Distinct sesquiterpene pyridine alkaloids from in Salvadoran and Peruvian Celastraceae species

被引:10
|
作者
Callies, Oliver [1 ]
Nunez, Marvin J. [1 ,2 ]
Perestelo, Nayra R. [1 ]
Reyes, Carolina P. [1 ]
Torres-Romero, David [1 ,3 ]
Jimenez, Ignacio A. [1 ]
Bazzocchi, Isabel L. [1 ]
机构
[1] Univ La Laguna, Dept Quim Organ, Inst Univ Bioorgan Antonio Gonzalez, Ave Astrofis Francisco Sanchez 2, E-38206 Tenerife, Spain
[2] Univ El Salvador, Fac Quim & Farm, Lab Invest Prod Nat, Final Ave Martires & Heroes 30 Julio, San Salvador, El Salvador
[3] Univ El Salvador, Fac Quim & Farm, Dept Bioquim & Contaminac Ambiental, Final Ave Martires & Heroes 30 Julio, San Salvador, El Salvador
关键词
Celastrus vulcanicola; Maytenus jeslkii; Maytenus segoviarum; Maytenus cuzcoina; Celastraceae; Sesquiterpene pyridine alkaloids; LUPANE TRITERPENOIDS; MAYTENUS-JELSKII; WILFORDINE; ALATAMINE;
D O I
10.1016/j.phytochem.2017.06.013
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
As part of a bioprospecting program aimed at the discovery of undescribed natural products from Salvadoran and Peruvian flora, the phytochemical investigations of four Celastraceae species, Celastrus vulcanicola, Maytenus segoviarum, Maytenus jeslkii, and Maytenus cuzcoina, were performed. The current study reports the isolation and structural characterization of five previously undescribed macrolide sesquiterpene pyridine alkaloids, named vulcanicoline-A, cuzcoinine, vulcanicoline-B, jelskiine, and vulcanicoline-C, along with sixteen known alkaloids. The structures of the alkaloids were established by spectrometric and extensive 1D and 2D NMR spectroscopic analysis, including COSY, HSQC, HMBC, and ROESY experiments. The absolute configurations of alkaloids were proposed based on optical rotation sign, and biogenetic considerations. This study represents the first phytochemical analysis of Maytenus segoviarum. (C) 2017 Elsevier Ltd. All rights reserved.
引用
收藏
页码:21 / 29
页数:9
相关论文
共 50 条
  • [31] Immunosuppressive Sesquiterpene Pyridine Alkaloids from Tripterygium wilfordii Hook. f.
    Wang, Yadan
    Yan, Jiangong
    Zhang, Zhongmou
    Chen, Minghui
    Wu, Xianfu
    Ma, Shuangcheng
    MOLECULES, 2022, 27 (21):
  • [32] Two sesquiterpene pyridine alkaloids and a triterpenoid saponin from the root barks of Tripterygium hypoglaucum
    Li, Chuang-Jun
    Xie, Fu-Gui
    Yang, Jing-Zhi
    Luo, Yong-Ming
    Chen, Xiao-Guang
    Zhang, Dong-Ming
    JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH, 2012, 14 (10) : 973 - 980
  • [33] Quantification of sesquiterpene pyridine alkaloids from genus Tripterygium by band-selective HSQC NMR
    Chen, Youwen
    Wang, Yadan
    Yan, Jiangong
    Xu, Yiwen
    Liu, Yuanyan
    Ma, Shuangcheng
    Wu, Xianfu
    ANALYTICA CHIMICA ACTA, 2023, 1274
  • [34] Macrolide sesquiterpene pyridine alkaloids from the roots of Tripterygium regelii and their anti-inflammatory activity
    Li, Dawei
    Jia, Qi
    Zhao, Qi
    Sun, Jintao
    Yu, Jianming
    Chen, Huan
    Sui, Linlin
    Leng, Aijing
    Guo, Ping
    Wang, Chao
    BIOORGANIC CHEMISTRY, 2025, 158
  • [35] Sesquiterpene alkaloids from Tripterygium hypoglaucum
    Li, WW
    Li, BG
    Chen, YZ
    PHYTOCHEMISTRY, 1999, 50 (06) : 1091 - 1093
  • [36] Sesquiterpene alkaloids from Tripterygium hypoglaucum
    Duan, HQ
    Kawazoe, K
    Takaishi, Y
    PHYTOCHEMISTRY, 1997, 45 (03) : 617 - 621
  • [37] Macrolide sesquiterpene pyridine alkaloids from Celastrus monospermus and evaluation of their immunosuppressive and anti-osteoclastogenesis activities
    Ning, Ruonan
    Zhao, Jie
    Chen, Li
    Mu, Hongyan
    Chen, Zhongxian
    Yang, Kai
    Xu, Xing
    Litifu, Dilinaer
    Zuo, Jianping
    He, Shijun
    Jiang, Min
    Zhao, Weimin
    BIOORGANIC CHEMISTRY, 2024, 145
  • [38] SESQUITERPENOIDS FROM 2 SPECIES OF CELASTRACEAE
    TU, YG
    WU, DG
    ZHOU, J
    CHEN, YZ
    PHYTOCHEMISTRY, 1992, 31 (04) : 1281 - 1283
  • [39] Bioactive diterpenoids from Celastraceae species
    Isabel L. Bazzocchi
    Marvin J. Núñez
    Carolina P. Reyes
    Phytochemistry Reviews, 2017, 16 : 861 - 881
  • [40] Discrimination of subtypes of sesquiterpene pyridine alkaloids using a multistage ion fragmentation strategy
    Zhang, Zhong-mou
    Wang, Ya-dan
    Wang, Yong-jian
    Wu, Xian-fu
    Ma, Shuang-cheng
    INTERNATIONAL JOURNAL OF MASS SPECTROMETRY, 2024, 499