Dihydro-β-agarofuran sesquiterpene polyesters isolated from the stems of Tripterygium regelii.
Twelve new dihydro-β-agarofuran polyesters, triptregelines A-J (1-3 and 5-11) and triptregelols A, B (4, 12), together with five known ones (13-17) were isolated from the stems of Tripterygium regelii. The structures were determined on the basis of extensive analysis of spectroscopic data (1D, 2D NMR, and UV etc.) and HRMS data. Cytotoxic effects of these compounds were evaluated against a pair of cancer cell lines, A549 and taxol-resistant A549T. Triptofordin B (14) showed cytotoxicity against both A549 and A549T cells with IC50 value of 21.2 and 10.8μM, respectively. In addition, triptregeline B (2), triptregeline C (3), triptregeline H (9) and 1α, 6β, 15-triacetoxy-8α-benzoyloxy-4β-hydroxy-9α-(3-nicotinoyloxy)-dihydro-β-agarofuran (17) exhibited weak cytotoxic effects on taxol-resistant A549T with IC50 values ranged from 29.4 to 54.4μM. The cytotoxic effect of triptofordin B (14) was much less than taxol with IC50 value of 0.08μM on A549 cancer cell.
State Key Laboratory of Quality Research in Chinese Medicine, Macau Institute for Applied Research in Medicine and Health, Macau University of Science and Technology, Taipa, Macau SAR, China.
Dongsheng
D
Fan
State Key Laboratory of Quality Research in Chinese Medicine, Macau Institute for Applied Research in Medicine and Health, Macau University of Science and Technology, Taipa, Macau SAR, China.
Guo-Yuan
GY
Zhu
State Key Laboratory of Quality Research in Chinese Medicine, Macau Institute for Applied Research in Medicine and Health, Macau University of Science and Technology, Taipa, Macau SAR, China.
Ming
M
Chen
State Key Laboratory of Quality Research in Chinese Medicine, Macau Institute for Applied Research in Medicine and Health, Macau University of Science and Technology, Taipa, Macau SAR, China.
Li-Min
LM
Xie
State Key Laboratory of Quality Research in Chinese Medicine, Macau Institute for Applied Research in Medicine and Health, Macau University of Science and Technology, Taipa, Macau SAR, China.
Zhi-Hong
ZH
Jiang
School of Pharmacy, Liaoning University of Traditional Chinese Medicine, Dalian 116600, China.
Liang
L
Xu
State Key Laboratory of Quality Research in Chinese Medicine, Macau Institute for Applied Research in Medicine and Health, Macau University of Science and Technology, Taipa, Macau SAR, China. Electronic address: lpbai@must.edu.mo.
Li-Ping
LP
Bai
D000072283:A549 Cells; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry* / Q000302:isolation & purification; D006801:Humans; D015394:Molecular Structure; D010936:Plant Extracts / Q000737:chemistry; D018547:Plant Stems / Q000737:chemistry; D011091:Polyesters / Q000737:chemistry* / Q000302:isolation & purification; D012717:Sesquiterpenes / Q000737:chemistry* / Q000302:isolation & purification; D029757:Tripterygium / Q000737:chemistry*
D000972:Antineoplastic Agents, Phytogenic; D010936:Plant Extracts; D011091:Polyesters; D012717:Sesquiterpenes; C079978:dihydroagarofuran
Cytotoxicity; Dihydro-β-agarofuran sesquiterpenes; Regelidine (PubChem CID: 13968328); Tripterygium regelii