Citation:
Hua-Yi Jiang, Wei-Guang Wang, Min Zhou, Hai-Yan Wu, Rui Zhan, Xue Du, Jian-Xin Pu, Han-Dong Sun. 6,7-seco-ent-Kaurane diterpenoids from Isodon sculponeatus and their bioactivity[J]. Chinese Chemical Letters,
;2014, 25(4): 541-544.
doi:
10.1016/j.cclet.2014.01.041
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One new 6,7-seco-ent-kaurane diterpenoid, sculponin T (1), was isolated from the aerial parts of Isodon sculponeatus, along with four known analogs, sculponeatin J (2), sculponeatin K (3), sculponeatin C (4), and sculponeatin Q (5). Their structures were elucidated by extensive spectroscopic analysis and by comparison with data reported in the literature. Significant cytotoxic activity was observed for compound 2 against five human tumor cell lines with IC50 values ranging from 1.8 μmol/L to 3.3 μmol/L, and it also inhibited NO production in LPS-stimulated RAW264.7 cells, with IC50 value of 3.3 μmol/L.
-
-
-
[1]
[1] H.D. Sun, S.X. Huang, Q.B. Han, Diterpenoids from Isodon species and their biological activities, Nat. Prod. Rep. 23 (2006) 673-698.
-
[2]
[2] H.D. Sun, Y.L. Xu, B. Jiang, Diterpenoids from Isodon Species, Science Press, Beijing, 2001, p. 4.
-
[3]
[3] Compiling Groups of Compilation of Countrywide Herbal Medicine of China, Compilation of Countrywide Herbal Medicine of China, People's Medical Publishing House, Beijing, 1996, p. 853.
-
[4]
[4] Delectis Florae Reipublicae Popularis Sinicae Agendae Academiae Sinicae Edita, Flora Reipublicae Popularis Sinica, Science Press, Beijing, 1977, p. 504.
-
[5]
[5] X.R. Wang, Z.Q. Wang, J.G. Dong, A new diterpene from Huanghua-xiangchacai (Rabdosia sculponeata), Zhongcaoyao 13 (1982) 11-12.
-
[6]
[6] H.D. Sun, Z.W. Lin, Y.L. Xu, et al., Structures of sculponins A, B and C, three new diterpenoids having unique acetal structures from Rabdosia sculponeata, Heterocycles 24 (1986) 1-4.
-
[7]
[7] R.P. Zhang, H.J. Zhang, H.D. Sun, et al., Diterpenoids from Rabdosia sculponeata, Chin. Chem. Lett. 2 (1991) 293-296.
-
[8]
[8] M.H. Yang, Q.S. Zhao, H.D. Sun, et al., Studies on diterpenoids of Isodon sculponeata, Zhongcaoyao 32 (2001) 397-399.
-
[9]
[9] B. Jiang, H. Yang, H.D. Sun, et al., Two new ent-kauranoids from Isodon sculponeata, Chin. Chem. Lett. 13 (2002) 1083-1086.
-
[10]
[10] B. Jiang, S.X. Mei, H.D. Sun, et al., Diterpenoids from Isodon sculponeatus, Chin. J. Chem. 20 (2002) 887-890.
-
[11]
[11] B. Jiang, A.J. Hou, H.D. Sun, et al., Cytotoxic ent-kaurane diterpenoids from Isodon sculponeata, Planta Med. 68 (2002) 921-925.
-
[12]
[12] L.M. Li, G.Y. Li, H.D. Sun, et al., Sculponins A-C, three new 6,7-seco-ent-kauranoids from Isodon sculponeatus, Tetrahedron Lett. 48 (2007) 9100-9103.
-
[13]
[13] F. Wang, X.M. Li, J.K. Liu, New terpenoids from Isodon sculponeata, Chem. Pharm. Bull. 57 (2009) 525-527.
-
[14]
[14] (a) L.M. Li, G.Y. Li, H.D. Sun, et al., Ent-kaurane and cembrane diterpenoids from Isodon sculponeatus and their cytotoxicity, J. Nat. Prod. 72 (2009) 1851-1856; (b) L.M. Li, J.X. Pu, H.D. Sun, et al., A new phenylethanoid glycoside from Isodon sculponeatus, Chin. Chem. Lett. 22 (2011) 961-963.
-
[15]
[15] X. Li, J.X. Pu, H.D. Sun, et al., 6,7-seco-ent-Kaurane diterpenoids from Isodon sculponeatus with cytotoxic activity, Chem. Biodivers. 7 (2010) 2888-2896.
-
[16]
[16] H.Y. Jiang, W.G. Wang, H.D. Sun, et al., Enmein-type 6,7-seco-ent-kauranoids from Isodon sculponeatus, J. Nat. Prod. 76 (2013) 2113-2119.
-
[17]
[17] A. Monks, D. Scudiero, P. Cronise, et al., Feasibility of a high-flux anticancer drug screen using a diverse panel of cultured human tumor cell lines, J. Natl. Cancer Inst. 83 (1991) 757-766.
-
[18]
[18] L.J. Reed, H. Muench, A simple method of estimating fifty percent endpoints, Am. J. Hyg. 27 (1983) 493-497.
-
[19]
[19] J.T. Fan, J. Su, N.H. Tan, et al., Rubiyunnanins C-H, cytotoxic cyclic hexapeptides from Rubia yunnanensis inhibiting nitric oxide production and NF-kB activation, Bioorg. Med. Chem. 18 (2010) 8226-8234.
-
[20]
[20] H.D. Sun, Y.L. Xu, B. Jiang, Diterpenoids from Isodon Species, Science Press, Beijing, 2001, p. 312.
-
[21]
[21] N.L. McCartney-Francis, X. Song, D.E. Mizel, et al., Selective inhibition of inducible nitric oxide synthase exacerbates erosive joint disease, J. Immunol. 166 (2001) 2734.
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