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Paper | Special issue | Vol 61, No. 1, 2003, pp.183-187
Published online, 24th June, 2003
DOI: 10.3987/COM-03-S16
Chemical Constituents of Pterocaulon redolens

Mayuree Kanlayavattanakul, Nijsiri Ruangrungsi,* Toshiko Watanabe, and Tsutomu Ishikawa

*Graduate School of Pharmaceutical Science, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan

Abstract

Studies on the chemical constituents of the aerial parts of Pterocaulon redolens (Forst.f) F. Vill.(Asteraceae) resulted in the isolation of ten components: seven coumarins [5-methoxy-6,7-methylenedioxycoumarin (1), ayapin (2), puberulin (3), 5-methoxyscopoletin (4), 2’,3’-dihydroxypuberulin (5), isofraxidin (6), and 5-(2’,3’-dihydroxy-3’-methylbutyloxy)-6,7-methylenedioxycoumarin (7)] and three flavonoids [luteolin (8), tomentin (9), and chrysosplenol C (10)], among which 5 was firstly isolated as a natural product. The full 1H- and 13C-NMR spectral assignments for the isolated products, including revision of previous assignment in the literature are reported. Six coumarins (1-4, 6, and 7) and one flavonoid (8) displayed mild activity against Mycobacterium tuberculosis H37Ra. In addition, flavonoid (10) was firstly found to possess moderate cytotoxicity against breast cancer (BC) and human small cell lung cancer (NCI-H187) cell lines.