Novel hybrids of natural β-elemene bearing isopropanolamine moieties: synthesis, enhanced anticancer profile, and improved aqueous solubility
A series of novel β-elemene isopropanolamine derivatives were synthesized and evaluated for their antitumor activity. The results indicated that all of the compounds showed stronger antiproliferative activities than β-elemene as well as improved aqueous solubility. In particular dimer 6q showed the...
| Main Authors: | , , , , , , , |
|---|---|
| Format: | Article |
| Published: |
Elsevier
2017
|
| Subjects: | |
| Online Access: | https://eprints.nottingham.ac.uk/43894/ |
| _version_ | 1848796790343598080 |
|---|---|
| author | Chen, Jichao Wang, Tianyu Xu, Shengtao Aijun, Lin Yao, Hequan Xie, Weijia Zhu, Zheying Xu, Jinyi |
| author_facet | Chen, Jichao Wang, Tianyu Xu, Shengtao Aijun, Lin Yao, Hequan Xie, Weijia Zhu, Zheying Xu, Jinyi |
| author_sort | Chen, Jichao |
| building | Nottingham Research Data Repository |
| collection | Online Access |
| description | A series of novel β-elemene isopropanolamine derivatives were synthesized and evaluated for their antitumor activity. The results indicated that all of the compounds showed stronger antiproliferative activities than β-elemene as well as improved aqueous solubility. In particular dimer 6q showed the strongest cytotoxicity against four tumor cell lines (SGC-7901, HeLa, U87 and A549) with IC50 values ranging from 4.37 to 10.20 μM. Moreover, combination of 6q with cisplatin exhibited a synergistic effect on these cell lines with IC50 values ranging from 1.21 to 2.94 μM, and reversed the resistance of A549/DPP cells with an IC50 value of 2.52 μM. The mechanism study revealed that 6q caused cell cycle arrest at the G2 phase and induced apoptosis of SGC-7901 cells through a mitochondrial-dependent apoptotic pathway. Further in vivo study in H22 liver cancer xenograft mouse model validated the antitumor activity of 6q with a tumor inhibitory ratio (TIR) of 60.3%, which was higher than that of β-elemene (TIR, 49.1%) at a dose of 60 mg/kg. Altogether, the potent antitumor activity of 6qin vitro and in vivo warranted further preclinical investigation for potential anticancer chemotherapy. |
| first_indexed | 2025-11-14T19:53:35Z |
| format | Article |
| id | nottingham-43894 |
| institution | University of Nottingham Malaysia Campus |
| institution_category | Local University |
| last_indexed | 2025-11-14T19:53:35Z |
| publishDate | 2017 |
| publisher | Elsevier |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | nottingham-438942020-05-04T19:56:28Z https://eprints.nottingham.ac.uk/43894/ Novel hybrids of natural β-elemene bearing isopropanolamine moieties: synthesis, enhanced anticancer profile, and improved aqueous solubility Chen, Jichao Wang, Tianyu Xu, Shengtao Aijun, Lin Yao, Hequan Xie, Weijia Zhu, Zheying Xu, Jinyi A series of novel β-elemene isopropanolamine derivatives were synthesized and evaluated for their antitumor activity. The results indicated that all of the compounds showed stronger antiproliferative activities than β-elemene as well as improved aqueous solubility. In particular dimer 6q showed the strongest cytotoxicity against four tumor cell lines (SGC-7901, HeLa, U87 and A549) with IC50 values ranging from 4.37 to 10.20 μM. Moreover, combination of 6q with cisplatin exhibited a synergistic effect on these cell lines with IC50 values ranging from 1.21 to 2.94 μM, and reversed the resistance of A549/DPP cells with an IC50 value of 2.52 μM. The mechanism study revealed that 6q caused cell cycle arrest at the G2 phase and induced apoptosis of SGC-7901 cells through a mitochondrial-dependent apoptotic pathway. Further in vivo study in H22 liver cancer xenograft mouse model validated the antitumor activity of 6q with a tumor inhibitory ratio (TIR) of 60.3%, which was higher than that of β-elemene (TIR, 49.1%) at a dose of 60 mg/kg. Altogether, the potent antitumor activity of 6qin vitro and in vivo warranted further preclinical investigation for potential anticancer chemotherapy. Elsevier 2017-07 Article PeerReviewed Chen, Jichao, Wang, Tianyu, Xu, Shengtao, Aijun, Lin, Yao, Hequan, Xie, Weijia, Zhu, Zheying and Xu, Jinyi (2017) Novel hybrids of natural β-elemene bearing isopropanolamine moieties: synthesis, enhanced anticancer profile, and improved aqueous solubility. Fitoterapia, 120 . pp. 127-125. ISSN 1873-6971 β-Elemene; Isopropanolamine; Dimer; Antitumor activity; Aqueous solubility http://www.sciencedirect.com/science/article/pii/S0367326X17301429 doi:10.1016/j.fitote.2017.05.002 doi:10.1016/j.fitote.2017.05.002 |
| spellingShingle | β-Elemene; Isopropanolamine; Dimer; Antitumor activity; Aqueous solubility Chen, Jichao Wang, Tianyu Xu, Shengtao Aijun, Lin Yao, Hequan Xie, Weijia Zhu, Zheying Xu, Jinyi Novel hybrids of natural β-elemene bearing isopropanolamine moieties: synthesis, enhanced anticancer profile, and improved aqueous solubility |
| title | Novel hybrids of natural β-elemene bearing isopropanolamine
moieties: synthesis, enhanced anticancer profile, and improved aqueous solubility |
| title_full | Novel hybrids of natural β-elemene bearing isopropanolamine
moieties: synthesis, enhanced anticancer profile, and improved aqueous solubility |
| title_fullStr | Novel hybrids of natural β-elemene bearing isopropanolamine
moieties: synthesis, enhanced anticancer profile, and improved aqueous solubility |
| title_full_unstemmed | Novel hybrids of natural β-elemene bearing isopropanolamine
moieties: synthesis, enhanced anticancer profile, and improved aqueous solubility |
| title_short | Novel hybrids of natural β-elemene bearing isopropanolamine
moieties: synthesis, enhanced anticancer profile, and improved aqueous solubility |
| title_sort | novel hybrids of natural β-elemene bearing isopropanolamine
moieties: synthesis, enhanced anticancer profile, and improved aqueous solubility |
| topic | β-Elemene; Isopropanolamine; Dimer; Antitumor activity; Aqueous solubility |
| url | https://eprints.nottingham.ac.uk/43894/ https://eprints.nottingham.ac.uk/43894/ https://eprints.nottingham.ac.uk/43894/ |