Lignans and a neolignan from an aqueous extract of Isatis indigotica roots

被引:1
作者
Wang, Lei [1 ]
Chen, Ming-Hua [1 ]
Liu, Yu-Feng [1 ]
Meng, Ling-Jie [1 ]
Guo, Qing-Lan [1 ]
Shi, Jian-Gong [1 ]
机构
[1] Chinese Acad Med Sci & Peking Union Med Coll, Inst Mat Med, State Key Lab Bioact Subst & Funct Nat Med, Beijing 100050, Peoples R China
关键词
Cruciferae; Isatis indigotica; sulfonated lignan and neolignan; cyclolignan glucoside; antiviral activity; BAN LAN GEN; ENANTIOMERS; ALKALOIDS; DERIVATIVES; GLUCOSIDES; SKELETON;
D O I
10.1080/10286020.2022.2089979
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Four new lignans (1-4) and one new neolignan (5), along with two known lignan derivatives (6 and 7), were isolated from an aqueous extract of the Isatis indigotica root (ban lan gen). Their structures were determined by spectroscopic data analysis, chemical method, and theoretical calculation, for which 1 was proved by single-crystal X-ray diffraction. Compound 2 exhibited antiviral activity against influenza virus A/Hanfang/359/95 (H3N2) with an IC50 value of 11.1 mu M and a selective index (SI) > 9, while 1 and 5 are the first examples of sulfonated lignan and neolignan from nature.
引用
收藏
页码:205 / 217
页数:13
相关论文
共 25 条
  • [1] Chiroptical properties of 2,3-dihydrobenzo[b]furan and chromane chromophores in naturally occurring O-heterocycles
    Antus, S
    Kurtán, T
    Juhász, L
    Kiss, L
    Hollósi, M
    Májer, Z
    [J]. CHIRALITY, 2001, 13 (08) : 493 - 506
  • [2] Iridoid glycoside and lignans from a wild vegetable (Patrinia villosa Juss.) with antioxidant activity
    Bai, Ming
    Li, Shi-Fang
    Liu, Si-Fan
    Wang, Xiao-Bo
    Huang, Xiao-Xiao
    Song, Shao-Jiang
    [J]. JOURNAL OF FOOD BIOCHEMISTRY, 2018, 42 (03)
  • [3] Isatidis Radix and Isatidis Folium: A systematic review on ethnopharmacology, phytochemistry and pharmacology
    Chen, Jiao
    Zhu, Zongping
    Gao, Tianhui
    Chen, Yi
    Yang, Qingsong
    Fu, Chaomei
    Zhu, Yaning
    Wang, Fang
    Liao, Wan
    [J]. JOURNAL OF ETHNOPHARMACOLOGY, 2022, 283
  • [4] Antiviral stereoisomers of 3,5-bis(2-hydroxybut-3-en-1-yl)-1,2,4-thiadiazole from the roots of Isatis indigotica
    Chen, Ming-Hua
    Lin, Sheng
    Wang, Ya-Nan
    Zhu, Cheng-Gen
    Li, Yu-Huan
    Jiang, Jian-Dong
    Shi, Jian-Gong
    [J]. CHINESE CHEMICAL LETTERS, 2016, 27 (05) : 643 - 648
  • [5] Enantiomers of an Indole Alkaloid Containing Unusual Dihydrothiopyran and 1,2,4-Thiadiazole Rings from the Root of Isatis indigotica
    Chen, Minghua
    Lin, Sheng
    Li, Li
    Zhu, Chenggen
    Wang, Xiaoliang
    Wang, Yanan
    Jiang, Bingya
    Wang, Sujuan
    Li, Yuhuan
    Jiang, Jiandong
    Shi, Jiangong
    [J]. ORGANIC LETTERS, 2012, 14 (22) : 5668 - 5671
  • [6] Alkaloids from the Root of Isatis indigotica
    Chen, Minghua
    Gan, Lishe
    Lin, Sheng
    Wang, Xiaoliang
    Li, Li
    Li, Yuhuan
    Zhu, Chenggen
    Wang, Yanan
    Jiang, Bingya
    Jiang, Jiandong
    Yang, Yongchun
    Shi, Jiangong
    [J]. JOURNAL OF NATURAL PRODUCTS, 2012, 75 (06): : 1167 - 1176
  • [7] Chen Ye, 2018, Zhongguo Zhong Yao Za Zhi, V43, P2091, DOI 10.19540/j.cnki.cjcmm.20180116.001
  • [8] Sulfur-enriched alkaloids from the root of Isatis indigotica
    Guo, Qinglan
    Xu, Chengbo
    Chen, Minghua
    Lin, Sheng
    Li, Yuhuan
    Zhu, Chenggen
    Jiang, Jiandong
    Yang, Yongchun
    Shi, Jiangong
    [J]. ACTA PHARMACEUTICA SINICA B, 2018, 8 (06) : 933 - 943
  • [9] Jiangsu New Medical College,, 1986, DICT TRAD CHIN MED, V1, P126
  • [10] Denudatine-type diterpenoid alkaloids from an aqueous extract of the lateral root of Aconitum carmichaelii
    Liu, Hui
    Shao, Shuai
    Xia, Huan
    Wu, Yu-Zhuo
    Zhu, Cheng-Gen
    Xu, Cheng-Bo
    Zhang, Tian-Tai
    Guo, Qing-Lan
    Shi, Jian-Gong
    [J]. JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH, 2021, 23 (07) : 615 - 626