New triterpenoid glycosides from Centella asiatica

被引:25
作者
Jiang, ZY [1 ]
Zhang, XM [1 ]
Zhou, J [1 ]
Chen, JJ [1 ]
机构
[1] Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources W China, Kunming 650204, Yunnan, Peoples R China
关键词
D O I
10.1002/hlca.200590011
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Four new triterpenoid glycosides named asiaticoside C (1), D (2), E (3), and F (4) were isolated from the BuOH fraction of the EtOH extract of whole plants of Centella asiatica, together with three known compounds, asiaticoside (5), madecassoside (6), and schelfuroside B (7). Based on FAB-MS, IR, H-1- and C-13-NMR, and 2D-NMR data (HMQC, HMBC, COSY), the structures of the new compounds were determined as (2alpha,3beta,4alpha)-23-(acetyloxy)-2,3-dihydroxyurs-12-en-28-oic acid O-alpha-L-rhamnopyranosyl-(1-->4)-O-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranosyl ester (1), (2alpha,3beta)-2,3-dihydroxyurs-12-en-28-oic acid O-alpha-L-rhamnopyranosyl-(1-->4)-O-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranosyl ester (2), asiatic acid 6-O-beta-D-glycopyranosyl-beta-D-glucopyranosyl ester (3), (3beta,4alpha)-3,23-dihydroxyurs-12-en-28-oic acid O-alpha-L-rhamnopyranosyl-(1-->4)-0-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranosyl ester (4).
引用
收藏
页码:297 / 303
页数:7
相关论文
共 50 条
  • [41] New triterpenoid glycosides from the roots of Ilex asprella
    Wang, Lei
    Cai, Yan
    Zhang, Xiao-Qi
    Fan, Chun-Lin
    Zhang, Qing-Wen
    Lai, Xiao-Ping
    Ye, Wen-Cai
    CARBOHYDRATE RESEARCH, 2012, 349 : 39 - 43
  • [42] Six New Triterpenoid Glycosides from Gynostemma pentaphyllum
    Liu, Jie-Qing
    Wang, Cui-Fang
    Chen, Jian-Chao
    Tu, Shang-Hui
    Gu, Hong-Fei
    Hu, Wen-Xiang
    Qiu, Ming-Hua
    HELVETICA CHIMICA ACTA, 2009, 92 (12) : 2737 - 2745
  • [43] Profiling of triterpenoid saponin content variation in different chemotypic accessions of Centella asiatica L.
    Singh, Jyoti
    Sangwan, Rajender Singh
    Gupta, Sanjeev
    Saxena, Sangeeta
    Sangwan, Neelam S.
    PLANT GENETIC RESOURCES-CHARACTERIZATION AND UTILIZATION, 2015, 13 (02): : 176 - 179
  • [44] Centella asiatica in cosmetology
    Bylka, Wieslawa
    Znajdek-Awizen, Paulina
    Studzinska-Sroka, Elzbieta
    Brzezinska, Malgorzata
    POSTEPY DERMATOLOGII I ALERGOLOGII, 2013, 30 (01): : 46 - 49
  • [45] Structural Features of a Polysaccharide from Centella asiatica
    Xue Song WANG
    Chinese Chemical Letters, 2004, (02) : 187 - 190
  • [46] Molecular cloning and characterization of Triterpenoid Biosynthetic Pathway Gene HMGS in Centella asiatica (Linn.)
    Afroz, Shama
    Warsi, Zafar Iqbal
    Khatoon, Kahkashan
    Sangwan, Neelam S.
    Khan, Feroz
    Rahman, Laiq Ur
    MOLECULAR BIOLOGY REPORTS, 2022, 49 (06) : 4555 - 4563
  • [47] Structural features of a polysaccharide from Centella asiatica
    Wang, XS
    Duan, JY
    Fang, JN
    CHINESE CHEMICAL LETTERS, 2004, 15 (02) : 187 - 190
  • [48] Neuropharmacology of an extract derived from Centella asiatica
    Ganachari, MS
    Babu, SVV
    Katare, SS
    PHARMACEUTICAL BIOLOGY, 2004, 42 (03) : 246 - 252
  • [49] Two new triterpenoid glycosides from Cyclocarya paliurus
    Jiang, Zhi-Yong
    Zhang, Xue-Mei
    Zhou, Jun
    Qiu, Sheng-Xiang
    Chen, Ji-Jun
    JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH, 2006, 8 (1-2) : 93 - 98
  • [50] Two new triterpenoid glycosides from Curculigo orchioides
    Zuo, Ai-Xue
    Shen, Yong
    Jiang, Zhi-Yong
    Zhang, Xue-Mei
    Zhou, Jun
    Lu, Jun
    Chen, Ji-Jun
    JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH, 2012, 14 (05) : 407 - 412