Comprehensive Study of Alkaloids from Crinum asiaticum var. sinicum Assisted by HPLC-DAD-SPE-NMR

被引:37
|
作者
Chen, Chien-Kuang [1 ]
Lin, Feng-Hsu [1 ]
Tseng, Li-Hong [2 ]
Jiang, Chia-Ling [1 ]
Lee, Shoei-Sheng [1 ]
机构
[1] Natl Taiwan Univ, Coll Med, Sch Pharm, Taipei 10051, Taiwan
[2] Bruker Biospin GmbH, D-76287 Rheinstetten, Germany
来源
JOURNAL OF NATURAL PRODUCTS | 2011年 / 74卷 / 03期
关键词
ACTIVE AROMATIC CHROMOPHORE; CONSTITUENTS; IDENTIFICATION; AMARYLLIDACEAE; MS; CHROMATOGRAPHY; HERB;
D O I
10.1021/np100819n
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
A comprehensive study of the alkaloids present in the leaves of Crinum asiaticum var. sinicum, assisted by HPLC-SPE-NMR, led to the characterization of 21 compounds of similar polarity on an analytical scale. Thirteen of these were isolated for further structural confirmation. Seven are proved to be new, namely, (+)-siculine (4), 1-epijosephinine (11), 7-methoxycrinamabine (10), 2-O-acetylcrinamabine (16), 3-O-acetyl-8-O-demethylmaritidine (17), 2-O-acetylbulbisine (18), and 1-O-acetylbulbisine (19). In addition, dihydrovittatine (6) and 8-O-demethyloxomaritidine (21) were isolated for the first time from Nature, although they have been prepared previously as synthetic products. Their structures were established by spectroscopic analysis.
引用
收藏
页码:411 / 419
页数:9
相关论文
共 14 条
  • [1] Two New Alkaloids from Crinum asiaticum var. sinicum
    Kogure, Noriyuki
    Katsuta, Noriko
    Kitajima, Mariko
    Takayama, Hiromitsu
    [J]. CHEMICAL & PHARMACEUTICAL BULLETIN, 2011, 59 (12) : 1545 - 1548
  • [2] Two new alkaloids from Crinum asiaticum var. japonicum
    Yuta Endo
    Yu Sugiura
    Mariko Funasaki
    Hiroyuki Kagechika
    Masami Ishibashi
    Ayumi Ohsaki
    [J]. Journal of Natural Medicines, 2019, 73 : 648 - 652
  • [3] Two new alkaloids from Crinum asiaticum var. japonicum
    Endo, Yuta
    Sugiura, Yu
    Funasaki, Mariko
    Kagechika, Hiroyuki
    Ishibashi, Masami
    Ohsaki, Ayumi
    [J]. JOURNAL OF NATURAL MEDICINES, 2019, 73 (03) : 648 - 652
  • [4] Cytotoxic alkaloids and a flavan from the bulbs of Crinum asiaticum var. japonicum
    Min, BS
    Gao, JJ
    Nakamura, N
    Kim, YH
    Hattori, M
    [J]. CHEMICAL & PHARMACEUTICAL BULLETIN, 2001, 49 (09) : 1217 - 1219
  • [5] HPLC-DAD-SPE-NMR isolation of tetracyclic spiro-alkaloids with antiplasmodial activity from the seeds of Erythrina latissima
    Zarev, Yancho
    Foubert, Kenn
    Cos, Paul
    Maes, Louis
    Elgorashi, Esameldin
    Apers, Sandra
    Ionkova, Iliana
    Pieters, Luc
    [J]. NATURAL PRODUCT RESEARCH, 2020, 34 (07) : 1037 - 1040
  • [6] Characterization of isoquinoline alkaloids from Neolitsea sericea var. aurata by HPLC-SPE-NMR
    Lee, Shoei-Sheng
    Lai, Yi-Chun
    Chen, Chien-Kuang
    Tseng, Li-Hong
    Wang, Chen-Yu
    [J]. JOURNAL OF NATURAL PRODUCTS, 2007, 70 (04): : 637 - 642
  • [7] Alkaloids with anti-human carbonic anhydrase isozyme II activity from the bulbs of Crinum asiaticum L. var. asiaticum
    Chaichompoo, Waraluck
    Chokchaisiri, Ratchanaporn
    Sangkaew, Anyaporn
    Pabuprapap, Wachirachai
    Yompakdee, Chulee
    Suksamrarn, Apichart
    [J]. PHYTOCHEMISTRY LETTERS, 2020, 37 : 101 - 105
  • [8] Acetylcholinesterase inhibition studies of alkaloid components from Crinum asiaticum var. sinicum: in vitro assessments by molecular docking and molecular dynamics simulations
    Duc, Ngo Viet
    Trang, Vu Thi
    Tuan Anh, Hoang Le
    Vinh, Le Ba
    Phong, Nguyen Viet
    Thuan, Tran Quang
    Hieu, Ngo Van
    Dat, Nguyen Tien
    Nhan, Le Van
    Tuan, Do Thanh
    Tuan Anh, Le
    Thao, Do Thi
    Tai, Bui Huu
    Cuong, Nguyen Cao
    Lien, Le Quynh
    Yang, Seo Young
    [J]. JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH, 2024, 26 (05) : 652 - 662
  • [9] Solid-phase extraction based on a molecularly imprinted polymer nanoshell at the surface of silica nanospheres for the specific enrichment and identification of alkaloids from Crinum asiaticum L-var. sinicum
    Yang, Ruixiang
    Zhu, Dong
    Wen, Hongmei
    Fu, Anchen
    Zhao, Zihan
    Dai, Guoying
    Miao, Zhaoyi
    Hu, Yue
    [J]. JOURNAL OF SEPARATION SCIENCE, 2017, 40 (05) : 1150 - 1157
  • [10] Investigation of flavonoid glycosides from Neolitsea sericea var. aurata via the general method and HPLC-SPE-NMR
    Lam, Sio-Hong
    Chen, Chien-Kuang
    Wang, Jeng-Shu
    Lee, Shoei-Sheng
    [J]. JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2008, 55 (02) : 449 - 455