Three new phloroglucinol derivatives from Hypericum scabrum

被引：14
|
作者：
Ma, Jie [1 ,2 ]
Ji, Teng-Fei [1 ,2 ]
Yang, Jian-Bo [1 ,2 ]
Wang, Ai-Guo [1 ,2 ]
Su, Ya-Lun [1 ,2 ]
机构：
[1] Chinese Acad Med Sci, State Key Lab Bioact Subst & Funct Nat Med, Inst Mat Med, Beijing 100050, Peoples R China
[2] Peking Union Med Coll, Beijing 100050, Peoples R China
来源：
JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH | 2012年 / 14卷 / 05期
关键词：
Guttiferae; Hypericum scabrum; phloroglucinol;
D O I：
10.1080/10286020.2012.680445
中图分类号：
Q94 [植物学];
学科分类号：
071001 ;
摘要：
A chemical investigation on the aerial parts of Hypericum scabrum L. resulted in the isolation of three new phloroglucinol derivatives, hyperscabrins A (1), B (2), and C (3), together with one known compound, (2R,3R,4S,6R)-3-methyl-4,6-di(3-methyl-2-butenyl)-2-(2-methyl-1-oxopropyl)-3-(4-methyl-3-pentenyl)-cyclohexanone (4). The structures were elucidated by means of spectroscopic methods, including MS, IR, 1D NMR, and 2D NMR, and the absolute configurations of chiral centers in these phloroglucinol derivatives were determined for the first time by studying their circular dichroism spectra.
引用
收藏
页码：508 / 514
页数：7
相关论文
共 50 条
  • [31] Studies on the antioxidative activity of phloroglucinol derivatives isolated from Hypericum species
    Heilmann, J
    Winkelmann, K
    Sticher, O
    PLANTA MEDICA, 2003, 69 (03) : 202 - 206
  • [32] Prenylated phloroglucinol derivatives from Hypericum perforatum var. angustifolium
    Hashida, Chika
    Tanaka, Naonobu
    Kashiwada, Yoshiki
    Ogawa, Makoto
    Takaishi, Yoshihisa
    CHEMICAL & PHARMACEUTICAL BULLETIN, 2008, 56 (08) : 1164 - 1167
  • [33] Phloroglucinol derivatives from Hypericum empetrifolium with antiproliferative activity on endothelial cells
    Schmidt, Sebastian
    Juergenliemk, Guido
    Skaltsa, Helen
    Heilmann, Joerg
    PHYTOCHEMISTRY, 2012, 77 : 218 - 225
  • [34] AN ISOPENTENYLATED FLAVONOL FROM HYPERICUM-JAPONICUM .8. PHLOROGLUCINOL DERIVATIVES FROM HYPERICUM-JAPONICUM
    ISHIGURO, K
    NAGATA, S
    FUKUMOTO, H
    YAMAKI, M
    ISOI, K
    PHYTOCHEMISTRY, 1994, 35 (02) : 469 - 471
  • [35] Prenylated benzophenones and xanthones from Hypericum scabrum
    Tanaka, N
    Takaishi, Y
    Shikishima, Y
    Nakanishi, Y
    Bastow, K
    Lee, KH
    Honda, G
    Ito, M
    Takeda, Y
    Kodzhimatov, OK
    Ashurmetov, O
    JOURNAL OF NATURAL PRODUCTS, 2004, 67 (11): : 1870 - 1875
  • [36] A new polyisoprenylated phloroglucinol derivative from Hypericum perfoliatum (Clusiaceae)
    Benkiki, N
    Kabouche, Z
    Tillequin, F
    Vérité, P
    Chosson, E
    Seguin, E
    ZEITSCHRIFT FUR NATURFORSCHUNG SECTION C-A JOURNAL OF BIOSCIENCES, 2003, 58 (9-10): : 655 - 658
  • [37] Hyperjovinols A and B:: Two new phloroglucinol derivatives from Hypericum jovis with antioxidant activity in cell cultures
    Athanasas, K
    Magiatis, P
    Fokialakis, N
    Skaltsounis, AL
    Pratsinis, H
    Kletsas, D
    JOURNAL OF NATURAL PRODUCTS, 2004, 67 (06): : 973 - 977
  • [38] Phloroglucinol derivatives from Hypericum species trigger mitochondria' dysfunction in Leishmania amazonensis
    Aquistapase Dagnino, Ana Paula
    Mesquita, Camila Saporiti
    Dorneles, Gilson Pires
    Nunes Teixeira, Vivian de Oliveira
    Correa de Barros, Francisco Maikon
    Ccana-Ccapatinta, Gari Vidal
    Fonseca, Simone Goncalves
    Monteiro, Marta Chagas
    Rodrigues Junior, Luiz Carlos
    Peres, Alessandra
    von Poser, Gilsane Lino
    Torres Romao, Pedro Roosevelt
    PARASITOLOGY, 2018, 145 (09) : 1199 - 1209
  • [39] Secondary metabolites of Hypericum scabrum and Hypericum bupleuroides
    Ayan, Ali Kemal
    Radusiene, Jolita
    Cirak, Cueneyt
    Ivanauskas, Liudas
    Janulis, Valdimaras
    PHARMACEUTICAL BIOLOGY, 2009, 47 (09) : 847 - 853
  • [40] Phloroglucinol and Terpenoid Derivatives from Hypericum cistifolium and H. galioides (Hypericaceae)
    Crockett, Sara L.
    Kunert, Olaf
    Pferschy-Wenzig, Eva-Maria
    Jacob, Melissa
    Schuehly, Wolfgang
    Bauer, Rudolf
    FRONTIERS IN PLANT SCIENCE, 2016, 7
12345