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Planta Med 2009; 75(10): 1146-1151
DOI: 10.1055/s-0029-1185512
Natural Product Chemistry
Original Paper
© Georg Thieme Verlag KG Stuttgart · New York

New Benzamide Derivatives and NO Production Inhibitory Compounds from Limonia acidissima

Ki Hyun Kim1 , Il Kyun Lee1 , Kyung Ran Kim1 , Sang Keun Ha2 , Sun Yeou Kim2 , Kang Ro Lee1
  • 1Natural Products Laboratory, College of Pharmacy, Sungkyunkwan University, Suwon, Korea
  • 2Graduate School of East-West Medical Science, Kyung Hee University, Yongin-City, Kyungki-Do, Korea
Further Information

Publication History

received July 9, 2008 revised January 12, 2009

accepted February 17, 2009

Publication Date:
02 April 2009 (online)

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Abstract

Three new benzamide derivatives, N-{[p-(3,7-dimethyl-6R,7-dihydroxy-4R-octadecanoyloxy-2-octenyloxy)phenyl]ethyl} benzamide (1), N-{[p-(3,7-dimethyl-6R,7-dihydroxy-4R-9′′′(E)-octadecenoyloxy-2-octenyloxy)phenyl]ethyl} benzamide (2), and N-{[p-(3,7-dimethyl-6R,7-epoxy-4R-9′′′(E)-octadecenoyloxy-2-octenyloxy)phenyl]ethyl} benzamide (3), together with 10 known compounds (4–13), were isolated from the bark of Limonia acidissima. The structures of these new compounds were determined through spectral analyses, including extensive 2D NMR data. Among the isolates, 13α,14β,17α-lanosta-7,9,24-triene-3β,16α-diol (8), 4-methoxy-1-methyl-2(1H)-quinolinone (10), and 13α,14β,17α-lanosta-7,24-diene-3β,11β,16α-triol (13) potently inhibited nitric oxide (NO) production in microglia cells.

Key words

Limonia acidissima - Rutaceae - benzamide derivative - NO production inhibitory activity

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Prof. Dr. Kang Ro Lee

Natural Products Laboratory
College of Pharmacy
Sungkyunkwan University

300 Chonchon-dong

Jangan-ku, Suwon 440–746

Korea

Phone: + 82 3 12 90 77 10

Fax: + 82 3 12 92 88 00

Email: krlee@skku.ac.kr