Publication Cover
Natural Product Research
Formerly Natural Product Letters
Volume 34, 2020 - Issue 12
220
Views
16
CrossRef citations to date
0
Altmetric
Research Articles

New 2-(2-phenylethyl)chromone derivatives from agarwood and their inhibitory effects on tumor cells

, , , , , & show all
Pages 1721-1727 | Received 31 Jul 2018, Accepted 20 Sep 2018, Published online: 22 Dec 2018

References

  • Chen D, Xu ZR, Chai XY, Zeng KW, Jia YX, Bi D, Ma ZZ, Tu PF. 2012. Nine 2-(2-phenylethyl)chromone derivatives from the resinous wood of Aquilaria sinensis and their inhibition of LPS-induced NO production in RAW 264.7 Cells. Eur J Org Chem. 27:5389–5397.
  • Gao XX, Xie MR, Liu SF, Guo XL, Chen XY, Zhong ZJ, Wang L, Zhang WM. 2014. Chromatographic fingerprint analysis of metabolites in natural and artificial agarwood using gas chromatography-mass spectrometry combined with chemometric methods. J Chromatogr B. 967:264–273.
  • Gao YH, Liu JM, Lu HX, Wei ZX. 2012. Two new 2-(2-phenylethyl)chromen-4-ones from Aquilaria sinensis (Lour. ) Gilg. Helv Chim Acta. 95:951–954.
  • Hashimoto K, Nakahara S, Inoue T, Sumida Y, Takahashi M, Masada Y. 1985. A new chromone from agarwood and pyrolysis products of chromone derivatives. Chem Pharm Bull. 33:5088–5091.
  • Huo HX, Zhu ZX, Song YL, Shi SP, Sun J, Sun H, Zhao YF, Zheng J, Ferreira D, Zjawiony JK, Tu PF. 2018. Anti-inflammatory dimeric 2-(2-phenylethyl)chromones from the resinous wood of Aquilaria sinensis. J Nat Prod. 81:543–553.
  • Ibrahim SR, Mohamed GA. 2015. Natural occurring 2-(2-phenylethyl)chromones, structure elucidation and biological activities. Nat Prod Res. 29:1489–1520.
  • Konishi T, Konoshima T, Shimada Y, Kiyosawa S. 2002. Six new 2-(2-phenylethyl)chromones from agarwood. Chem Pharm Bull. 50:419–422.
  • Liao G, Mei WL, Dong WH, Li W, Wang P, Kong FD, Gai CJ, Song XQ, Dai HF. 2016. 2-(2-Phenylethyl)chromone derivatives in artificial agarwood from Aquilaria sinensis. Fitoterapia. 110:38–43.
  • Liao G, Mei WL, Kong FD, Li W, Yuan JZ, Dai HF. 2017. 5,6,7,8-tetrahydro-2-(2-phenylethyl)chromones from artificial agarwood of Aquilaria sinensis and their inhibitory activity against acetylcholinesterase. Phytochemistry. 139:98–108.
  • Liao WL, Dong WH, Kong FD, Wang P, Wang H, Mei WL, Dai HF. 2016. Sesquiterpenoids from Chinese agarwood induced by artificial holing. Molecules. 21:274–281.
  • Liu HX, Tan HB, Chen YC, Li SN, Li HH, Zhang WM. 2017. Secondary metabolites from the Colletotrichum gloeosporioides A12, an endophytic fungus derived from Aquilaria sinensis. Nat Prod Res. 32(19):2360–2365. doi.org/10.1080/14786419.2017.1410810.
  • Liu YY, Chen DL, Wei JH, Feng J, Zhang Z, Yang Y, Zheng W. 2016. Four new 2-(2-phenylethyl)chromone derivatives from Chinese agarwood produced via the whole-tree agarwood-inducing technique. Molecules. 21:1433–1440.
  • Liu YY, Chen HQ, Yang Y, Zhang Z, Wei JH, Meng H, Chen WP, Feng JD, Gan BC, Chen XY, Gao ZH, Huang JQ, Chen B, Chen HJ. 2013. Whole-tree agarwood-inducing technique: An efficient novel technique for producing high-quality agarwood in cultivated Aquilaria sinensis trees. Molecules. 18:3086–3106.
  • Ueda JY, Imamura L, Tezuka Y, Tran QL, Tsuda M, Kadota S. 2006. New sesquiterpene from vietnamese agarwood and its induction effect on brain-derived neurotrophic factor mRNA expression in vitro. Bioorg Med Chem. 14:3571–3574.
  • Wei JH, Yang Y, Zhang Z, Meng H, Feng JD, Gan BC, inventors. 2010, February 01. Infusion set for producing agarwood and production method of agarwood. China patent CN 101755629A.
  • Wei JH, Zhang Z, Yang Y, Meng H, Gao ZH, Xu YH, Zhang XL, Liu YY, Chen XY, Chen WP, Feng JD, Chen HQ, inventors. 2012 Feb 24. Infusion set for producing agarwood and production method of agarwood. Patent Cooperation Treaty PCT/CN2012/071599.
  • Wu B, Lee JG, Lim CJ, Jia SD, Kwon SW, Hwang GS, Park JH. 2012. Sesquiterpenoids and 2-(2-phenylethyl)-4H-chromen-4-one (=2-(2-phenylethyl)-4H-1-benzopyran-4-one) derivatives from Aquilaria malaccensis agarwood. Helv Chim Acta. 95:636–642.
  • Yang DL, Mei WL, Zeng YB, Guo ZK, Zhao YX, Wang H, Zuo WJ, Dong WH, Wang, QH, Dai, HF. 2013. 2-(2-Phenylethyl)chromone derivatives in Chinese agarwood “Qi-Nan” from Aquilaria sinensis. Planta Med. 79:1329–1334.
  • Yang DL, Wang H, Guo ZK, Dong WH, Mei WL, Dai HF. 2014. A new 2-(2-phenylethyl)chromone derivative in Chinese agarwood ‘Qi-Nan’ from Aquilaria sinensis. J Asian Nat Prod Res. 7:770–776.
  • Yang DL, Wang H, Guo ZK, Li W, Mei WL, Dai HF. 2014. Fragrant agarofuran and eremophilane sesquiterpenes in agarwood ‘Qi-Nan’ from Aquilaria sinensis. Phytochem Lett. 8:121–125.
  • Yang L, Qiao L, Xie D, Yuan YH, Chen NH, Dai JG, Guo SX. 2012. 2-(2-Phenylethyl)chromones from Chinese eaglewood. Phytochemistry. 76:92–97.
  • Zhang XL, Liu YY, Wei, JH, Yang Y, Zhang Z, Huang JQ, Chen HQ, Liu YJ. 2012. Production of high-quality agarwood in Aquilaria sinensis trees via whole-tree agarwood-induction technology. Chin Chem Lett. 23:727–730.
  • Zhao H, Peng QH, Han ZZ, Yang L, Wang ZT. 2016. Three new sesquiterpenoids and one new sesquiterpenoid derivative from Chinese eaglewood. Molecules. 21:281–288.
  • Zhao L, Li W, Zhou YX, Zhang Y, Huang SL, Xu XF, Li ZY, Guo QL. 2015. The overexpression and nuclear translocation of Trx-1 during hypoxia confers on HepG2 cells resistance to DDP, and GL-V9 reverses the resistance by suppressing the Trx-1/Ref-1 axis. Free Radical Bio Med. 82:29–41.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.