Planta Med 2005; 71(4): 344-348
DOI: 10.1055/s-2005-864101
Original Paper
Natural Product Chemistry
© Georg Thieme Verlag KG Stuttgart · New York

New Phenylpropane and Anti-inflammatory Diterpene Derivatives from Amentotaxus formosana

Li-Wen Wang1 , Huey-Jen Su2 , Shiow-Hwa Day3 , Lo-Ti Tsao4 , Sheng-Zehn Yang5 , Jih-Pyang Wang4 , Chun-Nan Lin1
  • 1School of Pharmacy, Kaohsiung Medical University, Kaohsiung, Taiwan, Republic of China
  • 2Department of Nursing, Mei-Ho Institute of Technology, Pintung Hsien, Taiwan, Republic of China
  • 3Ta-Jen Institute of Technology, Pintung Hsien, Taiwan, Republic of China
  • 4Department of Education and Research, Taichung Veterans General Hospital, Taiwan, Republic of China
  • 5Department of Forest Resource, Management and Technology, National Pintung University of Science and Technology, Pintung Hsien, Taiwan, Republic of China
Further Information

Publication History

Received: June 22, 2004

Accepted: October 30, 2004

Publication Date:
27 April 2005 (online)

Abstract

One new diterpene, 8(14),15-sandaracopimaradiene-2α,3β,18-triol (1), two new phenylpropane derivatives, i. e., (E)-methyl 2-(3,4-methylene-dioxyphenyl)-3-methoxypropenoate (2) and (E)-2-(3,4-methylene-dioxyphenyl)-3-methoxypropenoic acid (3), and two known diterpenes, ent-8(14),15-sandaracopimaradiene-2α,18-diol (4) and 8(14),15-sandaracopimaradiene-2α,18, 19-triol (5), were isolated from the heartwoods and barks of Amentotaxus formosana, respectively. The anti-inflammatory activity of the diterpenes 1, 4, and 5 was assessed in vitro by determining their inhibitory effects on the chemical mediators released from mast cells, neutrophils, macrophages, and microglial cells. Compounds 1, 4, and 5 showed significant concentration-dependent inhibitory effects on the release of β-glucuronidase from rat neutrophils in response to formyl-Met-Leu-Phe/cytochalasin B (fMLP/CB) with IC50 values of 5.5 ± 1.8, 8.4 ± 2.9 and 19.2 ± 3.3 μM, respectively. Compounds 1 and 5 also showed significant concentration-dependent inhibitory effects on superoxide anion generation in rat neutrophils stimulated with fMLP/CB and phorbol 12-myristate 13-acetate (PMA) with IC50 values of 12.6 ± 1.2 and 9.4 ± 1.7, and 10.7 ± 3.3 and 12.9 ± 0.9 μM, respectively.

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Prof. Chun-Nan Lin

School of Pharmacy

Kaohsiung Medical University

Kaohsiung 807

Taiwan

Republic of China

Phone: +886-7-312-1101∼9 ext 2163.

Fax: +886-7-556-2365

Email: lincna@cc.kmu.edu.tw