Coumarins and Carbazoles from Clausena excavata Exhibited Antimycobacterial and Antifungal Activities

Arunrat Sunthitikawinsakul; Ngampong Kongkathip; Boonsong Kongkathip; Sida Phonnakhu; John W. Daly; Thomas F. Spande; Yuth Nimit; Sasarose Rochanaruangrai

doi:10.1055/s-2003-37716

Planta Med 2003; 69(2): 155-157
DOI: 10.1055/s-2003-37716

Letter

Coumarins and Carbazoles from Clausena excavata Exhibited Antimycobacterial and Antifungal Activities

Arunrat Sunthitikawinsakul¹ , Ngampong Kongkathip¹ , Boonsong Kongkathip¹ , Sida Phonnakhu¹ , John W. Daly² , Thomas F. Spande² , Yuth Nimit³ , Sasarose Rochanaruangrai⁴

¹Natural Product and Organic Synthesis Research Unit (NPOS), Department of Chemistry, Faculty of Science, Kasetsart University, Bangkok, Thailand
²Laboratory of Bioorganic Chemistry, NIDDK, NIH, Bethesda, Maryland, USA
³Office of National Advisory Council, NIH, Bethesda, Maryland, USA
⁴National Center for Genetic Engineering and Biotechnology, NSTDA, 73/1, Bangkok, Thailand

Abstract

Four known coumarins, dentatin (1), nor-dentatin (2), clausenidin (3) and xanthoxyletin (5), and six known carbazole derivatives, 3-formylcarbazole (6), mukonal (7), 3-methoxycarbonylcarbazole (8), murrayanine (9), 2-hydroxy-3-formyl-7-methoxycarbazole (10) and clauszoline J (11) were isolated from Clausena excavata. Compounds 1 and 6 were first isolated from the crude chloroform extract of the rhizomes. Compounds 1, 2, 3, 6, 7, 8, 10 and 11 showed antimycobacterial activity at a minimum inhibitory concentration (MIC) of 50, 100, 200, 100, 200, 50, 100 and 100 μg/mL, respectively. O-Methylated clausenidin (4), prepared from 3, exhibited antimycobacterial activity at MIC 50 μg/mL. Compounds 6, 7, 8 and 10 showed antifungal activity with IC₅₀ values of 13.6, 29.3, 9.5 and 2.8 μg/mL, respectively. All compounds demonstrated no cytotoxicity against KB and BC-1 cell lines.

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Associate Professor Dr. Ngampong Kongkathip

Department of Chemistry

Faculty of Science

Kasetsart University

Chatujak

Bangkok 10900

Thailand

Email: fscinpk@ku.ac.th

Fax: +66-2-5793955