Hydroperoxy-cycloartane triterpenoids from the leaves of Markhamia lutea, a plant ingested by wild chimpanzees

被引:26
|
作者
Lacroix, Damien [1 ]
Prado, Soizic [1 ]
Deville, Alexandre [1 ]
Krief, Sabrina
Dumontet, Vincent [2 ]
Kasenene, John [3 ]
Mouray, Elisabeth [1 ]
Bories, Christian [4 ]
Bodo, Bernard [1 ]
机构
[1] Museum Natl Hist Nat, CNRS, Unite Associee, F-75005 Paris, France
[2] CNRS, Inst Chim Subst Nat, F-91198 Gif Sur Yvette, France
[3] Makerere Univ, Dept Bot, Kampala, Uganda
[4] Univ Paris 11, CNRS, Fac Pharm, F-92200 Chatenay Malabry, France
关键词
Cycloartane; Triterpenoid hydroperoxides; Markhamia lutea; Bignoniaceae; Anti-parasitic activities; Zoopharmacognosy; Chimpanzees; IN-VITRO; UGANDA; GLYCOSIDES; PRIMATES;
D O I
10.1016/j.phytochem.2009.06.020
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
In the framework of the phytochemical investigation of plant species eaten by wild chimpanzees in their natural environment in Uganda, leaf samples of Markhamia lutea were selected and collected. The crude ethyl acetate extract of M. lutea leaves exhibited significant in vitro anti-parasitic activity and low cytotoxicity against MRC5 and KB cells. Fractionation of this extract led to six cycloartane triterpenoids, musambins A-C and their 3-O-xyloside derivatives musambiosides A-C. The structures were elucidated on the basis of spectral studies including mass spectroscopy and extensive 2D NMR. Most of the compounds exhibited mild anti-leishmanial and anti-trypanosomal activities. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1239 / 1245
页数:7
相关论文
共 29 条
  • [1] Cytotoxic cycloartane triterpenoids from the leaves of Markhamia stipulata var. canaense
    Trong Nghia Ngo
    Nhat Minh Phan
    Trong Dat Bui
    Van Son Dang
    Cong Luan Tran
    Dinh Tri Mai
    Tan Phat Nguyen
    PHYTOCHEMISTRY LETTERS, 2017, 22 : 251 - 254
  • [2] Cycloartane triterpenoids from the leaves of Euphorbia neriifolia
    Choodej, Siwattra
    Pudhom, Khanitha
    PHYTOCHEMISTRY LETTERS, 2020, 35 : 1 - 5
  • [3] Antiviral phenylpropanoid glycosides from the medicinal plant Markhamia lutea
    Kernan, MR
    Amarquaye, A
    Chen, JL
    Chan, J
    Sesin, DF
    Parkinson, N
    Ye, ZJ
    Barrett, M
    Bales, C
    Stoddart, CA
    Blanc, P
    Sloan, B
    Limbach, C
    Mrisho, S
    Rozhon, EJ
    JOURNAL OF NATURAL PRODUCTS, 1998, 61 (05): : 564 - 570
  • [4] Four new cycloartane triterpenoids from the leaves of Dysoxylum binectariferum
    Yan, Hui-jiao
    Si, Hong-li
    Zhao, Hong-wei
    Chen, Long
    Yu, Jin-qian
    Zhao, Heng-qiang
    Wang, Xiao
    PHYTOCHEMISTRY LETTERS, 2021, 41 : 101 - 105
  • [5] Further cycloartane and friedelane triterpenoids from the leaves of Caloncoba glauca
    Mpetga, James D. Simo
    He, Hong-Ping
    Hao, Xiao-Jiang
    Leng, Ying
    Tane, Pierre
    PHYTOCHEMISTRY LETTERS, 2014, 7 : 52 - 56
  • [6] Markhacanasin C, cycloartane triterpenoid from the leaves of Markhamia stipulata var. canaense VS Dang
    Trong Nghia Ngo
    Cong Thin Vo
    Nguyen Kim Tuyen Pham
    Nhat Minh Phan
    Trong Dat Bui
    Quoc Luan Ngo
    Van Son Dang
    Cong Luan Tran
    Dinh Tri Mai
    Tan Phat Nguyen
    NATURAL PRODUCT RESEARCH, 2019, 33 (02) : 174 - 179
  • [7] Novel cycloartane triterpenoids from the Nepal native plant Caragana sukiensis
    Mandal, Reeta
    Siva, Bandi
    Babu, V. S. Phani
    Babu, K. Suresh
    Jagadeesh, B.
    Ranjit, Rosa
    Shrestha, Kanti
    Gewali, Mohan Bikram
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2015, 25 (22) : 5168 - 5171
  • [8] 24-Epimarkhacanasin C, An Epimeric Cycloartane-Type Triterpenoid from the Leaves of Markhamia stipulata var. canaense
    Trong Nghia Ngo
    Ngoc Thien Ly Nguyen
    Nhat Minh Phan
    Trong Dat Bui
    Quan Hien Nguyen
    Quoc Luan Ngo
    Dinh Tri Mai
    Cong Luan Tran
    Tan Phat Nguyen
    CHEMISTRY OF NATURAL COMPOUNDS, 2021, 57 (05) : 875 - 878
  • [9] Cycloartane-type triterpenoids from the leaves of Sandoricum koetjape and their efficacy on α-glucosidase inhibition activity
    Hang, Tai-Xuan-Hoa
    Jarupinthusophon, Suekanya
    Hairani, Rita
    Nguyen, Van-Kieu
    Chavasiri, Warinthorn
    JOURNAL OF NATURAL MEDICINES, 2024, 78 (03) : 655 - 663
  • [10] Cycloartane and Friedelane Triterpenoids from the Leaves of Caloncoba glauca and Their Evaluation for Inhibition of 11β-Hydroxysteroid Dehydrogenases
    Mpetga, James D. Simo
    Shen, Yu
    Tane, Pierre
    Li, Shi-Fei
    He, Hong-Ping
    Wabo, Hippolyte K.
    Tene, Mathieu
    Leng, Ying
    Hao, Xiao-Jiang
    JOURNAL OF NATURAL PRODUCTS, 2012, 75 (04): : 599 - 604