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Structure–activity relationships of eight ent-kaurene diterpenoids from three Isodon plants

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Abstract

Eight ent-kaurene diterpenoids were isolated from three Isodon plants, Isodon excisoides (Sun ex C. H. Hu) C. Y. Wu et H. W. Li, Isodon weisiensis C. Y. Wu, and Isodon racemosa (Hemsl.) Hara. Their cytotoxicities were tested by SRB assay against four human tumor cell lines, HepG2, Tb, HO-8910 and SGC-7901. The DNA damage degrees on their Hep G2 cells were evaluated by Comet assay. The results showed that ent-kaurene diterpenoids were selectively toxic against these four tumor cell lines. Weisiensic C had the lowest cytotoxicity against four cell lines and degree of DNA damage on the Hep G2 cell line. Leukamenin E and Glaucocalyxin A had similar IC50 values and also induced a similar degree of DNA damage. The cytotoxicity and degree of DNA damage of eight ent-kaurene diterpenoids on Hep G2 was in the order Leukamenin E > Glaucocalyxin A > Wangzaozin A > Kamebanin > Macrocalyxin D > Weisiensin B > Excisanin K > Weisiensic C. The structure–activity relationships indicated that there was some correlation between the substituents and their structures of ent-kaurene diterpenoids and their activities on Hep G2 cells.

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Acknowledgments

This research was supported by the Key (Key grant) Project of Chinese Ministry of Education (208147), the Research Foundation of Education Department of Gansu Province (0601-27), the National Natural Science Foundation of China (No-30960464) and the Foundation of the Innovation Project Council of Northwest Normal University (NWNU-KJCXGC-03–65).

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Correspondence to Lan Ding.

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Ding, L., Hou, Q., Zhou, Q. et al. Structure–activity relationships of eight ent-kaurene diterpenoids from three Isodon plants. Res Chem Intermed 36, 443–452 (2010). https://doi.org/10.1007/s11164-010-0144-3

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