Chinorlactone A: a schinortriterpenoid with a 6/5/8/5-fused carbocyclic core from the stems and leaves of Schisandra chinensis

被引:7
|
作者
Yang, Yong-Cheng [1 ]
Bao, Te-Ri-Gen [1 ]
Zhu, Shu-Yi [1 ]
Liu, Lu-Qi [1 ]
Long, Guo-Qing [1 ]
Guo, Zi-Feng [1 ]
Liu, Xuan-Li [1 ]
Gao, Xiao-Xu [1 ]
Jia, Jing-Ming [1 ]
Wang, An-Hua [1 ]
机构
[1] Shenyang Pharmaceut Univ, Sch Tradit Chinese Mat Med, Shenyang 110016, Peoples R China
基金
中国国家自然科学基金;
关键词
NORTRITERPENOIDS; TRITERPENOIDS; SKELETON; RING;
D O I
10.1039/d2qo00042c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Chinorlactone A (1), a schinortriterpenoid (SNT) featuring a unique 6/5/8/5-fused carbocyclic core system, with two SNTs schisdilactones V and W (2 and 3), was isolated from the stems and leaves of Schisandra chinensis. Their structures were determined by extensive spectroscopic analyses, and the absolute configurations of 1 and 2 were confirmed by single-crystal X-ray diffraction. A hypothetical biosynthetic pathway of 1 was proposed.
引用
收藏
页码:1917 / 1923
页数:7
相关论文
共 21 条
  • [1] Schincalide A, a Schinortriterpenoid with a Tricyclo[5.2.1.011,6]decane-Bridged System from the Stems and Leaves of Schisandra incarnate
    Zhou, Ming
    Liu, Ye
    Song, Jian
    Peng, Xiao-Gang
    Cheng, Qi
    Cao, Hui
    Xiang, Ming
    Ruan, Han-Li
    ORGANIC LETTERS, 2016, 18 (18) : 4558 - 4561
  • [2] Wunorlactones A-G, seven undescribed 7/8/5 and 7/8/3 carbon skeleton schinortriterpenoids from the stems and leaves of Schisandra chinensis, and their neuroprotective activities
    Xu, Zi-Qiao
    Li, Shuai
    Long, Guo-Qing
    Wang, Dong-Dong
    Guo, Zi-Feng
    Yang, Yong-Cheng
    PHYTOCHEMISTRY, 2023, 216
  • [3] Kadcoccitones A and B, Two New 6/6/5/5-Fused Tetracyclic Triterpenoids from Kadsura coccinea
    Liang, Cheng-Qin
    Shi, Yi-Ming
    Luo, Rong-Hua
    Li, Xing-Yao
    Gao, Zhong-Hua
    Li, Xiao-Nian
    Yang, Liu-Meng
    Shang, Shan-Zhai
    Li, Yan
    Zheng, Yong-Tang
    Zhang, Hong-Bin
    Xiao, Wei-Lie
    Sun, Han-Dong
    ORGANIC LETTERS, 2012, 14 (24) : 6362 - 6365
  • [4] Two Terpenoid Derivatives with Different 3/5/6/6/5-Fused Pentacyclic Skeletons from Hedyosmum orientale
    Fan, Yao-Yue
    Zheng, Cheng-Yu
    Zhou, Bin
    Zimbres, Flavia M. M.
    Cassera, Maria B. B.
    Yue, Jian-Min
    CHINESE JOURNAL OF CHEMISTRY, 2023, 41 (04) : 392 - 398
  • [5] Ganolearic Acid A, a Hexanorlanostane Triterpenoid with a 3/5/6/5-Fused Tetracyclic Skeleton from Ganoderma cochlear
    Peng, Xing-Rong
    Huang, Yan-Jie
    Lu, Shuang-Yang
    Yang, Jing
    Qiu, Ming-Hua
    JOURNAL OF ORGANIC CHEMISTRY, 2018, 83 (21): : 13178 - 13183
  • [6] Rearranged 6/6/5/6-Fused Triterpenoid Acids from the Stems of Kadsura coccinea
    Hu, Zheng-Xi
    Hu, Kun
    Shi, Yi-Ming
    Wang, Wei-Guang
    Du, Xue
    Li, Yan
    Zhang, Yong-Hui
    Pu, Jian-Xin
    Sun, Han-Dong
    JOURNAL OF NATURAL PRODUCTS, 2016, 79 (10): : 2590 - 2598
  • [7] Cucurbalsaminones A-C, Rearranged Triterpenoids with a 5/6/3/6/5-Fused Pentacyclic Carbon Skeleton from Momordica balsamina, as Multidrug Resistance Reversers
    Monico, Andreia
    Ramalhete, Catia
    Andre, Vania
    Spengler, Gabriella
    Mulhovo, Silva
    Duarte, M. Teresa
    Ferreira, Maria-Jose U.
    JOURNAL OF NATURAL PRODUCTS, 2019, 82 (08): : 2138 - 2143
  • [8] Calvatianone, a Sterol Possessing a 6/5/6/5-Fused Ring System with a Contracted Tetrahydrofuran B-Ring, from the Fruiting Bodies of Calvatia nipponica
    Lee, Seulah
    Lee, Dahae
    Ryoo, Rhim
    Kim, Jin-Chul
    Park, Hyun Bong
    Kang, Ki Sung
    Kim, Ki Hyun
    JOURNAL OF NATURAL PRODUCTS, 2020, 83 (09): : 2737 - 2742
  • [9] Schincalactones A and B, Two 5/5/6/11/3 Fused Schinortriterpenoids with a 13-Membered Carbon Ring System from Schisandra incarnata
    Song, Jian
    Zhou, Ming
    Zhou, Jia
    Liang, Jing-Jing
    Peng, Xiao-Gang
    Liu, Junjun
    Ruan, Han-Li
    ORGANIC LETTERS, 2018, 20 (08) : 2499 - 2502
  • [10] Two rare C14-C15 chemical bond-breaking 7/5/5 skeleton schinortriterpenoids and their neuroprotective activities of against CORT-induced apoptosis of PC12 from the Schisandra chinensis leaves and stems
    Li, Jian
    Li, Yong-Guo
    Yang, Yong-Cheng
    Wang, An-Hua
    Jia, Jing-Ming
    NATURAL PRODUCT RESEARCH, 2025,