Rearranged abietane diterpenoids from the roots of Clerodendrum trichotomum and their cytotoxicities against human tumor cells

Abstract

The roots of the medicinal ornamental plant Clerodendrum trichotomum yielded a series of rearranged abietane diterpenoids, including three 17(15→16)-abeo-abietane (1-3) and three 17(15→16),18(4→3)-diabeo-abietane (4-6) derivatives. Their structures were elucidated by means of spectroscopic methods. The absolute configuration of (10R,16R)-12,16-epoxy-11,14,17-trihydroxy-6-methoxy-17(15→16)-abieta-5,8,11,13-tetraene-7-one (1) was deduced by a combination of single crystal X-ray diffraction analysis and the observed Cotton effects in its circular dichroism (CD) spectrum. All isolates were tested for their cytotoxicities against five human cancer cell lines (BGC-823, Huh-7, KB, KE-97, and Jurkat). Among them, compounds 4, 6, 9, 10, 12, and 14, each possessing a common 17(15→16),18(4→3)-diabeo-abietane framework, were found to have remarkable cytotoxic effects with IC50 values ranging from 0.83 to 50.99 μM.