Citation: Wen-Zhi Zeng, Qing-Ying Zhang, Hong Liang. Two new oplopane sesquiterpenes from Artemisia gmelinii Web. ex Stechm.[J]. Chinese Chemical Letters, ;2014, 25(8): 1153-1156. doi: 10.1016/j.cclet.2014.05.040 shu

Two new oplopane sesquiterpenes from Artemisia gmelinii Web. ex Stechm.

  • Corresponding author: Qing-Ying Zhang,  Hong Liang, 
  • Received Date: 18 March 2014
    Available Online: 29 April 2014

  • Two new oplopane sesquiterpenes, gmelinin A (1) and gmelinin B (2), were isolated from Artemisia gmelinii Web. ex Stechm. Their structures were established by spectroscopic techniques (mainly 1D and 2D NMR) and application of the modified Mosher method.
  • 加载中
    1. [1]

      [1] Chinese Academy of Sciences, China Flora Editorial Board, Flora of China, vol. 76 (2), Science Press, 1991, p. 2.

    2. [2]

      [2] Á. Könczöl, Z. Béni, M.M. Sipos, et al., Antioxidant activity-guided phytochemical investigation of Artemisia gmelinii Webb.ex Stechm.: isolation and spectroscopic challenges of 3,5-O-dicaffeoyl(epi?) quinic acid and its ethyl ester, J. Pharmaceut. Biomed. 56 (2012) 83-89.

    3. [3]

      [3] M.R. Jia, X.W. Li, Chinese Ethnic Medicine, China Medical Science Press, Beijing, 2005, p. 67.

    4. [4]

      [4] C.M. Wu, Y.Y. Tu, Study on chemical component of Artemisia gmelinii, Chin. Bull. Bot. 3 (1985) 34-37.

    5. [5]

      [5] K. Hayashi, Oplopane sesquiterpenes from Petasites palmatus, Phytochemistry 28 (1989) 3373-3376.

    6. [6]

      [6] T. Motoo, S. Yoshinori, K. Takiguchi, X. Gong, C. Kuroda, Three new bisabolanetype sesquiterpenoids from Cremanthodium rhodocephalum (Asteraceae), Heterocycles 86 (2012) 497-503.

    7. [7]

      [7] Q. Wang, T.H. Chen, K.F. Bastow, et al., Songaricalarins A-E, cytotoxic oplopane sesquiterpenes from Ligularia songarica, J. Nat. Prod. 76 (2013) 305-310.

    8. [8]

      [8] H. Nagano, R. Hanai, H. Yamada, et al., Chemical and genetic study of ligularia duciformis and related species in Sichuan and Yunnan Provinces of China, Chem. Biodivers. 9 (2012) 789-805.

    9. [9]

      [9] X. Gao, W.D. Xie, Z.J. Jia, Four new terpenoids from the roots of Ligularia narynensis, J. Asian Nat. Prod. Res. 10 (2008) 185-192.

    10. [10]

      [10] M. Tori, M. Fujiwara, Y. Okamoto, et al., New oplopane-type sesquiterpenoids from Ligularia duciformis, Nat. Prod. Commun. 2 (2007) 357-360.

    11. [11]

      [11] X. Gao, C.J. Lin, W.D. Xie, et al., New oplopane-type sesquiterpenes from Ligularia narynensis, Helv. Chim. Acta 89 (2006) 1387-1394.

    12. [12]

      [12] R.J.I. Maldonado, A. Arciniegas, A.L. Pérez Castorena, J.L. Villaseñor, R.A. de Vivar, Furanoeremophilanes and other constituents of Pittocaulon bombycophole, Heterocycles 75 (2008) 3035-3042.

    13. [13]

      [13] P. Joseph-Nathan, J.R. Villagomez, L.U. Romána, J.D. Hernándeza, Oplopanes from the leaves of Senecio mexicanus, Phytochemistry 29 (1990) 977-979.

    14. [14]

      [14] P. Joseph-Nathan, J.R. Villagomez, M. Rojas-Gardida, L.U. Roman, J.D. Hernandez, Minor oplopanes from Senecio mexicanus, Phytochemistry 28 (1989) 2397-2401.

    15. [15]

      [15] P. Joseph-Nathan, J.R. Villagomez, L.U. Romána, J.D. Hernándeza, An oplopane from Senecio mexicanus, Phytochemistry 28 (1989) 1207-1209.

    16. [16]

      [16] A. Arciniegas, A.L. Perez-Castorena, S. Reyes, J. Contreras, R.A. de Vivar, New oplopane and eremophilane derivatives from Robinsonecio gerberifolius, J. Nat. Prod. 66 (2003) 225-229.

    17. [17]

      [17] Y. Yaoita, N. Suzuki, M. Kikuchi, Studies on the constituents of the flower buds of Tussilago farfara. Part VI. Structures of new sesquiterpenoids from Farfarae flos, Chem. Pharm. Bull. 49 (2001) 645-648.

    18. [18]

      [18] Y. Yaoita, H. Kamazawa, M. Kikuchi, Studies on the constituents of the flower buds of Tussilago farfara. Part V. Structures of new oplopane-type sesquiterpenoids from the flower buds of Tussilago farfara L., Chem. Pharm. Bull. 47 (1999) 705-707.

    19. [19]

      [19] K. Anake, L.M. Vieira, J.A. Pereira, M.S. Silva Artur, W. Herz, Further constituents of Achillea ageratum, Phytochemistry 51 (1999) 555-558.

    20. [20]

      [20] A. San Feliciano, M. Medarde, M. Gordaliza, E. Del Olmo, J.M. Miguel del Corral, Sesquiterpenoids and phenolics of Pulicaria paludosa, Phytochemistry 28 (1989) 2717-2721.

    21. [21]

      [21] M.A. Aal, F. Bohlmann, T. Sarg, M. El-Domiaty, B. Nordenstam, Oplopane derivatives from Acrisione denticulate, Phytochemistry 27 (1988) 2599-2602.

    22. [22]

      [22] F. Bohlmann, C. Zdero, R.M. King, H.E. Robinson, Oplopane derivatives from Arnoglossum atriplicifolium, Revista Latinoamericana de Quimica 15 (1984) 11-13.

    23. [23]

      [23] F. Bohlmann, M. Ahmed, J. Jakupovic, C. Jeffrey, Naturally occurring terpene derivatives. Part 311. Sesquiterpenes from Kleinia species, Phytochemistry 20 (1981) 251-256.

  • 加载中
    1. [1]

      Tengfei XuanXinyu ZhangWei HanYidong HuangWeiwu Ren . Total synthesis of (+)-taberdicatine B and (+)-tabernabovine B. Chinese Chemical Letters, 2025, 36(2): 109816-. doi: 10.1016/j.cclet.2024.109816

    2. [2]

      Zhenhao WangYuliang TangRuyu LiShuai TianYu TangDehai Li . Bioinspired synthesis of cochlearol B and ganocin A. Chinese Chemical Letters, 2024, 35(7): 109247-. doi: 10.1016/j.cclet.2023.109247

    3. [3]

      Bing XieQi JiangFang ZhuYaoyao LaiYueming ZhaoWei HePei Yang . Transdermal delivery of amphotericin B using deep eutectic solvents for antifungal therapy. Chinese Chemical Letters, 2025, 36(5): 110508-. doi: 10.1016/j.cclet.2024.110508

    4. [4]

      Jiao CHENYi LIYi XIEDandan DIAOQiang XIAO . Vapor-phase transport of MFI nanosheets for the fabrication of ultrathin b-axis oriented zeolite membranes. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 507-514. doi: 10.11862/CJIC.20230403

    5. [5]

      Zhen LiuZhi-Yuan RenChen YangXiangyi ShaoLi ChenXin Li . Asymmetric alkenylation reaction of benzoxazinones with diarylethylenes catalyzed by B(C6F5)3/chiral phosphoric acid. Chinese Chemical Letters, 2024, 35(5): 108939-. doi: 10.1016/j.cclet.2023.108939

    6. [6]

      Jia-Li XieTian-Jin XieYu-Jie LuoKai MaoCheng-Zhi HuangYuan-Fang LiShu-Jun Zhen . Octopus-like DNA nanostructure coupled with graphene oxide enhanced fluorescence anisotropy for hepatitis B virus DNA detection. Chinese Chemical Letters, 2024, 35(6): 109137-. doi: 10.1016/j.cclet.2023.109137

    7. [7]

      Tianze WangJunyi RenDongxiang ZhangHuan WangJianjun DuXin-Dong JiangGuiling Wang . Development of functional dye with redshifted absorption based on Knoevenagel condensation at 1-site in phenyl[b]-fused BODIPY. Chinese Chemical Letters, 2024, 35(6): 108862-. doi: 10.1016/j.cclet.2023.108862

    8. [8]

      Chuan LiYangyang HanYanan ZhaiKe LiXingzhong LiuZhuan ZhangCai JiaYongsheng 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

    9. [9]

      Xiaoning LiQuanyu ShiMeng LiNingxin SongYumeng XiaoHuining XiaoTony D. JamesLei Feng . Functionalization of cellulose carbon dots with different elements (N, B and S) for mercury ion detection and anti-counterfeit applications. Chinese Chemical Letters, 2024, 35(7): 109021-. doi: 10.1016/j.cclet.2023.109021

    10. [10]

      Hong ZhangCui-Ping LiLi-Li WangZhuo-Da ZhouWen-Sen LiLing-Yi KongMing-Hua Yang . Asperochones A and B, two antimicrobial aromatic polyketides from the endophytic fungus Aspergillus sp. MMC-2. Chinese Chemical Letters, 2024, 35(9): 109351-. doi: 10.1016/j.cclet.2023.109351

    11. [11]

      Yuan CONGYunhao WANGWanping LIZhicheng ZHANGShuo LIUHuiyuan GUOHongyu YUANZhiping ZHOU . Construction and photocatalytic properties toward rhodamine B of CdS/Fe3O4 heterojunction. Chinese Journal of Inorganic Chemistry, 2024, 40(11): 2241-2249. doi: 10.11862/CJIC.20240219

    12. [12]

      Xinyu TianJiaxiang GuoZeyi LiShihou ShengTianyu ZhangXianfei LiChuandong Dou . Control over electronic structures of organic diradicaloids via precise B/O-heterocycle fusion. Chinese Chemical Letters, 2025, 36(1): 110174-. doi: 10.1016/j.cclet.2024.110174

    13. [13]

      Hao-Fei NiJia-He LinGele TeriQiang-Qiang JiaPei-Zhi HuangHai-Feng LuChang-Feng WangZhi-Xu ZhangDa-Wei FuYi Zhang . B-site ion regulation strategy enables performance optimization and multifunctional integration of hybrid perovskite ferroelectrics. Chinese Chemical Letters, 2025, 36(3): 109690-. doi: 10.1016/j.cclet.2024.109690

    14. [14]

      Hangwen ZhengZiqian WangHuiJie ZhangJing LeiRihui LiJian YangHaiyan Wang . Synthesis and applications of B, N co-doped carbons for zinc-based energy storage devices. Chinese Chemical Letters, 2025, 36(3): 110245-. doi: 10.1016/j.cclet.2024.110245

    15. [15]

      Qinwen ZhengXin LiuLintao TianYi ZhouLibing LiaoGuocheng Lv . Mechanism of Fenton catalytic degradation of Rhodamine B induced by microwave and Fe3O4. Chinese Chemical Letters, 2025, 36(4): 109771-. doi: 10.1016/j.cclet.2024.109771

    16. [16]

      Xia ZHANGYushi BAIXi CHANGHan ZHANGHaoyu ZHANGLiman PENGShushu HUANG . Preparation and photocatalytic degradation performance of rhodamine B of BiOCl/polyaniline. Chinese Journal of Inorganic Chemistry, 2025, 41(5): 913-922. doi: 10.11862/CJIC.20240255

    17. [17]

      Entian CuiYulian LuZhaoxia LiZhilei ChenChengyan GeJizhou Jiang . Interfacial B-O bonding modulated S-scheme B-doped N-deficient C3N4/O-doped-C3N5 for efficient photocatalytic overall water splitting. Chinese Chemical Letters, 2025, 36(1): 110288-. doi: 10.1016/j.cclet.2024.110288

    18. [18]

      Xiao XiaoBiao ChenJia-Wei LiJun-Bo ZhengXu WangHang ZhaoFen-Er Chen . Nitrite-catalyzed economic and sustainable bromocyclization of tryptamines/tryptophols to access hexahydropyrrolo[2,3-b]indoles/tetrahydrofuroindolines in batch and flow. Chinese Chemical Letters, 2024, 35(7): 109280-. doi: 10.1016/j.cclet.2023.109280

    19. [19]

      Luyan ShiKe ZhuYuting YangQinrui LiangQimin PengShuqing ZhouTayirjan Taylor IsimjanXiulin Yang . Phytic acid-derivative Co2B-CoPOx coralloidal structure with delicate boron vacancy for enhanced hydrogen generation from sodium borohydride. Chinese Chemical Letters, 2024, 35(4): 109222-. doi: 10.1016/j.cclet.2023.109222

    20. [20]

      Xue-Jiao WangJun-Li XinHong XiangZe-Yu ZhaoYu-Hang HeHaibo WangGuangyao MeiYi-Cheng MaoJuan XiongJin-Feng Hu . Holotrichones A and B, potent anti-leukemic lindenane-type sesquiterpene trimers with unprecedented complex carbon skeletons from a rare Chloranthus species. Chinese Chemical Letters, 2024, 35(12): 109682-. doi: 10.1016/j.cclet.2024.109682

Metrics
  • PDF Downloads(0)
  • Abstract views(766)
  • HTML views(2)

通讯作者: 陈斌, bchen63@163.com
  • 1. 

    沈阳化工大学材料科学与工程学院 沈阳 110142

  1. 本站搜索
  2. 百度学术搜索
  3. 万方数据库搜索
  4. CNKI搜索
Address:Zhongguancun North First Street 2,100190 Beijing, PR China Tel: +86-010-82449177-888
Powered By info@rhhz.net

/

DownLoad:  Full-Size Img  PowerPoint
Return