University, Misasagi, Yamashina-ku, Kyoto 607,Japan As part of our continuing search for alkaloids of Lauraceous plants (1, 2) from chemotaxonornical interests, we report here the isolation and identification of two aporphine and two l-benzyl-tetrahydroisoquinoline alkaloids listed in Table 1, from Lindera glauca (Sieb. et Zucc.) Blurne, Lindera erythrocatpa Makino, and Lindera citriodwa (Sieb. et Zucc.) Hernsl. Full details of the isolation and identification of the compounds are available on request to the senior author. TABLE1. Compound

Identification

Laurotetanine

rnp, ir, 'H-nmr, uv, [a)n co-tlc by preparing N methyl derivative (rnrnp, ir, 'H-nmr)

N-Methyllaurotetanine

rnrnp, ir, 'H-nrnr, uv, co-tlc perchlorate (rnrnp, ir, uv, [a)D,co-tlc) rnrnp, ir, uv, rns, [ c t ) ~ , co-tlc by preparing Nmethyl derivative (ir, co-tlc)

(+)-Reticdine

. . .

(+)-Norcinnamolaurine

_-

Alkaloids from Lindera spp.

.

Occurrence

Reference

L. glauca (root, bark) L . erythrocatpa (root) L. citriodwa (root, bark) L. erythrocatpa (root) L. glauca (root) L. glauca (bark)

ACKNOWLEDGMENTS W e wish to thank Mr. C. Hayashi, Head of Kobe Municipal Arboretum, for providing and identifying the plant materials (L.glaucu and L. erythrocatpa)and Dr. E. Gellert, Professor ofthe University of New South Wales, for the authentic samples of (+)-norcinnamolaurine and (-)-cinnamolaurine. LITERATURE CITED 1. 2. 3.

4.

M. Tornita, T. Sawada, M. Kozuka, D. Hamano, and K. Yoshimura, Yakugaku zasshi, 89, 737 (1969), and references cited therein. M. Tomita and M. Kozuka, Yakugaku Zassbi, 84, 362 (1964). M. Tornita, S.T. Lu, P.K. Lan, and F.M. Lin, Yakugaku Zasshi, 8 5 , 593 (1965). E. Gellert and R.E. Summons, A w ~J. . C h . , 23,2095 (1970).

Received 29 June I984