Three New Cytotoxic ent-Kaurane Diterpenes from Isodon excisoides

Molecules

Li-Ping Dai²  Chun Li³  Han-Ze Yang¹  Yan-Qing Lu²  Hong-Yan Yu⁴  Hui-Min Gao³  Zhi-Min Wang³ 

[1] Institute of Materia Medica, Chinese Academy of Medical Sciences & Peking Union Medical College, Beijing 100500, China; E-Mail:;School of pharmacy, Henan University of Traditional Chinese Medicine, Zhengzhou 450046, China; E-Mails:;Institute of Chinese Materia Medica, China Academy of Chinese Medical Sciences, Beijing 100700, China; E-Mails:;Henan Province Hospital of TCM, Zhengzhou 450002, China; E-Mail:

关键词: Isodon excisoides;    ent-kaurane diterpene;    cytotoxic activity;    structure-activity relationship;   

DOI  :  10.3390/molecules200917544

来源: mdpi

【 摘 要 】

Three types of ent-kaurane diterpenoids were isolated from the aerial parts of Isodon excisoides, including three new diterpenoids, 1α,7α,14β-trihydroxy-20-acetoxy-ent-kaur-15-one (1); 1α,7α,14β,18-tetrahydroxy-20-acetoxy-ent-kaur-15-one (2); and 1α-acetoxy-14β-hydroxy-7α,20-epoxy-ent-kaur-16-en-15-one (3); together with six known diterpenes henryin (4); kamebanin (5); reniformin C (6); kamebacetal A (7); kamebacetal B (8); and oridonin (9). The structures of the isolated compounds were elucidated by means of nuclear magnetic resonance spectroscopy and high-resolution mass spectrometry in conjunction with published data for their analogs, as well as their fragmentation patterns. Compounds 5 and 9 were isolated from Isodon excisoides for the first time. To explore the structure-activity relationships of the isolated compounds, they were tested for their cytotoxic effects against five human cancer cell lines: HCT-116, HepG2, A2780, NCI-H1650, and BGC-823. Most of the isolated compounds showed certain cytotoxic activity against the five cancer cell lines with IC₅₀ values ranging from 1.09–8.53 µM. Among the tested compounds, compound 4 exhibited the strongest cytotoxic activity in the tested cell lines, with IC₅₀ values ranging from 1.31–2.07 µM. Compounds 1, 6, and 7 exhibited selective cytotoxic activity.

【 授权许可】

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