Three New Taxoids from the Seeds of Japanese Yew, Taxus cuspidata

Qing-wen Shi; Takayuki Oritani; Ding Zhao; Ryo Murakami; Takashi Oritani

doi:10.1055/s-2000-8565

Planta Medica, Table of Contents

Planta Med 2000; 66(3): 294-299
DOI: 10.1055/s-2000-8565

Letter

Georg Thieme Verlag Stuttgart · New York

Three New Taxoids from the Seeds of Japanese Yew, Taxus cuspidata [*]

Qing-wen Shi^{1, 2} , Takayuki Oritani^1,* , Ding Zhao² , Ryo Murakami³ , Takashi Oritani⁴

¹ Laboratory of Applied Bioorganic Chemistry, Division of Life Science, Graduate School of Agricultural Science, Tohoku University, Sendai, Japan
² Department of Chemistry of Medicinal Natural Products, Faculty of Pharmaceutical Sciences, Hebei Medical University, Shijiazhuang, P. R. China
³ Institute of Molecular and Cellular Biosciences, The University of Tokyo, Tokyo, Japan
⁴ Junior College, Toyama Prefectural University, Kosugi Machi, Toyama, Japan

Abstract

Five taxane diterpenoids were isolated from the seeds of the Japanese yew, Taxus cuspidata Sieb. et Zucc. The structures were established as 2α,7β,13α-triacetoxy-5α-(3′-dimethylamino-3′-phenyl)-propionyloxy-2(3→20)-aboe-taxa-9,10-dione (1) and 2α,7β,9α,10β-tetraacetoxy-5α-[(2R,3S),N,N-dimethyl-3-phenylisoseryloxy]-taxa-4(20),11-dien-13-one (2), 2α, 9α, 10β-triacetoxy-5α-cinnamoxy-taxa-4(20),11-diene-13α-ol (3), taxezopidine J (4), and taxuspine D (5) on the basis of 1D, 2D NMR, and MS spectral analysis. Compounds 1, 2, and 3 are new compounds.

Full Text

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1 * This paper is dedicated to memory of the late associate professor T. Sugiyama, deceased on September 5, 1999.

Prof. Dr. Takayuki Oritani

Laboratory of Applied Bioorganic Chemistry Division of Life Science Graduate School of Agricultural Science Tohoku University

1-1 Tsutsumidori-Amamiya, Aoba-ku

Sendai 981-8555

Japan

Email: shi@biochem.tohoku.ac.jp

Phone: & +81-22-717-8783