Megathyrin B: A Cytotoxic Diterpene from Isodon megathyrsus

Sheng-Xiang Qiu; Han-Dong Sun; Emil Lobkovsky; Heebyung Chai; Jon Clardy; Norman R. Farnsworth; John M. Pezzuto; Harry H. S. Fong

doi:10.1055/s-2006-957567

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Planta Med 1998; 64(8): 728-731
DOI: 10.1055/s-2006-957567

Papers

Natural Product Chemistry
© Georg Thieme Verlag Stuttgart · New York

Megathyrin B: A Cytotoxic Diterpene from Isodon megathyrsus

Sheng-Xiang Qiu¹ , Han-Dong Sun² , Emil Lobkovsky³ , Heebyung Chai¹ , Jon Clardy³ , Norman R. Farnsworth¹ , John M. Pezzuto¹ , Harry H. S. Fong¹

¹Program for Collaborative Research in the Pharmaceutical Sciences, College of Pharmacy, University of Illinois at Chicago, Chicago, USA
²Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, People's Republic of China
³Baker Laboratory, Chemistry Department, Cornell University, Ithaca, USA

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Publication History

1998

1998

Publication Date:
04 January 2007 (online)

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Abstract

From the leaves of Isodon megathyrsus, a novel ent-kaurene diterpene, megathyrin B, was isolated and its structure determined as 1α,7β,11β,15β-tetrahydroxy-ent-7α,20-epoxy-kaur-16-ene by ID- and 2D-NMR spectral analysis. Additionally, its stereochemistry was unambiguously assigned by X-ray crystallography. This compound was cytotoxic to the KB and KB-V cell lines.

Key words

Isodon megathyrsus - Labiatae - Leaves - ent-kaurene diterpene - human cancer lines - cytotoxic activity - 2D-NMR techniques - X-ray crystallography - megathyrin B - electrospray LC/MS