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
-
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.
-
[1]
-
-
-
[1]
Juan He , Jiao-Xian Du , Meng Wang , Xiao-Dong Luo , Tao Feng . Irpexlactones A and B, a pair of ring-rearranged tremulane sesquiterpenoids from the basidiomycete Irpex lacteus and their anti-inflammatory activity. Chinese Chemical Letters, 2025, 36(10): 110769-. doi: 10.1016/j.cclet.2024.110769
-
[2]
Ke Wu , Xiuqin Ruan , Shuolei Jia , Enyuan Wang , Qingfa Zhou . DABCO-catalyzed [3+4] annulations of Schiff bases with α-substituted allenes: Construction of functionalized benzazepine derivatives. Chinese Chemical Letters, 2025, 36(7): 110646-. doi: 10.1016/j.cclet.2024.110646
-
[3]
Jinyan Zhang , Fen Liu , Qian Jin , Xueyi Li , Qiong Zhan , Mu Chen , Sisi Wang , Zhenlong Wu , Wencai Ye , Lei Wang . Discovery of unusual phloroglucinol–triterpenoid adducts from Leptospermum scoparium and Xanthostemon chrysanthus by building blocks-based molecular networking. Chinese Chemical Letters, 2024, 35(6): 108881-. doi: 10.1016/j.cclet.2023.108881
-
[4]
Jin Wang , Xiaoyan Pan , Junyu Zhang , Qingqing Zhang , Yanchen Li , Weiwei Guo , Jie Zhang . Active molecule-based theranostic agents for tumor vasculature normalization and antitumor efficacy. Chinese Chemical Letters, 2024, 35(8): 109187-. doi: 10.1016/j.cclet.2023.109187
-
[5]
Chuan Li , Yangyang Han , Yanan Zhai , Ke Li , Xingzhong Liu , Zhuan Zhang , Cai Jia , Yongsheng Che . Phomaketals A and B, pentacyclic meroterpenoids from a eupC overexpressed mutant strain of Phoma sp.. Chinese Chemical Letters, 2024, 35(7): 109019-. doi: 10.1016/j.cclet.2023.109019
-
[6]
Yongjian Liu , Cen Liu , Haitao Guo , Jinchai Qi , Heng Chen , Yuping Yang , Tao Ma , Yonggang Liu . Alkaloids peganumiums A–C from Peganum harmala L., with two novel long conjugated structures. Chinese Chemical Letters, 2025, 36(8): 110558-. doi: 10.1016/j.cclet.2024.110558
-
[7]
Mengyu Chen , Qinglin Zhou , Tianyun Qin , Ningyao Sun , Yuxi Chen , Yuwei Gong , Xingyi Li , Jinsong Liu . An ionic liquid-reinforced gelatin hydrogel with strong adhesion, antibacterial and anti-inflammatory properties for treating oral ulcers. Chinese Chemical Letters, 2025, 36(7): 110441-. doi: 10.1016/j.cclet.2024.110441
-
[8]
Chenshi Lin , Chao Teng , Bingbing Li , Wei He . Anti-inflammatory drug-assisted microRNA gene therapy for effectively improving pulmonary hemodynamics. Chinese Chemical Letters, 2025, 36(7): 110450-. doi: 10.1016/j.cclet.2024.110450
-
[9]
Xiaoyao Ma , Jinling Zhang , Ge Fang , He Gao , Jie Gao , Li Fu , Yuanyuan Hou , Gang Bai . Förster resonance energy transfer reveals phillygenin and swertiamarin concurrently target AKT on different binding domains to increase the anti-inflammatory effect. Chinese Chemical Letters, 2024, 35(5): 108823-. doi: 10.1016/j.cclet.2023.108823
-
[10]
Wenjia Wang , Xingyue He , Xiaojie Wang , Tiantian Zhao , Osamu Muraoka , Genzoh Tanabe , Weijia Xie , Tianjiao Zhou , Lei Xing , Qingri Jin , Hulin Jiang . Glutathione-depleted cyclodextrin pseudo-polyrotaxane nanoparticles for anti-inflammatory oxaliplatin (Ⅳ) prodrug delivery and enhanced colorectal cancer therapy. Chinese Chemical Letters, 2024, 35(4): 108656-. doi: 10.1016/j.cclet.2023.108656
-
[11]
Xiongbo Song , Jinwen Xiao , Juan Wu , Li Sun , Long Chen . Decellularized amniotic membrane promotes the anti-inflammatory response of macrophages via PI3K/AKT/HIF-1α pathway. Chinese Chemical Letters, 2025, 36(1): 109844-. doi: 10.1016/j.cclet.2024.109844
-
[12]
Jing JIN , Zhuming GUO , Zhiyin XIAO , Xiujuan JIANG , Yi HE , Xiaoming LIU . Tuning the stability and cytotoxicity of fac-[Fe(CO)3I3]- anion by its counter ions: From aminiums to inorganic cations. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 991-1004. doi: 10.11862/CJIC.20230458
-
[13]
Chunlei Dai , Liying Wang , Xinru You , Yi Zhao , Zhong Cao , Jun Wu . Coffee-derived self-anti-inflammatory polymer as drug nanocarrier for enhanced rheumatoid arthritis treatment. Chinese Chemical Letters, 2025, 36(3): 109869-. doi: 10.1016/j.cclet.2024.109869
-
[14]
Meijia Zheng , Yingjie Liu , Chunmei Chen , Qin Li , Xinran Zhang , Xiaotian Zhang , Weiguang Sun , Yonghui Zhang , Hucheng Zhu . Ophiobolin-type sesterterpenoids with unprecedented chemical architectures from Bipolaris oryzae and their inflammatory activity. Chinese Chemical Letters, 2025, 36(12): 110904-. doi: 10.1016/j.cclet.2025.110904
-
[15]
Xingyue Yuan , Li Wu , Qiuyu Peng , Yanyan Tang , Mingxu Wang , Yuhang Wei , Zhu Tao , Xin Xiao . Developing color-tunable long afterglow anti-counterfeiting materials using cucurbit[6]uril and classical aggregation-caused quenching compounds through multiple non-covalent interactions. Chinese Chemical Letters, 2025, 36(9): 110821-. doi: 10.1016/j.cclet.2025.110821
-
[16]
Hui Peng , Xiao Wang , Weiguo Huang , Shuiyue Yu , Linghang Kong , Qilin Wei , Jialong Zhao , Bingsuo Zou . Efficient tunable visible and near-infrared emission in Sb3+/Sm3+-codoped Cs2NaLuCl6 for near-infrared light-emitting diode, triple-mode fluorescence anti-counterfeiting and information encryption. Chinese Chemical Letters, 2024, 35(11): 109462-. doi: 10.1016/j.cclet.2023.109462
-
[17]
Yun-Hong Yu , Yu Peng , Wei-Dong Z. Li . Highly fused tetracyclic diterpenoid natural products: Diverse biosynthesis and total synthesis. Chinese Chemical Letters, 2025, 36(10): 111137-. doi: 10.1016/j.cclet.2025.111137
-
[18]
Haiyang Gu , Xiang Xu . Multicolor hybrid metal halides and anti-counterfeiting. Chinese Journal of Structural Chemistry, 2024, 43(9): 100352-100352. doi: 10.1016/j.cjsc.2024.100352
-
[19]
Guangyao Wang , Zhitong Xu , Ye Qi , Yueguang Fang , Guiling Ning , Junwei Ye . Electrospun nanofibrous membranes with antimicrobial activity for air filtration. Chinese Chemical Letters, 2024, 35(10): 109503-. doi: 10.1016/j.cclet.2024.109503
-
[20]
Yuanmao Fu , Ziang Wang , Kefan Wu , Feiyang Li , Xian Zhang , Hongyuan Cui , Xiaolin Wang , Hui Guo , Yuezhong Meng . Bio-inspired multifunctional hydrogels with adhesive, anti-bacterial, anti-icing and sensing properties. Chinese Chemical Letters, 2025, 36(7): 110479-. doi: 10.1016/j.cclet.2024.110479
-
[1]
Metrics
- PDF Downloads(0)
- Abstract views(1042)
- HTML views(7)
Login In
DownLoad: