Skip to main content
Top
Published in: Journal of Natural Medicines 1/2019

01-01-2019 | Note

Two new oleanane derivatives from the fruits of Leonurus japonicus and their cytotoxic activities

Authors: Wenwen Peng, Guanghu Huo, Lixia Zheng, Zhonghua Xiong, Xugen Shi, Dayong Peng

Published in: Journal of Natural Medicines | Issue 1/2019

Login to get access

Abstract

Two new oleanane derivatives, leonuronins A and B (1 and 2), along with three known oleanane triterpenes (35) were isolated from the fruits of Leonurus japonicus. Their structures were elucidated on the basis of NMR, MS, IR and UV spectroscopic data. The new compounds were tested for cytotoxic activities against A549 and Hela cancer cell lines. Compounds 1 and 2 exhibited weak cytotoxicity with IC50 values ranging from 6.97 to 18.13 μM.
Literature
1.
go back to reference The Editorial Board of Flora of China (1977) Flora of China. Science Press, Beijing, pp 505–511 The Editorial Board of Flora of China (1977) Flora of China. Science Press, Beijing, pp 505–511
2.
go back to reference Hu SY (1976) A contribution to our knowledge of Leonurus L., I-mu-ts’ao, the Chinese motherwort. Am J Chin Med 4:219–237CrossRef Hu SY (1976) A contribution to our knowledge of Leonurus L., I-mu-ts’ao, the Chinese motherwort. Am J Chin Med 4:219–237CrossRef
3.
go back to reference Ye M, Xiong J, Zhu JJ, Hong JL, Zhao Y, Fan H, Yang GX, Xia G, Hu JF (2014) Leonurusoleanolides E–J, minor spirocyclic triterpenoids from Leonurus japonicus fruits. J Nat Prod 77:178–182CrossRef Ye M, Xiong J, Zhu JJ, Hong JL, Zhao Y, Fan H, Yang GX, Xia G, Hu JF (2014) Leonurusoleanolides E–J, minor spirocyclic triterpenoids from Leonurus japonicus fruits. J Nat Prod 77:178–182CrossRef
4.
go back to reference Liu Y, Kubo M, Fukuyama Y (2012) Spirocyclic nortriterpenoids with NGF-potentiating activity from the fruits of Leonurus heterophyllus. J Nat Prod 75:1353–1358CrossRef Liu Y, Kubo M, Fukuyama Y (2012) Spirocyclic nortriterpenoids with NGF-potentiating activity from the fruits of Leonurus heterophyllus. J Nat Prod 75:1353–1358CrossRef
5.
go back to reference Zheng YQ, Yan H, Han J, Tan NH (2012) A new C-28 nortriterpenoid from fruits of Leonurus japonicus. China J Chin Mater Med 37:2088–2091 Zheng YQ, Yan H, Han J, Tan NH (2012) A new C-28 nortriterpenoid from fruits of Leonurus japonicus. China J Chin Mater Med 37:2088–2091
6.
go back to reference Song YL, Wang YH, Lu Q, Qiao HJ, Cheng YX (2008) Triterpenoids from the edible leaves of Photinia serrulata. Helv Chim Acta 91:665–672CrossRef Song YL, Wang YH, Lu Q, Qiao HJ, Cheng YX (2008) Triterpenoids from the edible leaves of Photinia serrulata. Helv Chim Acta 91:665–672CrossRef
7.
go back to reference Wu ZF, Meng FC, Cao LJ, Jiang CH, Zhao MG, Shang XL, Fang SZ, Ye WC, Zhang QW, Zhang J, Yin ZQ (2017) Triterpenoids from Cyclocarya paliurus and their inhibitory effect on the secretion of apoliprotein B48 in Caco-2 cells. Phytochemistry 142:76–84CrossRef Wu ZF, Meng FC, Cao LJ, Jiang CH, Zhao MG, Shang XL, Fang SZ, Ye WC, Zhang QW, Zhang J, Yin ZQ (2017) Triterpenoids from Cyclocarya paliurus and their inhibitory effect on the secretion of apoliprotein B48 in Caco-2 cells. Phytochemistry 142:76–84CrossRef
8.
go back to reference Song B, Zhang QB, Wang MH, Tian XH, Sun HL, Zhang FB, Zou ZM, Ding G (2015) Chemical investigation of triterpenoids from Dichrocephala benthamii. China J Chin Mater Med 40:2144–2147 Song B, Zhang QB, Wang MH, Tian XH, Sun HL, Zhang FB, Zou ZM, Ding G (2015) Chemical investigation of triterpenoids from Dichrocephala benthamii. China J Chin Mater Med 40:2144–2147
9.
go back to reference Kim KH, Choi SU, Lee KR (2010) Bioactivity-guided isolation of cytotoxic triterpenoids from the trunk of Berberis koreana. Bioorg Med Chem Lett 20:1944–1947CrossRef Kim KH, Choi SU, Lee KR (2010) Bioactivity-guided isolation of cytotoxic triterpenoids from the trunk of Berberis koreana. Bioorg Med Chem Lett 20:1944–1947CrossRef
10.
go back to reference Lee CK (1998) Ursane triterpenoids from leaves of Melaleuca leucadendron. Phytochemistry 49:1119–1122CrossRef Lee CK (1998) Ursane triterpenoids from leaves of Melaleuca leucadendron. Phytochemistry 49:1119–1122CrossRef
11.
go back to reference Fourie TG, Snyckers FO (1989) A pentacyclic triterpene with anti-inflammatory and analgesic activity from the roots of Commiphora merkeri. J Nat Prod 51:1129–1131CrossRef Fourie TG, Snyckers FO (1989) A pentacyclic triterpene with anti-inflammatory and analgesic activity from the roots of Commiphora merkeri. J Nat Prod 51:1129–1131CrossRef
12.
go back to reference Peng WW, Zeng GZ, Song WW, Tan NH (2013) A new cytotoxic carbazole alkaloid and two new other alkaloids from Clausena excavata. Chem Biodivers 10:1317–1321CrossRef Peng WW, Zeng GZ, Song WW, Tan NH (2013) A new cytotoxic carbazole alkaloid and two new other alkaloids from Clausena excavata. Chem Biodivers 10:1317–1321CrossRef
Metadata
Title
Two new oleanane derivatives from the fruits of Leonurus japonicus and their cytotoxic activities
Authors
Wenwen Peng
Guanghu Huo
Lixia Zheng
Zhonghua Xiong
Xugen Shi
Dayong Peng
Publication date
01-01-2019
Publisher
Springer Singapore
Published in
Journal of Natural Medicines / Issue 1/2019
Print ISSN: 1340-3443
Electronic ISSN: 1861-0293
DOI
https://doi.org/10.1007/s11418-018-1244-4

Other articles of this Issue 1/2019

Journal of Natural Medicines 1/2019 Go to the issue