Cytotoxic and Apoptosis-inducing Activities of Taraxastane-type Triterpenoid Derivatives in Human Cancer Cell Lines

• Published in: Chemistry & biodiversity Vol. 13; no. 8; pp. 1018 - 1029
• Main Authors: Ukiya, Motohiko, Ohkubo, Chika, Kurita, Masahiro, Fukatsu, Makoto, Suzuki, Takashi, Akihisa, Toshihiro
• Format: Journal Article
• Language: English
• Published: Switzerland Blackwell Publishing Ltd 01-08-2016; Wiley Subscription Services, Inc
• Subjects: Amino acid conjugate; Antineoplastic Agents - chemical synthesis; Antineoplastic Agents - chemistry; Antineoplastic Agents - pharmacology; Apoptosis - drug effects; Apoptosis-inducing activity; Cell Line, Tumor; Cell Proliferation - drug effects; Cytotoxic activity; Dose-Response Relationship, Drug; Drug Screening Assays, Antitumor; Faradiol; Humans; Molecular Conformation; Structure-Activity Relationship; Taraxastane triterpenoid derivative; Triterpenes - chemical synthesis; Triterpenes - chemistry; Triterpenes - pharmacology; Faradiol; Apoptosis-inducing activity; Taraxastane triterpenoid derivative; Amino acid conjugate; Cytotoxic activity
• ISSN: 1612-1872; 1612-1880
• DOI: 10.1002/cbdv.201500356

Twenty‐eight taraxastane‐type triterpenoid derivatives 4 – 31 were prepared from the naturally occurring triterpenoids faradiol (1) and heliantriol C (3). The cytotoxic activities of these compounds and arnidiol (2) were evaluated in leukemia (HL60), lung (A549), duodenal (AZ521), and breast (SK‐BR‐3) cancer cell lines. 21‐Oxoarnidiol (18) and faradiol 3,16‐di‐O‐l‐alaninate (31) exhibited potent cytotoxicity, with 50% inhibitory concentrations of 0.5 – 2.7 μm. In particular, flow cytometric analysis indicated that compound 31 induced typical apoptotic cell death in HL60 cells. These results suggested that taraxastane‐type triterpenoid derivatives might provide useful antitumor agents with apoptosis‐inducing activity.
Cytotoxic and Apoptosis‐inducing Activities of Taraxastane‐type Triterpenoid Derivatives in Human Cancer Cell Lines
M. Ukiya*, C. Ohkubo, M. Kurita, M. Fukatsu, T. Suzuki, T. Akihisa